Napa’s Must-Attend Autumn Events: A Guide to Fall Fun

Fall is Napa’s most electric season. The harvest brings a contagious energy to Napa Valley. Vineyards glow with golden vines, and the air fills with the scent of crushed grapes and celebration.

There’s no better place to soak it all in than walkable Napa, where you can explore local tasting rooms, world-class restaurants, boutique shops, and festive fall events.

We’ve highlighted a number of exciting fall events you don’t want to miss this September, October and November. Whether you’re planning a wine-filled weekend or a cozy local staycation, this is your insider’s guide to the best things to do in Napa this fall. Be sure to make reservations early, as many of these events sell out quickly. Cheers!

OKTOBERFEST AT THE GARDEN

SEPTEMBER 19, 2026

Each year, The Garden brings the spirit of Oktoberfest to life with a menu of delicious Bavarian-inspired specials, along with music, games and, of course, beer! Whether you’re craving traditional German fare or just want to enjoy a cold beer from one of their 20 taps, this indoor/outdoor beer garden by Tannery Bend Beerworks has you covered.

THE SECOND ANNUAL WITCHES PADDLE

OCTOBER 25

The witches are returning to the Napa River for the Second Annual Witches Paddle on Sunday, October 25th! Gather at Napa’s Main Street Dock starting at 9:45 a.m. to get your hat on and find your coven before the group takes off together at 10:30 a.m. sharp. Participants will paddle down the river to Oxbow and back, and all witches and warlocks are encouraged to come dressed in their best festive costumes. You can bring your own kayak, canoe, or paddleboard, rent equipment locally, or even reserve a seat aboard an authentic Venetian gondola with Napa Valley Gondola for a truly unique ride.

HOMETOWN HALLOWEEN 2026

OCTOBER 25

Families will want to save the date of Oct. 25 so they don’t miss this annual fun event in Napa. From 11am to 1pm, Napa transforms into a Halloween festival where families can wear their favorite costumes and kids can go trick-or-treating. The event takes place throughout downtown from Oxbow Market to First Street Napa. Many of the 100-plus businesses will display black and orange balloons at their doors, signifying that they have treats to give to trick-or-treaters. This is a free event and open to the public

HALLO-WINE JAMBASH

OCTOBER 31

JaM Cellars will hold a Halloween bash for adults on Oct. 31. From 9pm to midnight, come to JaM Cellars on First Street dressed in your best costume and enjoy this DJ dance party, featuring delicious JaM Cellars wines. You can purchase gourmet treats, wines and wine Jell-O shots and enjoy music and dancing. You may even win the prize for best costume! Tickets are limited, so make sure to RSVP today. Tickets are $20 per person (complimentary for club members).

Dressed up women having fun on the Napa Valley Wine Train Murder Mystery Dinner

NAPA VALLEY WINE TRAIN MURDER MYSTERY DINNER

ONGOING, UNTIL NOVEMBER 14TH

Take a 2½-hour ride on an authentic Pullman railcar to see if you can solve this exciting whodunnit, where some of your fellow passengers may not be who they seem. Along with the theatrical aspect, you can enjoy a three-course gourmet dinner and a welcome toast of sparkling wine. Held on selected dates through November.

Watercolor of different wine glasses drawn at Azur Wines Sip & Paint event

HARVEST HOEDOWN

NOVEMBER 7

First Street Napa and Lucchese Bootmaker come together on Saturday, November 7th to host a Harvest Hoedown to kick off Lucchese’s first California store. From 12:30 p.m. to 5:00 p.m. on First Street (between Don Perico and Kitchen Door), this free, all-ages community event features live performances by Billy Williams Band, Wine Country Aerials, and North Forty. Guests can enjoy face painting, a photo booth, floral crowns, shop specials, line dancing, and local pricing on wine, beer, and Don Perico margaritas. The event also includes raffle prizes with a $1,000 Lucchese Grand Prize, celebrating and supporting Community Action of Napa Valley (CANV). Stick around for an official aftershow at Tonewood & Courage from 5:00 p.m. to 8:00 p.m.

AZUR WINES SIP & PAINT

NOVEMBER 1

Beginning artists can learn how to use watercolors during Azur’s three-hour Sip & Paint class. Local artist Erin Genow will provide step-by-step instructions on watercolor techniques, and you can take home your masterpiece. A glass of rosé produced from the vineyards of Azur is included, and all painting materials are provided.

Watercolor Ornament Workshop

NOVEMBER 15

Get creative this fall at Azur Wine Lounge’s Watercolor Ornament Workshop on November 15 at 1pm. Led by local artist Erin Gennow, this hands-on class guides you through watercolor techniques to create your own custom holiday ornaments, perfect for decorating or gifting. It’s a festive, creative, and relaxing way to celebrate fall in Napa.

Your $55 ticket includes:

  • 2 hours of painting
  • 30 minutes of instruction with artist Erin Gennow 1 practice page – discussing color and up to 4 watercolor techniques
  • 2 watercolor squares for ornaments (both pre-sketched and blank available)
  • 2 square ornament frames (material – metal and glass)
  • 1 gift bag + gift tag + tissue paper to wrap the ornaments
  • 1 glass of Azur Rosé or Mocktail

Enjoy Fall Flavors in Napa

Gott’s Roadside is celebrating fall with limited-time offerings available Oct. 9–Nov. 19, including a pumpkin shake made with organic vanilla ice cream, house-made spiced pumpkin, whipped cream, and caramel sauce, plus waffle fries drizzled with garlic mayo and mushroom-swiss burgers for those craving something savory.

You’ll also find plenty of fall-inspired treats and drinks across Napa. From pumpkin spice lattes at Napa Valley Coffee Roasting Company and cozy chai at Canary Coffee to harvest brittle at Anette’s Chocolates and warm pastries at The Model Bakery, Napa’s cafés and bakeries make it easy to taste autumn at every stop.

Woman with glass of wine in rose garden on sunny day

Celebrate Harvest Season in Napa

Fall in Napa means harvest season is in full swing, bringing fresh wines, seasonal experiences, and vineyard celebrations. All throughout Napa Valley and Downtown, there will be festive events, seasonal tastings, and harvest-inspired activities to enjoy.

Napa Valley Bistro is pouring their exclusive Secundino Cabernet Sauvignon, crafted from Atlas Peak grapes as a tribute to the owners’ Latino roots.

For a hands-on experience, the Napa Valley Wine Train brings back its iconic Grape Stomp, paired with gourmet appetizers and entrées aboard restored Pullman railcars. Meanwhile, Vintner’s Collective will be showcasing over 20 wineries in one tasting room, offering a wide variety of Cabernet Sauvignon and new harvest releases.

Cheers to Fall in Napa

Napa is the ultimate fall destination. With more tasting rooms per square mile than anywhere else in the world, farm-to-table dining, boutique shopping, and a bunch of fun autumn-themed activities, there’s no shortage of ways to celebrate the harvest season.

Cheers to fall in Napa Valley!

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