While winter in other parts of the world can be a bit, well, frightful, winter in Napa Valley is something special. There are fewer crowds, better hotel rates, and a more relaxed feeling to start the new year. All these reasons, and more, make winter one of the best times to visit Calistoga, a charming community in the northern region of the Napa Valley known for its therapeutic hot springs and picturesque scenery.

Even more, if you visit between now and March 1, 2026, you can take advantage of the Calistoga Winter in the Wineries Passport and receive complimentary tastings at over 20 of the finest wineries throughout Calistoga and surrounding areas like St. Helena and Lake County. Plus, you’ll get access to discounts at Calistoga lodging and spas. The best part? Each Passport costs $80 per person and is valued at over $800 in wine tastings alone. So, pack your bags and kiss those winter blues goodbye, because a winter weekend in Napa’s UpCountry awaits.

Day One

Mid-Day

Welcome to Napa Valley’s “Up Valley”! Before you check in to your hotel in Calistoga, plan to venture 30 miles north to start your weekend by wine tasting in Lake County. This laid-back region, home to over 30 wineries, is one of Northern California’s best-kept secrets, and as a Passholder, you’ll get to enjoy complimentary tastings at three of its top wineries. Stop at Six Sigma Winery to sip Tempranillo and Cabernet Sauvignon in the middle of a 4,300-acre working ranch. Besides wine, you can purchase ranch-raised meat, local cheeses, and crackers—all the fixings to make your own picnic to enjoy with your wine. Another winery in Lake County to check out is Wild Diamond Vineyards, situated high on the foothills of Red Mountain, where you can enjoy beautiful views while sipping Bordeaux varietal wines.

Now, it’s time for the scenic drive back to Calistoga to check in to your accommodation. There are plenty of options when it comes to places to stay in Calistoga (with discounts available on lodging for Passport holders), so you really can’t go wrong. If you want something right in town with a more intimate atmosphere, check out the charming, 22-room The Bergson; Calistoga Spa Hot Springs, known for their geothermal outdoor mineral pools; or UpValley Inn & Hot Springs, featuring mineral pools and complimentary bikes.

For a truly plush and pampered stay, don’t miss Solage, a quintessential Wine Country resort within the Auberge Collection, or the nearby Four Seasons Resort Napa Valley, a luxe getaway surrounded by vines.

Evening

End your first day with dinner at Evangeline, a popular French bistro “with a Creole soul” in downtown Calistoga. The covered garden patio is a nice place to savor comforting bistro classics like steak frites, as well as Creole-inspired dishes like gumbo and shrimp étouffée. Or, head to the Four Seasons to dine in style at one of their fine dining restaurants.

Day Two

Morning

If your hotel doesn’t offer complimentary breakfast, be sure to pay a visit to House of Better at Dr. Wilkinson’s Backyard Resort to start your day off on the right foot. From light, healthy fare like nut and seed granola with organic yogurt, to heartier breakfasts such as the New Mexican breakfast burrito, every dish seamlessly highlights local ingredients alongside Chef Trevor Logan’s love for Southwestern fare.

After breakfast, it’s time for wine tasting. Consider starting your day at Tamber Bey, a working horse ranch and winery, where you can sample single-vineyard, single-varietal wines and Bordeaux blends while admiring the horses. Or, check out Bennett Lane Winery, known for its friendly service, relaxed atmosphere, and bold Bordeaux blends.

More great winery stops include Sterling Vineyards, where a scenic gondola ride leads to wine tastings and culinary experiences alongside sweeping views; Castello di Amorosa, Napa Valley’s iconic winery modeled after a 14th century Tuscan castle; and Chateau Montelena, a historic Napa winery which turned heads 50 years ago during the iconic Judgment of Paris tasting.

Finally, if you feel like getting out of Calistoga, head 11 miles south to visit Markham Vineyards or Charles Krug, two St. Helena wineries known for their historic settings and well-regarded wines.

Late Afternoon

After wine tasting, head to downtown Calistoga to peruse the many shops. Stop by Blackbird for artisanal finds for the home and tabletop, as well as toys and games for kids, then check out Field Trip, a moody shop featuring curated gifts, houseplants, and flowers.

If more wine is what you’re after (hey, it is Wine Country, after all), then stroll over to Tank Garage Winery, a winery and tasting room inside a converted 1930s gas station with a hip, welcoming vibe and a focus on small-lot, natural wines.

Evening

For a casual dinner (and a break from the wine), stop into Calistoga Inn Restaurant & Brewery, where you’ll find brews on tap and a diverse food menu featuring everything from elevated pub fare to hearty, seasonal mains. Before the night ends, unwind by one of the fire pits on the garden patio—the perfect spot for conversation and a nightcap.

Day Three

Morning

It’s almost time to head home, but before you leave, grab a pastry and coffee from Sam’s General Store, then walk over to Picayune Cellars for one last wine tasting before hitting the road. Or, plan for a rejuvenating late morning spa treatment at Dr. Wilkinson’s as you prepare to bid Calistoga, and the lovely Napa Valley, adieu.

Known as “Napa Valley’s Main Street,” many consider St. Helena to be the heart of the region. It has a rich history of California winemaking dating back to the 1800s and boasts Napa Valley’s first commercial winery, Charles Krug, not to mention dozens of charming shops, restaurants, and hotels.

Most importantly, St. Helena is home to many iconic and boutique wineries that will make any trip to Napa Valley complete. To help you navigate all that this region has to offer, we have created a two-day wine tasting itinerary that will take you through six great wineries in St. Helena.

Day One

Louis M. Martini Winery

Originally built in 1933 and among the first to open after the repeal of Prohibition, this iconic property underwent a restoration of their historic winery a few years ago. Famous for their Cabernet Sauvignon, Louis M. Martini Winery no doubt played a significant role in putting Napa Cabernet on the map. The winery offers tastings in a variety of indoor and outdoor settings. Choose from a flight of seasonal wines that change regularly, in-depth library tastings, or selections of Louis M. Martini’s most popular wines, paired with local delicacies.

Insider Tip: For true indulgence, reserve a spot at the Underground Cellar Experience, which—as you might have guessed—takes place in the winery’s historic underground cellar and features small-lot wine releases served with curated pairings from Chef Aaron Meneghelli.  

Visit: 254 St. Helena Highway, St. Helena, CA 94574
Contact: (707) 968-3362
Reservations: Required

Merryvale Vineyards

Family-owned and operated, Merryvale Vineyards’ historic building was the first winery built in Napa Valley following the repeal of Prohibition. This rich history shows in the winery’s stunning gardens, barrel rooms, and vineyards. Its proprietors, the Schlatter family, and winemaker Jeff Crawford, focus on Bordeaux varieties, employing thoughtful farming and winery practices to ensure the wines are world-class and reflective of Napa Valley terroir. To that end, Merryvale Vineyards is Napa Green Land and Napa Green Winery certified.

Insider Tip: Want a little cheese with that wine? The Terroir and Grand Cru experiences include a selection of cheeses alongside the wines, but you can also add food to any experience, including small bites and multi-course meals. 

Visit: 1000 Main Street, St. Helena, CA 94574
Contact: (877) 887-7763
Reservations: Required for some experiences

JCB St. Helena

Owner Jean-Charles Boisset lives, eats, and breathes wine—and this dedication to viticulture comes through in the quirky wine tastings available at JCB St. Helena. Located in the heart of downtown St. Helena, JCB is dedicated to producing biodynamic wines, which you can sip in their whimsical wine lounge that feels like you’ve stepped inside a French art gallery. Choose between options like the Burgundian Flight, an ode to Jean-Charles’ roots, or the Napa Valley Reds Flight for something a little closer to home. As if these experiences didn’t already feel lavish, tastings are served in JCB’s very own Baccarat crystal glasses.

Insider Tip: JCB offers a constantly rotating list of fun events, including weekly Bubbles & Brunch. Pair sparkling wines with delicate bites, like smoked salmon bagels and caviar service. No reservation required.

Visit: 1320 Main Street, St. Helena, CA 94574
Contact: (707) 963-3454
Reservations: Recommended

Day Two

Fantesca Estate & Winery

This property was originally the dowry of Caroline Bale for her marriage to Charles Krug in the mid-1800s. Current owners Susan and Duane Hoff wanted to recognize this rich heritage when they purchased it, naming it after a clever and strong-willed lead female character from the Italian Commedia dell’Arte, which was the inspiration for Cirque du Soleil. Fantesca Estate is now known for small-production, award-winning wines produced in a stunning setting that includes a 300-foot Spring Mountain cave, sprawling vineyard views, and luxurious wine experiences. Trust us, it’s beautiful.

Insider Tip: Got a favorite quote (yours or someone else’s)? Submit it to be considered as a “Fortune Corkie” and printed on one of Fantesca’s wine corks.  

Visit: 2920 Spring Mountain Road, St. Helena, CA 94574
Contact: (707) 968-9229
Reservations: Required

Beringer

Jacob Beringer and his brother Frederick came to Napa from Mainz, Germany, ultimately purchasing 215 acres in 1875, which would become home to what is now California’s oldest continuously operated winery. Beringer would build on this tradition of industry “firsts,” becoming the first to give public tours in 1934, and the first and only winery to have both a red and a white wine named #1 Wine of the Year by Wine Spectator. Be sure to visit the iconic Rhine House mansion for its stunning stained-glass windows and architecture while sipping reserve and single-vineyard wines. 

Insider Tip: For $35, take the Legacy Cave Tour, where you will sip a selection of wines as your guide leads you through the Old Winery and historic tunnels while sharing details of Beringer’s rich history and commitment to quality. 

Visit: 2000 Main Street, St. Helena, CA 94574
Contact: (707) 257-5771
Reservations: Not required but recommended for most experiences

Markham Vineyards

This longstanding winery got its start with the dawn of winemaking in Napa Valley. The original builder of Markham Vineyards’ iconic Stone Cellar came to Napa from Bordeaux, initially arriving with other Gold Rush pioneers. Instead of gold, the winemaker discovered Napa’s rich soil, perfect for growing wine grapes, and utilized his skills in viticulture to become one of the largest producers prior to Prohibition. Markham’s tasting room is a beautiful space to sample the winery’s renowned Merlots. We particularly love the Exploration of Markham Tasting, which includes coveted new release and library selections, culminating in a behind-the-scenes barrel tasting.

Insider Tip: If you happen to be in town for one of Markham Vineyards’ events, be sure to snag tickets! All of these experiences take place in the historic Stone Cellar, featuring floor-to-ceiling wine barrels and a beautiful stone interior. Events include everything from dinners with renowned chefs to craft classes like wreath making.

Visit: 2812 St. Helena Highway N, St. Helena, CA 94574
Contact: (707) 963-5292
Reservations: Recommended

One might think that it would be easy to taste wine in Napa Valley at almost all hours of the day, but while there are lots of bars and restaurants that offer excellent wines by the glass and bottle, “last call” for tours and wine tastings at most Napa wineries is well before the sun sets over the vineyards.

Still, if you’re not much of a daytime drinker or are looking to keep tasting Napa Valley wines into the late afternoon/early evening, there are a few excellent wineries and tasting rooms where you can snag a reservation (or even walk in) until at least 5:00 p.m.

PEJU Winery

If you want to taste most of PEJU’s family-owned and estate-grown wines, including the popular Cabernet Franc, you have to either join their wine club or visit the winery’s tasting room. The latter sits inside one of the more recognizable buildings in Napa Valley, a copper-roofed, stone-faced building with a 50-foot tower at the end of a Sycamore tree-lined driveway and surrounded by gorgeous gardens with meandering walkways and outdoor sculptures. (Be sure to make time for a self-guided tour.) Reservations are recommended for all wine tastings and pairings, which are seated, with the last one offered at 5 p.m.

Visit: 8466 St. Helena Highway, Rutherford, CA 94573
Contact: (707) 963-3600

Domaine Carneros

There is nothing quite like sitting on the terrace of the Château at Domaine Carneros while sipping sparkling wine and looking out at the vine-covered vineyard hills of Napa Valley’s Carneros AVA. It is truly an idyllic Napa Valley experience, especially when paired with caviar, crème fraîche, and potato chips. Reservations (available from 10 a.m. to 5 p.m.) are required, and the last pour is at 5:00 p.m. Be sure to give yourself time to tour the beautiful formal gardens as they are truly spectacular.

1240 Duhig Road, Napa, CA 94559, (800) 716-2788

JCB St. Helena

At JCB St. Helena, wine tasting is more of a sensory experience than anything else. The brainchild of winemaker Jean-Charles Boisset, sippers are surrounded by an eclectic collection of paintings, sculptures, candelabras, and plush furniture, creating a glamorous ambiance that’s perfect for a special occasion—or if you simply want to feel special. Reservations for tastings, like the French Bubbles Flight or Burgundy Flight, can be made until 7:00 PM, Thursday through Monday. Pair it with JCB caviar or artisan cheeses for the perfect pre- or post-dinner snack.

Visit: 1320 Main Street, St. Helena, CA 94574
Contact: (707) 934-8237

WALT Wines

Located just across the street from the Oxbow Public Market, WALT Wines focuses on producing high-quality Pinot Noir and Chardonnay, grown along the Pacific Coast. Choose from fun experiences like the Wine & Chocolate Pairing, which combines Pinot Noir with hand-crafted Earth & Sky Chocolates, or the Michel Foch Champagne Flight, accompanied by bites like classic gougères or charcuterie. Visitors can snag tasting reservations until 4:45, any day of the week. Keep in mind that the tasting room officially closes at 5:30.

Visit: 605 1st Street, Napa, CA 94558
Contact: (707) 933-4440

Alpha Omega Collective

Three very different wineries collide to form the Alpha Omega Collective in downtown Napa. Vintners Robin and Michelle Baggett pride themselves on producing the best varietals from across the world—including Burgundian wines at SLO’s Tolosa, Bordeaux-inspired wines at Napa’s Alpha Omega, and Mediterranean reds from Perinet in Spain’s Priorat. Select from three different tasting options, including their Signature Flight ($60), Curated Flight ($80), and Flagship Flight ($100). Not interested in a full tasting? They also offer wine by the bottle and glass. Should you start to get a bit snacky (don’t we all during a wine tasting?), Alpha Omega Collective encourages sippers to order from The Dutch Door, their next-door neighbors who focus on sustainably made and locally sourced American classics. Tastings are by reservation only and run from noon until 7:00 p.m.

1245 First Street, Napa, CA 94559, (707) 294-6960

Louis M. Martini

This historic St. Helena winery is best known for being one of the first wineries to open in Napa Valley after Prohibition and has built a reputation around its world-class Cabernet Sauvignon. The renovated historic winery has large glass walls that let in tons of natural light from outside, as well as one behind the Crown Bar in the main tasting room that offers wine tasters a view into the expansive oak barrel room. Louis M. Martini offers food pairings, an underground cellar experience, and cabana tastings, but that aforementioned bar is where guests who want to taste wine in the late afternoon will be. The winery is open from 10 a.m. to 6 p.m., seven days a week, and reservations are recommended, with the last one at 4:30 p.m.

254 St. Helena Highway S, St. Helena, CA 94574, (707) 968-3362

John Anthony Vineyards

It’s somewhat difficult to find a place to taste wine after dinner in Wine Country, but at John Anthony Vineyards’ It’s somewhat difficult to find a place to taste wine after dinner in Wine Country, but at John Anthony Vineyards’ tasting lounge in the heart of downtown Napa, you can enjoy late-night tastings. Sample the popular small-production Sauvignon Blanc and Cabernet Sauvignon from the outdoor patio, in the tasting room, and in the private Reserve Room until 10 p.m., Sunday – Wednesday, and midnight on Thursday, Friday, and Saturday. You can walk in, but reservations are encouraged.

1440 1st Street, Napa, CA 94559, (707) 265-7711

St. Clair Brown Winery & Brewery

In the event that there is someone in your group who doesn’t enjoy wine, or if you just want your furry friend to join you, this pet-friendly winery AND brewery is the place to go. Located in the Rail Arts District of Napa proper, St. Clair Brown’s greenhouse tasting room is the only place to get your hands on their hand-crafted wines and beers, which are produced in extremely limited quantities – best enjoyed with small garden-inspired share plates. Tasting reservations are available from noon until 6 p.m. Friday through Monday. Private bookings are also available from Tuesday through Thursday.

816 Vallejo Street, Napa, CA 94559, (707) 255-5591

GIVEAWAY IS CLOSED: Thanks to everyone who participated. We will be selecting the Grand Prize Winner soon so be sure to check your email!

Hold onto your glasses, because this harvest season we’re bringing back the crowd-favorite giveaway: The Ultimate Wine Country Getaway! Imagine savoring Napa Valley’s finest as a VIP, complete with a two-night stay for two in a luxury inn, two unforgettable wine and food experiences, and even a deluxe mud treatment in Calistoga—valued at over $2,100!

Ready for your chance to win? Official rules, eligibility, and prize details are outlined below.

GRAND PRIZE

Giveaway ends 11:59 PM PST on December 5, 2025. Winner will be selected on December 8, 2025. Package and wine tasting experiences must be booked and redeemed by dates shown below. See below for Giveaway Eligibility, Rules & Privacy Policy.

Giveaway Eligibility, Rules & Privacy Policy

Must be 21 years or older to enter and redeem, no purchase necessary to win. This giveaway starts October 20, 2025 and ends at 11:59 PM PST on December 5, 2025. An email address is needed for entry, which may be shared with businesses that participate in the Giveaway. By entering the Giveaway promotion, you are providing your consent to WineCountry Media to be subscribed to our email newsletter. A winner will be selected at random on December 8, 2025 and will be notified via email. Once notified, the winner will have 48 hours to claim.

Giveaway includes:

• Chef’s Tasting for Two at PEJU Winery. Available to redeem Thursday – Sunday, Reservations required with 48-hour advanced notice. Blackout Dates: Thanksgiving, Christmas — Redeem by April 30, 2026.

• A Taste for Cabernet Experience for Two at Sequoia Grove. Reservations required with 72-hour advanced notice. Blackout Dates: Mondays and Tuesdays — Redeem by November 15, 2026.

• Two-person Mud Bath Experience at Golden Haven Spa LLC. Available to redeem Sunday through Thursday, excluding holiday periods. Blackout Dates: Not redeemable on Fridays, Saturdays, or Holiday Periods — Redeem by December 31, 2026.

• A two-night stay for two at The Bergson. Blackout Dates: Memorial Day Weekend, June, and October — Redeem by May 15, 2027.

Privacy Policy

All aboard The Napa Valley Wine Train! One of the most unique and enchanting experiences in Napa Valley, the wine train offers guests a trip to the past while showing you the best of what Napa Valley has to offer today.

On your 36-mile round trip from Napa to St. Helena and back, you’ll experience gourmet cuisine, stunning views, and stops at wineries. With its Refurbished Pullman railcars, luxurious detailing, and romantic ambiance, the Napa Valley Wine Train offers a nostalgic journey through the golden age of locomotive travel. Here is everything you need to know about this one-of-a-kind experience.

Yes, the wine train makes stops at famous wineries

This time of year, also known as harvest season, the Wine Train’s Grape Stomp at Grgich Hills is a must. You’ll indulge in a multi-course lunch aboard the train as you make your way to Grgich Hills Estate, founded by wine legend, Mike Grgich, who is recognized as one of the greatest winemakers in the world. Enjoy the time-honored tradition of grape stomping by foot before sitting down for a tasting of acclaimed wines. Back on board, you’ll cap off the afternoon with coffee, tea, and dessert during your scenic ride back to Napa.

First-time on the train? Then you may want to try the full-day Legacy Experience, which includes a multi-course gourmet lunch and stops at two of Napa Valley’s most famous wineries, Charles Krug Winery and V. Sattui. After a special tasting on board, you’ll head to the historic Charles Krug Winery, the oldest winery in Napa Valley, to enjoy a private tour and tasting at what is the birthplace of California wine tasting as we know it (Charles Krug opened the first tasting room in the state). Next up is the whimsical V. Sattui. One of the first wineries to offer a wine tasting experience, you’ll enjoy their award-winning small batch wines amongst the Italianate architecture and lush gardens. This immersive day ends with a joyous ride back to Napa, with dancing in the open-air car.

The Napa Valley Wine Train also offers half day tours, if you’re short on time. Grgich Hills Winery Tour includes a two-hour train ride with a gourmet, multi-course lunch, followed by a tour and tasting at Grgich Hills Estate, founded by wine legend, Mike Grgich, who is recognized as one of the greatest winemakers in the world.

The train is also a gourmet restaurant

Though the thrill of the ride is a huge part of the experience, the train is primarily a rolling gourmet restaurant featuring a changing seasonal menu that highlights fresh, local ingredients (all prepared in the train’s two onboard kitchens). From ricotta gnocchi to roasted beef tenderloin, expect to dine on decadent courses of gourmet, Napa-style fare. In the spirit of Wine Country, an extensive onboard wine list is available for lunch and dinner, offering many different regional wines. You can even bring your own wine aboard, but just know you’ll have to pay a corkage fee.

Pro Tip: Guests enjoy a reduced corkage fee onboard when purchasing wine from the Train’s Wine & Gift Shop.

Children are welcome on the Napa Valley Wine Train

No need to leave the kids behind, as the Napa Valley Wine Train is an adventure fit for the whole family. Children are welcome on select journeys, such as the Gourmet Express Lunch, which is a favorite among families. The train’s windows provide an eye-catching panoramic view of the passing scenery as the train glides through the valley, making for an adventure kids of all ages will enjoy.

Just note: Children’s rates are only available for select packages, so be sure to call ahead.

A trip on the Napa Valley Wine Train is like stepping back in time

Insiders who have ridden the Napa Valley Wine Train recommend the Vista Dome Package, a train journey like no other. Though it’s the most expensive package, it features an unforgettable dining experience (for lunch or dinner) on the elevated, two-story Vista Dome dining car to deliver a “first-class” experience. With its plush interiors, exquisitely prepared food, and unobstructed views from every angle, Vista Dome is a nod to the glory days of luxury rail travel. Or, consider an elegant few hours aboard the Train during the Afternoon Tea package, a nod to the glamorous days of rail travel.

You can celebrate the bride & groom aboard the train

With its upscale culinary offerings and gorgeous vintage setting, the train is a distinctive way for romantic couples to celebrate their marriage. While ceremonies aren’t hosted onboard, the Wine Train is the perfect setting for rehearsal dinners, welcome lunches, bridal showers, and even anniversary celebrations. The train has everything needed to bring the vision of your special event to life.

Ah, Napa Valley in harvest season—it’s like the world’s most delightful conveyor belt from grape to glass! Between August and October, there’s something in the air as Napa transforms with the buzz of vineyard workers, the scent of fresh grapes, and, oh, those grapes? They’re on a one-way journey to becoming some fantastic wine.

But there’s more to Napa’s harvest than just winemaking. Want to dine with a winemaker? Or perhaps you’ve always wanted a behind-the-scenes peek at the winemaking process? Well, this is your season! From unique festivities to vibrant vineyard views, Napa Valley during harvest is an experience you won’t forget. Here’s your guide to visiting during harvest season.

Wine Tasting During Harvest Season

Before you lock in tasting reservations, do a quick check to see if the winery offers any special tours of their property, vineyards, or wine making facilities during harvest, because it’s always a treat to see winemakers and winery teams working their magic.

You can never go wrong with a picnic amidst the vines at Pine Ridge Vineyards (it’s the quintessential Napa activity, right?), but if you happen to be traveling with a larger group, don’t miss Merryvale’s Blind Tasting Experience. You’ll discover how to analyze wine through taste and smell rather than sight alongside an expert guide in the historic Cask Room.

Up for a stroll through vineyards? Bell Wine Cellars’ Grape to Glass Tour & Tasting starts with a stroll through their Yountville vineyard, exploring the site’s unique terroir. You’ll then take a look at the tank and barrel rooms before finishing with a tasting of five wines.

While not exclusive to harvest season, Hess Persson Estates’ ATV Vineyard Tour & Tasting is a more adventurous way to venture beyond the tasting room into the vineyards. You’ll hop into an ATV to explore the historic estate, traversing its picturesque grounds before ending with a wine and culinary pairing.

Of course, if you’d rather kick back and let someone else do the planning, book a tour with Beau Wine Tours. They offer several Napa Valley wine tours to choose from, whether you’re a Napa newbie, a Howell Mountain wine fanatic, or simply fancy an afternoon exploring Spring Mountain’s gems.  

WineCountry Experiences

One last thing before we move on: don’t overlook the WineCountry Experiences offered in Napa Valley. You can’t go wrong with any of them (they’ve been vetted by a picky crowd—ahem, we mean us), but we are seriously loving the following:

• Cabernet Pairing Experience at Sequoia Grove (yum!)
• Vineyard Experience at Crocker & Starr (an al fresco delight) 
• Seasonal Culinary Experience at Silver Oak (your stomach will thank you)
• Bottle Blending Experience at Judd’s Hill (be a winemaker for a day)
• Cookie Pairing Experience at Tamber Bey (a fun alternative to cheese pairing)

Dining During Harvest Season

Napa Valley cuisine is like a treasure trove of culinary excellence, and believe us when we say that most restaurants in Napa have mastered the art of seasonal cooking.

As the name implies, FARM Restaurant + Bar at the serene Carneros Resort and Spa features an elevated menu emphasizing locally sourced produce, including from the restaurant’s own organic gardens. Every dish here is like a love letter to Napa Valley’s seasonal ingredients. Another fabulous spot is The Charter Oak, showcasing food by acclaimed chef, Christopher Kostow. Their dishes are usually composed of just a few ingredients and celebrate the bounty of the region, but don’t mistake simplicity for boring, as everything here is a feast for the senses. Speaking of a feast for the senses, we’re seriously loving the Italian-French-inspired fare and elegant atmosphere at Violetto, Alila Napa’s fabulous on-site restaurant.

If you’re looking to meet the newest culinary talent of Napa Valley’s Wine Country, we recommend grabbing a table at the Culinary Institute at Greystone’s Gatehouse Restaurant. As the capstone experience for aspiring chefs, guests can expect an innovative menu highlighting creative cooking. Or, venture to the CIA’s downtown Napa location, CIA at Copia, a treasure trove of food, wine, and culinary events.

A quick tip: There’s a lot of excitement during harvest, but there are also a lot of travelers, so that coveted table at that picture-perfect restaurant? It’s in high demand. We suggest making reservations in advance at your favorite Napa Valley restaurants to ensure you have a seat saved at the table.

Events During Harvest Season

Many wineries have special harvest events going on during the season. We’ve spotlighted a few of the season’s happenings below, but you can visit our Events Listing page to view more harvest events this time of year.

1. On September 20, Groth Vineyards & Winery hosts the next phase of their “Summer School” series: the Groth Vineyard & Cellar Walk. This family-friendly experience is a chance to walk the vineyards, learn about what happens in the cellar during harvest, and dine with the Groth team during a picnic-style lunch on the lawn.
2. On September 21, PEJU Winery is hosting their Harvest Festival and Grape Stomp, which includes a lively grape stomping experience and a family-style lunch with wine pairings. Sounds like a blast!
3. This September 27, Reynolds Family Winery will welcome guests for their Harvest Party. Guests are invited to join for an evening of library wines and seasonal bites, incredible hospitality, and fun activities like their grape stomping competition. It’s a fun, relaxed way to toast to the 2025 harvest season!
4. On October 11, Merryvale will host a Harvest Brunch at their picturesque Profile Estate Vineyard. Join Proprietors René and Laurence Schlatter as they release their 2022 Profile and 2023 Silhouette wines, paired with an indulgent al fresco brunch crafted by Chef Nash Cognetti.

Of course, the harvest fun isn’t limited to just Napa Valley. If you’re heading to Sonoma County, check out our guide to Harvest in Sonoma, featuring tips on where to stay, what to do, and where to taste the best of the best.

Where to Stay in Napa

Oh, trust us, we know that a day of culinary adventures and wine escapades in Napa needs to end in absolute comfort. So, get ready to hit the sack in style, because the hospitality in Napa Valley is as top-notch as the Cabernets. Here are a few spots to consider:

Need more hotel inspiration? Be sure to check out all of our Lodging Perks for exclusive deals on hotel stays throughout Napa Valley, from special discounts and spa credits to complimentary bottles of wine upon check-in.

Our top pairings in Napa Valley often include delectable food, dynamic wines, and breathtaking views. While Wine Country is legit ripe with all three, when their powers combine and you add in a 36-mile, round trip journey on board the famed Napa Valley Wine Train, you’ve got a combination that packs a whole lot of punch.

The Wine Train has been a staple since the 1980s, and if you’ve had the opportunity to check out the region, you’ve probably seen their historic rail cars chugging alongside Highway 29. Perhaps, you’ve been curious on how it all works—and we’re here to help.

That’s right, we’ve tackled your biggest question: what ticket is right for me? We did a deep-dive to create the definitive guide to help you on your way. Between food-filled rides, behind-the-scenes wine tours, and seasonal splendor, you’re going to want to climb on board, and our extra information may be just the ticket to make it happen ASAP.

Meals with a side of Napa views

Were you aware that the Napa Valley Wine Train is actually a restaurant on wheels? Beyond serving up a delicious Napa Valley meal, the train is also keeping train travel tradition alive with their dining journey offerings. This meal is one you’re going to remember, and it comes served piping hot with world-class, bucolic sights rolling by right outside your window.

Gourmet Express Lunch or Dinner

Refurbished Pullman cars play host for this gourmet getaway, a 2.5-to-3-hour train ride that includes a multi-course meal for lunch or dinner. Explore the train, check out the kitchen, peek at the vintage details and original artwork, and grab a selfie on the caboose’s viewing deck. Elevate your experience with the Master Sommelier tasting, featuring wines from such Napa Valley legends as BV and Opus One.

Vista Dome Lunch or Dinner

If an intimate dining adventure is more for you, book the multi-course lunch or dinner ride in the Vista Dome. The second story of their 1952 Pullman is domed with curved windows that run the length of the car, giving the ultimate in views of The Valley. Elegant and exclusive, this experience offers a picture-perfect backdrop for any memorable moment, regardless of the season (think golden hour views in spring and summer, and starry evening skies in fall and winter).

Tasting on the Rails

Immerse yourself in the rich history of Napa Valley during this epic wine-ing and dining experience aboard the Wine Train’s 2022 Pullman lounge car. During the three-hour Tasting on the Rails journey, you’ll savor seven incredible courses expertly paired with seven local Napa Valley wines, as you pass through the very appellations where the grapes for said wines were sourced.

Pro Tip: Dietary restrictions? No problem! With advance notice, the Wine Train’s talented culinary team will cook up something delicious within your health requirements.

Special Themed Events

Murder Mystery Dinner

Enjoy two hours of murder mystery theatrics during this fun immersive event, which will have you playing a game of cat and mouse with your fellow dinner guests. Of course, a gourmet, three-course dinner rounds out the experience, promising an evening of delicious food and delightful hijinks!

Thanksgiving

This Thanksgiving, let the talented team aboard the Wine Train take care of the food (and the dishes). You’ll embark on an elegant, 3.5-hour journey through Napa’s stunning landscapes as you feast on an incredible Thanksgiving-inspired multi-course meal, all without having to lift a finger in the kitchen.

Santa Train Journeys

A yearly tradition, late November through December, the Wine Train welcomes Santa on board for special holiday journeys. From Santa’s Cookie Car, perfect for the little ones looking to enjoy a cup of warm cider or cocoa and a holiday cookie, to the Gourmet Holiday Express, complete with a kid-friendly, three-course dinner and a photo with Santa, there’s something for every child (and the child in all of us) aboard the Wine Train during the holiday season.

Midnight in Paris: A Legacy NYE Celebration

Make New Year’s Eve a day to remember with the ultimate Legacy train experience. You’ll start the morning with a tasting of sparkling wine before devouring a three-course brunch, followed by a stop at Grgich Hills Winery to enjoy a two-hour party with small bites and wine while counting down to the midnight ball drop in Paris. On the way back, keep the party going strong with dancing in the open-air car.

Pro Tip: Many of the Wine Train’s dining rides are all ages, but a few tours are 21+. Be sure to confirm prior to finalizing your itinerary.

Wine Tasting Journeys

It wouldn’t be Napa Valley without ample sips involved, and the Wine Train has made it as easy as clicking a button to experience exclusive peeks at what makes Wine Country tick. These rides are packed with flavor and are an outstanding way to experience a great winery or two with sensational tours.

Grgich Hills Estate Tasting

Wine history buffs might get all a-flutter with this Daytripper destination. Napa Valley was put on the map when it comes to wine with the famed 1976 Judgement of Paris. Unsure of this key event in Wine Country history? We have you covered. Miljenko “Mike” Grgich made his mark by crafting a Chardonnay that beat out the French at a blind tasting as a very young winemaker at Chateau Montelena. The creation of Grgich Hills followed up this monumental event. While Mike passed away eight months shy of his 100th birthday, his daughter Violet Grgich continues the family legacy. Experience the wines of this iconic St. Helena locale during your three-hour train journey, complete with lunch and a stop at the winery for a tasting.

The Legacy Experience

This full-day adventure goes beyond your average history lesson, diving deep into over 300 years of combined winemaking experience here in The Valley. With visits to Charles Krug, V. Sattui, and the Napa Valley Welcome Sign (hello, photo opps!), you’ll be able to celebrate the deep-rooted legacy of the region. A four-course meal is served between winery stops on board, and this six hour tour is one that’ll make your history books.

Pro Tip: Beyond planning out sensational train tours of Napa Valley, the Wine Train has also rounded up special offers when it comes to vacation packages and overnight stays to make it easy to plan out your Wine Country excursion from start to finish.

Who’s ready for a family vacation to Napa? We know what you’re thinking: Napa Valley, with kids? But hear us out—beyond the tasting rooms and vineyard views lies several activities perfect for the whole fam. Whether you’re looking to fuel curious little minds, burn off energy, or just soak up some good old-fashioned sunshine, Napa’s got you covered.

What makes Napa Valley a good destination for families?

Napa offers more than wine—think scenic parks, farm visits, fun train rides, and family-friendly restaurants, making it a great getaway for all ages.

How to balance adult and kid-friendly activities?

Mix wine tastings at kid-welcoming spots with fun outings like the Wine Train, farmers markets, or nature hikes to keep everyone happy.

Ready for more? Here’s your guide to making unforgettable memories with the whole crew, because visiting Wine Country isn’t just about tasting wine!

The Top Things to do with Kids in Napa Valley

Explore the Area by Bike, Train, or SUP

Hop Aboard the Napa Valley Wine Train

While the grown-ups sip and savor, kids will be wowed by the vintage railcars and scenic ride through the valley. Book a daytime experience with the Napa Valley Wine Train and watch their eyes light up as the train glides past rows of grapevines. Come November and December, The Wine Train celebrates the festive season with its annual Santa Train excursion—a popular family tradition for kids of all ages.

Bike or Walk the Napa Valley Vine Trail

Looking for a low-key way to explore Napa Valley? Rent bikes (kids’ sizes available!) in downtown Napa or Yountville and cruise along the car-free Napa Valley Vine Trail, a paved trail for biking or walking. Stop for snacks or let the little ones get some energy out in Yountville Park, which is home to a playground and plenty of space to run around.

Get Out on the Water With Napa Valley Paddle

Change up the pace with a water adventure along the scenic Napa River. Napa Valley Paddle offers family-friendly kayak and stand-up paddleboard rentals, with self-guided routes that wind past marshlands and downtown Napa’s historic waterfront. It’s a fun way to get moving, see a different side of Wine Country, and maybe even spot some local wildlife. First-time paddlers are welcome—no experience necessary!

Let Them Have Animal Encounters

Meet Farm Animals at Connolly Ranch

Let your kids trade screens for the sweet smell of hay and fresh air. Connolly Ranch in Napa is a working farm that’s all about connecting children to nature. It’s known for its farm animals, edible garden, and duck pond. Check their calendar for open house dates and fun programs, like farm-to-table classes designed for the whole family.

See Giraffes at Safari West

Okay, Safari West is technically in Santa Rosa, but it’s not too far from Calistoga and so worth the detour. This 400-acre wildlife preserve is where kids (and let’s be honest, grownups too) can spot giraffes, zebras, and cheetahs on a real-deal open-air safari. It’s basically like dropping into a Nat Geo special—with the added perk of being back in Napa in time for dinner.

Water Fun: Poolside Plays & Geyser Sightings

Make a Splash at the Calistoga Pool

When the temps climb (and they often do this time of year), cool off like a local at the Calistoga Community Pool. This outdoor pool is tucked in a charming corner of town and offers family swim hours, a diving board, a large lawn, and a dedicated kiddie pool. Grab a towel, sunscreen, and let the cannonballs commence.

See Old Faithful Geyser

Just outside of Calistoga lies one of Napa Valley’s coolest natural wonders—Old Faithful Geyser. This geothermal geyser puts on a show every 15 to 30 minutes, erupting high into the air to the delight of kids and adults alike. While you wait, you can wander through the small animal farm where goats, alpacas, and horses await friendly faces. There’s also a geology museum and a shaded picnic area—perfect for a midday break.

Engage Their Minds With Art & Outdoor Time

Get Curious at di Rosa Center for Contemporary Art

Art museums and toddlers don’t usually mix—but the di Rosa Center for Contemporary Art is the delightful exception. With sprawling outdoor spaces, interactive exhibits, and larger-than-life sculptures nestled into the landscape, families can explore freely. Think of it as a choose-your-own-art-adventure for all ages. Plus, it’s an affordable Napa Valley activity, as it costs only $5 for minors ages 5-17 (children under five are free).

Visit Bothe-Napa Valley State Park

Looking for a nature escape that feels like a true adventure? Head to Bothe-Napa Valley State Park, located between St. Helena and Calistoga. Here, you’ll find shaded hiking trails beneath towering redwoods, a cool creek for splashing, and picnic spots galore. History buffs will enjoy touring the nearby Bale Grist Mill, where a water-powered mill still grinds flour just like it did in the 1800s.

Eat Well With the Whole Family

Dig In at Oxbow Public Market

There’s something about Oxbow Public Market that just works for families. Maybe it’s the open layout, the gourmet-meets-casual food stalls, or the fact that everyone can order exactly what they want—from wood-fired pizza to fresh oysters and cupcakes. Grab a table by the river and soak it all in. There’s also a bookstore inside, so you can pick up some new books for the kids to read at your hotel or on the drive home.

Eat at Gott’s Roadside

This popular California diner is a hit with families—offering classic burgers, fries, milkshakes, plenty of picnic tables, and a laid-back, communal vibe where kids can stretch their legs while you dig in. While there’s a great Gott’s Roadside location in Napa, their St. Helena spot is the most iconic.

Explore the Napa Farmers Market

Held twice a week (Tuesdays and Saturdays), the Napa Farmers Market is more than just a place to pick up peaches—it’s a vibrant community hub that lets you mingle with locals. Let the little ones sample honey, chat with farmers, and watch food demos while you shop for picnic provisions or locally made gifts. Bonus: it’s dog-friendly, so the whole family can tag along.

Visit Napa’s Old-Fashioned Candy and Chocolate Shops

No family adventure is complete without a treat. Head to the longstanding Vintage Sweet Shoppe in downtown Napa for ice cream, milkshakes, and chocolates galore. Psst—There’s also wine tasting available for the adults. At Annette’s Chocolates, also in downtown Napa, house-made brittles, truffles, and creamy caramels take center stage, or pop into Sweetie Pies Bakery for delectable cookies and pies. Trust us: sugar-fueled smiles guaranteed.

Top Family-Friendly Wineries in Napa Valley

Believe it or not, Napa Valley has several wineries that cater to more than just adult palates. While many tasting rooms are designed with grown-ups in mind, of course, some spots go the extra mile to make families feel welcome. Here are just some of the family-friendly wineries in Napa to visit.

HALL
While parents sip award-winning Cabernet, kids will love exploring the outdoor art installations and oversized bunny sculpture on the lawn.

Beringer
One of Napa’s most historic estates, Beringer offers family-friendly grounds to explore and grape juice tastings for the little ones.

Charles Krug
With spacious lawns, shaded picnic tables, and wood-fired pizza, Charles Krug offers a relaxed, family-friendly atmosphere where kids can stretch out and play.

Castello di Amorosa
A medieval-style castle straight out of a storybook—complete with grape juice flights and dungeon tours.

Oasis by Hoopes Vineyard
Set on a whimsical farm sanctuary, kids can meet rescued animals like pigs, goats, and donkeys while parents enjoy boutique wines in a relaxed outdoor setting.

Practical Tips for Visiting Wineries with Kids

Plan ahead by choosing wineries that welcome families—look for outdoor spaces, farm animals, or kid-friendly perks like juice tastings. Book tastings earlier in the day when kids are fresh, and bring snacks (if outside food is permitted) and plenty of water. Don’t forget sun protection. And most importantly, keep visits short and sweet—happy kids make for a more enjoyable experience for everyone.

One could visit Napa Valley and never leave the town of St. Helena. Known for world-class wineries, an exciting culinary scene, independent shops and galleries, intimate hotels, and gorgeous vistas, St. Helena is at once modern and charming, offering a small-town vibe with big city hospitality and amenities.

In addition to its rich history and reputation as “Napa Valley’s Main Street,” St. Helena is home to some of California’s best wineries. From small-production facilities to state-of-the-art, iconic properties, we’ve rounded up 12 of our favorite must-visit spots when wine tasting in St. Helena.

Merryvale Winery

As the first winery built in Napa Valley after the repeal of Prohibition, Merryvale Vineyards produces exceptional wines from Bordeaux varieties uniquely expressed through classic Napa Valley terroir. Select from several unique wine experiences at Merryvale: the Profile Estate Vertical Tasting and Vineyard Lunch that kicks off 800 feet above the valley floor, the Blind Tasting Experience where you’ll learn how to identify different varietals, and the Grand Cru Experience, which explores Merryvale’s flagship wine, Profile, paired with gourmet cheeses and meats.

Tasting Fee: Starting at $50
Visit: 1000 Main Street, St. Helena, CA 94574
Contact: (877) 887-7763
Reservations: Recommended, but required for some tasting experiences.

Markham Vineyards

Venture to the stately, renovated 19th-century stone cellar and tasting room at the heart of Markham Vineyards, a historic architectural landmark in the greater Napa Valley. Here, you’ll sample world-class Bordeaux varietals either indoors, in a classic seated tasting environment with midcentury furnishings, or outdoors, near the Koi ponds and under the olive trees on Markham’s garden patio. Markham Vineyards has been sustainably producing an impressive portfolio of wines for decades, but they’re perhaps best known for their single-vineyard Merlot. Notice the cannoneer illustration on every bottle? Legend has it that namesake and US Navy veteran, Bruce Markham, would mark the start of each harvest by firing his cannon in the vineyards.

Tasting Fee: Starting at $55
Visit: 2812 St. Helena Highway North, St. Helena, CA 94574
Contact: (707) 963-5292
Reservations: Recommended.

Beringer

No visit to St. Helena would be complete without a visit to Beringer. As Napa Valley’s oldest continuously operating winery, Beringer offers a rich blend of history and exceptional winemaking. Step back in time with the Old Winery Tour & Tasting, where you’ll explore the estate’s hand-dug wine caves and learn about the legacy of this iconic property. Or, for a seasonal culinary and wine pairing adventure, book the Taste of Beringer, which in addition to wine and food pairings includes a guided exploration of the estate and its sensory gardens.

Tasting Fee: Starting at $35
Address: 2000 Main Street, St. Helena, CA 94574
Contact: (707) 257-5771
Reservations: Recommended.

Fantesca Estate Winery

Originally the dowry of Caroline Bale for her marriage to Charles Krug in the mid-1800s, Fantesca is now owned by college sweethearts Susan and Duane Hoff, who have created a place for seasoned wine connoisseurs in search of luxury wine experiences. Tasting experiences here are intimate and personalized and include samples of Fantesca’s premium, small-production, award-winning wines in a stunning setting that includes a 300-foot Spring Mountain cave and sprawling vineyard views.

Tasting Fee: $200 per person
Visit: 2920 Spring Mountain Road, St. Helena, CA 94574
Contact: (707) 968-9229
Reservations: Required.

Raymond Vineyards

Sustainably-minded sippers will love popping into St. Helena’s Raymond Vineyards, one of the largest fully solar-powered estates in Napa. You’ll find a long list of tasting experiences, but those who want a sneak peek at Raymond’s eco-friendly initiatives can look forward to the Journey of the Senses, where you’ll learn more about their biodynamic farming practices and what it takes to make great wine—then taste the goods, paired with gourmet cheeses, of course. If you opt for another of their more theatrical experiences, like the rare wine-focused Proprietor’s Lounge Tasting, you can combine it with the complimentary and self-guided The Theater of Nature tour to explore the gardens.

Tasting Fee: $50 per person
Visit: 1584 St. Helena Highway, St. Helena, CA 94574
Contact: (707) 963-3141
Reservations: Required.

Charles Krug Winery

A visit to St. Helena wouldn’t be complete without a stop at the iconic Charles Krug Winery, home to California’s first tasting room. But don’t let the winery’s long history fool you. Today, Charles Krug Winery is a beautifully designed, world-class center for hospitality and wine tourism. Every detail, from carefully crafted tasting experiences to the feel and functionality of the property, is timeless yet modern, setting the standard for Wine Country travel today. Guests will fall in love with the winery’s endless stories at every turn, not to mention the rich portfolio of wines that express all that Napa Valley’s diverse terroir has to offer.

Tasting Fee: Starting at $50
Visit: 2800 Main Street, St. Helena, CA 94574
Contact: (800) 682-5784
Reservations: Required for most experiences.

Lithology

Focusing on how Napa’s unique soil compositions create exquisite wines, Lithology has harnessed the art of single-vineyard expressions. With a winemaking team that brings expertise from far corners of the globe, there’s no better way to explore these subtleties than on the Estate Experience. Held at Lithology’s St. Helena estate, tucked away in the Howell Mountain AVA, you’ll have the chance to go on a personalized journey through their wines, each produced with grapes from singular vineyards with different soil compositions, and tailored to your specific requests. If you can’t make it to the estate for any reason, note that Lithology has a tasting lounge in downtown Napa.

Tasting Fee:$150 at the estate (Starting at $100 at their downtown Napa lounge)
Visit:500 Meadowood Lane, St. Helena, CA 94574
Contact: (707) 963-6015
Reservations: Required at the estate, walk-ins welcome in downtown Napa.

HALL Napa Valley

HALL Napa Valley produces Cabernet Sauvignon with fruit from nine estate vineyards, of which five are California Certified Organic Farming (CCOF). Both tasting room locations (St. Helena and Rutherford) boast a collection of modern art with pieces from some of the world’s most renowned contemporary artists. At their St. Helena tasting room, enjoy carefully curated experiences like the signature A Walk Through Winemaking, which takes guests on a stroll around the grounds and facilities, concluding with a tasting of four wines with seasonal food pairings, or the Cabernet Collector’s Experience, in which the winery’s most experienced wine educators guide guests through the terroir and techniques that go into crafting HALL’s rare and highly allocated Cabernet Sauvignons.

Tasting Fee: Starting at $45
Visit: 401 St. Helena Highway South, St. Helena, CA 94574
Contact: (707) 967-2626
Reservations: Recommended.

Duckhorn Vineyards

Duckhorn Vineyards is one of Napa’s original 40 wineries with roots stretching back to the 70s. Founded by the vineyard’s namesake, Margaret and Dan Duckhorn, the winery grew up around their original 10 acres in St. Helena, going on to produce renowned Merlot and Cabernet Sauvignon. Splash out on Marlee’s Signature Tasting, named for Margaret herself, where you’ll sample single-vineyard wines and nibble on perfectly paired bites. You can also keep it simple with the Portfolio Tasting either inside the original estate or outside beneath the trees.

Tasting Fee: $65
Visit: 1000 Lodi Lane, St. Helena, CA 94574
Contact: (707) 963-7108
Reservations: Required.

Louis M. Martini

Louis M. Martini Winery has been crafting exceptional wines for nearly a century. Known for its rich heritage and dedication to producing world-class Cabernet Sauvignon, this historic winery is a must-visit for those seeking a deep dive into Napa Valley’s renowned terroir. For a truly unforgettable experience, splurge on Louis M. Martini’s Underground Cellar Experience. Set in the historic 90-year-old barrel cellar, this immersive tasting includes small-lot and library wines, perfectly paired with culinary delights crafted by Executive Chef Aaron Meneghelli. It’s the ultimate way to explore the winery’s most exclusive offerings in a truly unforgettable setting.

Tasting Fee: Starting at $45
Visit: 254 St. Helena Highway, St. Helena, CA 94574
Contact: (707) 968-3362
Reservations: Recommended for all tastings, required for the Underground Cellar Experience.

Prager Winery

Napa Valley’s one and only port wine specialist, Prager Winery, is one of St. Helena’s hidden gems. It’s always been a family affair, starting with owners Imogene and Jim Prager and their seven children, who carry on the tradition today. They keep it simple with only one tasting option that includes four premium port wines, served by a member of the family, and a souvenir glass. You’ll taste everything from Aged Tawny and white port to Petite Sirah and late harvest Riesling, each adding up to a one-of-a-kind experience you won’t find anywhere else.

Tasting Fee: $50 per person
Visit: 1281 Lewelling Lane, St. Helena, CA 94574
Contact: (707) 963-7678
Reservations: Recommended.

Crocker & Starr

Another sustainably-minded winery in St. Helena, Crocker & Starr offers oenophiles a taste of France with a focus on Bordeaux varietals. Pay a visit to the historic Crocker estate to take part in the Vineyard Experience. Despite being the only tasting on offer, you’ll get the royal treatment: a private tour of the vineyard and winery, fueled by a glass of sparkling and Sauvignon Blanc, before settling in at the Garden Arbor to sample their seasonal red varietals.

Tasting Fee: $95 per person
Visit: 700 Dowdell Lane, St. Helena, CA 94574
Contact: (707) 967-9111
Reservations: Required.

One hour north of San Francisco, all of life’s greatest indulgences—wine, food, relaxation, and adventure—can be experienced all at once in Napa Valley, one of the top Wine Country destinations in the world.

Thirty miles long and five miles wide, this small slice of heaven is home to more than 500 wineries throughout a collection of six quaint towns: Napa, Yountville, Oakville, Rutherford, St. Helena, and Calistoga. Each has its own personality and places to discover; from Napa’s urban wine trail to Yountville’s renowned dining scene to Calistoga’s detoxifying hot springs, there’s something for every kind of traveler, whether you’re an oenophile, foodie, adventurist, or self-care aficionado. Read on to learn how to plan a trip to Napa Valley.

When Is The Best Time To Visit Napa Valley?

There’s no bad time to visit. Depending on your plans, any season could be the best time to visit Napa Valley. While September and October are two of the busiest months, offering the chance to experience the annual grape harvest in action, the winter months have their own appeal. It’s quiet, uncrowded, and not too chilly, with temperatures mostly in the 50s and 60s. Plus, many hotels offer hard-to-beat off-season rates. Your best chance of rain is in the spring, but the blooming fields of bright, yellow mustard also make it one of the most Instagram-worthy seasons to plan a trip.

Whenever you do decide to pack your bags and pay Wine Country a visit, we’ve put together the perfect 3-day Napa Valley itinerary for first-time visitors, covering all of the “must do’s” over a long weekend trip.

Day 1 in Napa Valley

Visit a Historic Winery

You can’t visit Napa Valley without a trip to some of the area’s most historic and famous wineries. From Napa, head north on scenic Highway 128 toward St. Helena, first stopping at Rutherford’s Beaulieu Vineyard, one of the longest continually operating wineries in Napa Valley, before making your way to Louis M. Martini Winery to admire the renovated space while you sip.

Your next stop takes you to Markham and Stag’s Leap Wine Cellars, where you’ll be able to taste iconic wines while discovering more about Napa’s winemaking heritage. Other historically significant winery stops worth considering include Beringer Vineyards and Charles Krug (two of Napa Valley’s oldest wineries). Along with offering unique flavors and tastings, each location takes visitors back to the beginning, unbottling a story that highlights how Napa Valley made its mark on the world. While three days in Napa isn’t long enough to visit every winery, you can’t go wrong in choosing between this selection.

Explore Downtown Napa

After a day of wine tasting, make your way back to Napa, where you’ll be able to explore on foot. Stroll over to the Oxbow Public Market, where you can shop from a myriad of local vendors for souvenirs and gifts, like locally-made olive oils or spirits. You can also grab a pre-dinner snack—think oysters from Hog Island Oyster Co., a mini Sweet S’mores or Chocolate Velvet cupcake from Kara’s Cupcakes, or housemade sourdough bagels from Loveski Deli. Thirsty? Grab a pint at Fieldwork Brewing Company.

The first of your three-day Napa Valley itinerary isn’t over quite yet! Next, it’s time for more wine. Stop into one of the many wine tasting rooms, wine bars, or restaurants for happy hour, such as Arch & Tower for incredible river views and wine tasting, Carpe Diem, or Compline wine bars. Make a reservation for dinner on the Napa Riverfront at the famous Morimoto or the romantic French bistro Angele, or head to The Grove at CIA to dine on Mediterranean-inspired cuisine under olive trees in the garden.

Napa Valley Trip Planning: Where To Stay

Reserve a hotel room in Napa so that you can be within walking distance (or just a short drive) to downtown’s many restaurants, bars, and tasting rooms. The urban chic Andaz Napa is at the heart of downtown Napa activity, where loft-style rooms are both stylish and inviting, while Milliken Creek’s peaceful riverfront location offers guests a quieter escape just a few minutes from the downtown scene.

One of the beautiful aspects of crafting the perfect Napa Valley itinerary is that Wine Country offers something for wine enthusiasts of all types. From luxurious hotels and spa resorts to more affordable motel accommodations, your Napa Valley trip planning can incorporate a mix of quick stops and longer stays for deeper relaxation. Our Napa Valley lodging showcases everything from campgrounds and vacation rentals to the best resorts.

Day 2 in Napa Valley

Spend your second day exploring the towns that put the “Valley” in “Napa Valley.” The small towns of Yountville, Oakville, Rutherford, St. Helena, and Calistoga are referred to by locals as the “UpValley,” so use that term if you want to blend in. We recommend starting your day early, so you can plan on taking in as many activities and offerings as possible. If transportation or traveling by car isn’t an option, there are plenty of tour companies that can take you to all of the best spots. Explore Napa Valley Wine Tasting Tours for more.

Breakfast in Yountville

For breakfast, head to chef Thomas Keller’s famous Bouchon Bakery in Yountville for pastries and espresso. Most likely there will be a line out the door, but it moves quickly. If you want to double down, you can head to Mini Model across the street. This is a smaller location of the locally-acclaimed Model Bakery. Get the English muffin. It’s so good that Oprah Winfrey actually has them flown straight to her front door. For a more elegant brunch option, head to RH Yountville, where dishes like avocado toast on charred sourdough and black forest bacon are perfectly paired with their signature RH mimosa.

Visit a Boutique Winery

Because you visited some of the oldest, largest, and most popular wineries on Day 1, make an appointment at a boutique or family-owned winery next and compare experiences. A boutique winery can mean several things: a more personalized experience (sometimes with the winemaker or owner), less of a crowd, and super primo wines (especially Cabernet Sauvignon, which Napa Valley is best known for). Some of our favorite family-owned and/or boutique wineries to visit UpValley are Goosecross Cellars, Bell Wine Cellars, and Cliff Lede Vineyards in Yountville, Raymond Vineyards and Crocker & Starr in St. Helena, and Groth Vineyards and Winery in Oakville or Staglin Family Vineyard in Rutherford.

Also in Rutherford is the family-owned Sequoia Grove Winery, where a variety of tasting experiences await. Check out the impressive Taste of Cabernet, where a multi-course menu crafted by Executive Chef Spencer Conaty highlights the marriage between food and wine, or the more approachable (and less filling) Wine + Bites experience to tide you over until lunch. 

Lunch in St. Helena

For lunch, continue to head north and pull over at the original Gott’s Roadside location in St. Helena. Formerly Taylor’s Automatic Refresher, when Gott’s took over, they kept the old, 50s-style roadside building, now a Napa Valley landmark. There may be a line, but the burgers and shakes are a can’t-miss. Nestled at the gateway of St. Helena’s charming Main Street, so you can walk your meal off afterwards with some window shopping at the local boutiques.

Relax and Recharge in Calistoga

For the better part of the afternoon, drive the eight miles from St. Helena to Calistoga for some spa time. This quirky, little town is best known for its healing mineral waters from natural hot springs, plus mud baths that’ll make your skin as smooth as a newborn. Make an appointment for a spa treatment ahead of time; there are so many local spas to choose from, from luxe resorts like Indian Springs and Solage to hip boutique gems like Dr. Wilkinson’s Backyard Resort & Mineral Springs to more intimate and classically restorative escapes at Golden Haven Hot Springs.

If you have some time after, take a stroll down Calistoga’s main drag Lincoln Avenue to shop, taste wine, or grab a pint at the Calistoga Inn Restaurant & Brewery.

Dine at a World-Renowned Restaurant

For your last supper of the trip, go big and make a reservation at one of Napa Valley’s finest dining establishments. St. Helena is home to the new Violetto restaurant, Christopher Kostow’s The Charter Oak, and Harvest Table. In Yountville, choose from the late Michael Chiarello’s Bottega, or Thomas Keller’s The French Laundry (if you can get in and money is no issue) or Ad Hoc. Wherever you end up, you won’t leave hungry or disappointed.

Stay

Book a hotel in St. Helena for the second night of your trip. For a true Wine Country escape, Meadowood offers peace and tranquility, situated in the hillside just outside of town. And for something more contemporary and convenient, check out the Wydown Hotel, located right on St. Helena’s Main Street.

Day 3

Take Flight in a Hot Air Balloon

Schedule your travel plans home later in the day so that you have time for one last hurrah. One of Napa Valley’s most sought-after adventures is a sunrise hot air balloon ride over the vines. We promise that the 6 AM wake up call is worth it. Don’t forget your camera!

Check out Napa Valley Aloft to schedule your flight, which often includes a post-flight sparkling wine toast. However, if soaring above the valley isn’t your thing and you’d prefer to fit in another winery visit, don’t miss exploring the caves and distinct wines of Pine Ridge Vineyards, situated in the heart of the Stags Leap District.

If you’re thinking about extending your stay or already getting the jump on another Napa Valley trip, check out our other ideas.