St. Helena Holiday Events

With gorgeous weather and a festive feel, the holidays in St. Helena will be hard to pass up! From classic Christmas cookie decorating to dazzling light displays and outdoor roller skating, read our guide and learn about some of the best wine country holiday events and activities that will keep you joyfully warm throughout the season.

Winter Wonderland Roller Rink & Holiday Lights

November 29 – December 29

Thursday: 4pm-8pm

Friday: 4pm-8pm

Saturday 12pm-8pm

Sunday: 12pm-8pm

Every Thursday the first hour kids roller skate FREE

Grab your roller skates and come roll with us for an icy disco! San Francisco’s the Church of 8 Wheels is bringing their roller rink to Napa Valley and St. Helena’s Lyman Park. The park will be shining bright with an amazing light display and ice igloos. Come grab a glass of wine, hot toddy or hot chocolate, sit by the fire, and roller skate on their HUGE holiday roller rink!

1498 Main St, St Helena, CA 94574

Santa at the St. Helena Chamber

November 30, December 7, December 14 12pm-4pm St.

The Christmas season isn’t complete until you’ve had a face-to-face with the big man himself: Santa! And in St. Helena this holiday season, you can shop for the folks on your nice list and make sure you’re on Santa’s, too. Stroll down Main Street and stop in the Chamber of Commerce & Welcome Center for holiday photos with Santa! Sip on delicious complimentary wines provided by local wineries.

St. Helena Chamber of Commerce & Welcome Center 1320A Main Street Free

Napa Valley Wine Train’s Santa Train

Napa Valley Wine Train

November 19 – December 27

Jump aboard the Santa Train, also known as the Napa Valley Wine Train, for an enchanting ride through Wine Country. The one-and-a-half hour journey to The North Pole, aka Yountville, will have kids of all ages singing, playing games, and enjoying the onboard entertainment featuring a cast of jolly characters, including Santa himself. Sip hot cocoa and savor freshly baked cookies during this interactive musical adventure — one that is sure to put smiles on all the kids’ faces.

1275 McKinstry Street, Napa, CA 94559, (800) 427-4124

St. Helena Winter Market

November 30 – December 1

This third annual holiday pop-up is back with over 25 designers and makers of ceramics, jewelry, perfumes, clothing, textiles, tabletop, artisanal foods and stationery handcrafted from Napa, the Bay Area and New York.

Join Carter & Co. for the no-host cash bar by The Native Sons on Saturday from 4-7pm that benefits the St. Helena’s Native Sons Hall preservation project. Purchase your silver tip Christmas tree at the Market’s Nimbus Arts tree lot that benefits their year-round programs.

Check out their website for times, vendors and workshops!

1313 Spring St, St Helena, CA 94574

Gingerbread Ranch Decorating

Long Meadow Ranch Winery & Farmstead
December 1

LMR needs your help filling their Farmstead Gingerbread Ranch with farm animals!

Join them in the barn at Farmstead to get into the holiday spirit and enjoy festive cookie decorating with your family. Add a cow, pig, chicken or horse to the Gingerbread Ranch and take one or two home with you. Tickets include brunch buffet, and entry is based on selected reservation time.

Please make sure you register your family for the time you wish to arrive. You can choose to enjoy the brunch buffet at anytime. Please take this into account when making your reservation, as children should not be left unattended. All children must be accompanied by a ticketed adults

738 Main St, St Helena, CA 94574

St. Helena Home for the Holidays

Community Open House
December 6

Start off the night with the family-friendly Holiday Lighted Bike Ride led by St. Helena Cyclery ending at the Carnegie Building just in time for the Community Open House. Then congregate in the cozy Carnegie Building and share good tidings with friends and neighbors while enjoying sweet treats, holiday elixirs, and savory small bites.  The event will feature jolly visits with Santa, spirited live music, festive family photos and activities for even the littlest of elves. 

Nimbus Arts will be hosting an ‘Illuminate a Skate’ craft station in honor of the Jingle-All-the-Way roller skating rink in Lyman Park this December.  At 7:30 pm the entire community is invited to stroll over to Lyman Park to adorn the City Christmas Tree with the ‘Illuminate a Skate’ ornaments, followed by a jovial round of holiday carols.

The Restaurant at Meadowood 12 Days of Christmas

December 6 – December 21
Meadowood Napa Valley

The Restaurant at Meadowood 12 Days of Christmas charitable celebration invites influential chefs from around the world to cook in collaboration with Chef Kostow. The guest chefs are encouraged to utilize seasonal products from the Napa Valley and draw inspiration from their 2.5-acre farm. Each night’s menu will be unique, reflecting the style of the visiting chef’s cuisine.

This year’s celebration will benefit Saint Helena Preschool for All, Inc., a local non-profit organization providing scholarships to young children. In the spirit of the holiday season, we invite guests to bring unwrapped toys to the event each evening. The TRAM team will then deliver your kind gifts to children in need throughout the Napa Valley.

900 Meadowood Ln, St Helena, CA 94574

Holiday Tree Lighting at Robert Mondavi

Robert Mondavi Winery
December 7

Welcome the holiday season with Robert Mondavi Winery’s 9th Annual Holiday Tree Lighting and Celebration.  Join them at the winery for their holiday party, which includes the tree lighting celebration, horse and buggy rides through the To Kalon Vineyard, wine tasting, hot apple cider, holiday caroling, Italian cookies and cheese, and charcuterie appetizers. A holiday tradition! Benefit for the Napa Valley Food Bank.

7801 St. Helena Highway, Oakville CA  94562

Merryvale Winter Fair in the Cask Room

Merryvale Vineyards
December 8

Join Merryvale for the winter release of Merryvale and Starmont Wines, holiday gift shopping and sweet treats by Sift Dessert Bar to celebrate the season. Local vendors will feature their products to buy on the spot, and they will offer an awesome discount on magnum purchases in time for your holiday festivities. Live caroling will be provided by the talented St. Helena High School Chamber Choir. Tickets now available!

1000 Main Street, St. Helena CA 94574

Sterling Vineyards’ Christmas Tree Lighting Ceremony

Sterling Vineyards
December 8

Join this Napa Valley winery for an evening of holiday mingling and merriment! Enjoy a festive celebration marked by delightful Sterling Vineyards wines paired with delectable bites prepared by their on-site Executive Chef. One hundred percent of event ticket sales benefit the efforts of Napa Valley Grapegrowers who tirelessly support and promote Napa Valley’s vineyard workers through education and professional development.

1111 W Dunaweal Ln, Calistoga, CA 94515

Beringer Holiday Cooking Class

Beringer Vineyards
December 14

This is the time to eat, drink and be merry as Beringer’s chef steps participants through easy holiday party success.  Enjoy a guided tour through our sensory garden and learn how to make indulgent dishes for your special occasions, starting with Holiday Roasts on December 14th. Click to learn more about this season’s cooking class offerings, including winter comfort food and Sunday brunch!

2000 Main St, St Helena, CA 94574

Short Rib Stew and Cabernet Party

V. Sattui Winery
December 21

Cozy up by V. Sattui’s crackling fire with a flight of their 90+ Point single-vineyard Cabernet Sauvignons and a hearty bowl of rich beef short-rib stew with crusty Pugliese.

Hosted by Wine & Food Expert, Marc Golick, this Cabernet Season pairing event will highlight their highly-acclaimed Napa Valley Cabernets, including older vintages, and demonstrate their versatility with this decadent winter dish.