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Top Events in Winter 2019-2020

Parties, parades, and pastries are seasonal highlights in Wine Country.

Celebrate the season at Calistoga’s annual Lighted Tractor Parade.

Photo by Tim Carl

Wine and Food Affair

November 2–3
Multiple locations, Sonoma County
Alexander, Dry Creek, and Russian River Valley wineries present wine-and-food pairings. $35–$95. wineroad.com.

Napa Valley Film Festival

November 13–17
Multiple locations, Napa Valley
Enjoy food and wine, as approximately 80 independent films are screened. $25–$695. napavalleyfilmfest.org.

David Sedaris

November 14
Luther Burbank Center for the Arts
50 Mark West Springs Rd., Santa Rosa
One of the most popular humor writers in the United States brings his sharp satiric wit to Wine Country. $39–$55. lutherburbankcenter.org.

Santa Train

November 18–27 and November 29–December 23
Napa Valley Wine Train
1275 McKinstry St., Napa
Take a journey to the North Pole, complete with music, games, cocoa, and cookies. $60. winetrain.com.

Gingerbread Ranch Decorating

December 1
Long Meadow Ranch
738 Main St., St. Helena
Decorate holiday cookies that will adorn the ranch. $20–$35. longmeadowranch.com.

Tree Lighting and Celebration

December 7
Robert Mondavi Winery
7801 Saint Helena Hwy., Oakville
Ride in a horse-drawn carriage, sample wines, participate in caroling, and enjoy the twinkling lights on the tree. $25. robertmondavi​winery.com.

Calistoga Lighted Tractor Parade

December 7
Downtown Calistoga
Tractors, vintage trucks, and other large vehicles head down the main street of Calistoga decked in lights. Free. visitcalistoga.com.

Holiday Open House

December 7–8
Frances Ford Coppola Winery
300 Via Archimedes, Geyserville
Shop for wines to serve at holiday events, courtesy of Coppola and Virginia Dare Winery. Free. francisfordcoppolawinery.com.

New Year’s Eve Masquerade Ball

December 31
Castello di Amorosa
4045 Saint Helena Hwy., Calistoga
Walk the red carpet in formal attire, savor a four-course dinner and dessert bar, then dance the night away. $395. castellodi​amorosa.com.

Santa Rosa’s Countdown Downtown

December 31
Courthouse Square, Santa Rosa
Enjoy live music, sip local pours, and ring in 2020 with the community at Sonoma County’s biggest New Year’s Eve party. Free. santarosacountdown.com.

First Day Hike

January 1
Location TBD, Sonoma Coast
Get an early start on your New Year’s resolutions with a coastal hike, hosted by Fort Ross State Historic Park. Free. fortross.org.

Napa Lighted Art Festival

January 11–19
Downtown Napa and Oxbow District
Embark on a walk to view 10 to 15 lighted works of public art. Free. cityofnapa.org.

Napa Truffle Festival

January 17–20
Westin Verasa Napa
1314 McKinstry St., Napa
Culinary demonstrations, scientific talks, and a truffle marketplace. Free–$495. napatruffle​festival.com.

Great Sonoma Crab and Wine Fest

February 1
Sonoma County Fairgrounds Hall of Flowers and Grace Pavilion
1350 Bennett Valley Rd., Santa Rosa
A reception, silent and live auctions, and crab-feed dinner. $125. sonomafb.org.

Whose Live Anyway?

February 13
Luther Burbank Center for the Arts
50 Mark West Springs Rd., Santa Rosa
Live improvised comedy from the current cast of the Emmy-nominated series Whose Line Is It Anyway? $39–$59. lutherburbankcenter.org.

Cloverdale Citrus Fair

February 14–17
1 Citrus Fair Dr., Cloverdale
Enjoy a carnival, live music, baby derby, cabaret, queen pageant, and more. $5–$8. cloverdalecitrusfair.org.


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Baby, you can drive my car

A collection of rentable vintage cars sets hearts racing for auto enthusiasts.

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Building Green

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Looking for something special? Go here.

Gaining A New Perspective

Artist Gretchen Kimball opens a painting studio in Napa so she can help open others' eyes to the joys of art

Tailor-Made Tours

With countless destinations vying for every visitor’s affections, it takes a Wine Country insider to curate a truly bespoke experience that turns fantasy into reality.

Winter Wellness Wine Country

Seasonal remedies for body, mind, and soul.

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