Events and wine weekends

Third weekend of January · Alexander, Dry Creek and Russian River valleys

Next: January 16 to 17, 2027

A weekend of tastings at wineries across the three valleys. You check in at one winery, then roam, with at least three tastes at each stop. Tickets are sold online only.

Run by Wine Road Northern Sonoma County. Official site

Mid-February, around Valentine's Day · Wineries across the three valleys

Next: dates not yet announced

A one-day wine trail with a Valentine's theme at about 30 wineries, with three or more tastes at each. Tickets are limited.

Run by Wine Road Northern Sonoma County. Official site

First weekend of March · Wineries across the three valleys

Next: March 5 to 7, 2027

Wineries pour straight from the barrel, alongside library and current releases, so you taste wines before they are bottled. It is a tasting weekend, not a food event.

Run by Wine Road Northern Sonoma County. Official site

Third weekend of March · Healdsburg

Next: dates not yet announced

A two-day charity event: a Friday tasting where more than 60 Pinot Noirs compete for the Pinot Cup, then a Saturday gala dinner and seminars. In 2026 it moved to Appellation Healdsburg.

Run by Charlie Palmer. Official site

All of April · Alexander Valley

Next: dates not yet announced

A month of free tastings at participating Alexander Valley wineries, found with an online map. Before 2026 it was a single weekend.

Run by Alexander Valley Winegrowers. Official site

Last full weekend of April · Dry Creek Valley

Next: April 23 to 25, 2027

A three-day festival at more than 50 Dry Creek wineries, with local bites and music. There is a Friday evening add-on and a ticket for non-drinkers.

Run by Winegrowers of Dry Creek Valley. Official site

Mid to late May, Thursday to Sunday · Healdsburg

Next: May 20 to 23, 2027

A four-day festival of Sonoma and international wines and chefs, with a Grand Tasting in town.

Run by Healdsburg Wine & Food Experience. Official site

May, a Sunday afternoon · Russian River Valley (2026)

Next: dates not yet announced

An afternoon rosé tasting with the LGBTQ+ community and allies. The 2026 edition was at MacRostie Estate House on Westside Road.

Run by Out In The Vineyard. Official site

Late May · Healdsburg

Next: May 27 to 29, 2027

An evening parade through town, then a three-day fair at Recreation Park with food, agricultural exhibits and a livestock auction.

Run by City of Healdsburg with FFA and 4-H. Official site

Mid-June, about ten days · Healdsburg

Next: June 11 to 20, 2027

A jazz festival at wineries, on the Plaza and in theaters around town, including a free Juneteenth celebration on the Plaza.

Run by Healdsburg Jazz. Official site

Early to mid June (the date moves) · Guerneville

Next: dates not yet announced

A two-day natural wine festival in Guerneville, on the Russian River.

Run by Solarpunk Farms. Official site

Late May to late August · Healdsburg Plaza

Next: dates not yet announced

Summer concerts on the Plaza: Tuesdays in the Plaza runs 6 to 8 pm with food vendors from 5, and a Sundays in the Plaza series runs through the summer too.

Run by City of Healdsburg. Official site

Second Saturday of September · Wineries across the three valleys

Next: dates not yet announced

A one-day trail at about 20 wineries, with no reservations needed. Tickets are capped at 200.

Run by Wine Road Northern Sonoma County. Official site

Late September, during harvest · Alexander Valley

Next: September 20 to 26, 2027

A week of harvest experiences at Alexander Valley wineries, such as tractor tours, cave tours and grape stomps, each booked separately.

Run by Alexander Valley Winegrowers. Official site

Second Sunday of October, afternoon · Healdsburg

Next: dates not yet announced

A walk-around tasting of Pinot Noir, Chardonnay and sparkling wine from more than 60 producers, raising money for the Boys & Girls Clubs. 21 and over. The 2026 edition was at Bacchus Landing.

Run by Boys & Girls Clubs of Sonoma-Marin. Official site

Second Saturday of October, evening · Santa Rosa (county-wide)

Next: Sat October 9, 2027

A one-evening gala where you taste the gold-medal wines from the county's wine competition, at the Sonoma County Fairgrounds.

Run by Sonoma County Harvest Fair. Official site

Late October, a Sunday · Healdsburg Plaza

Next: Sun October 25, 2026

A community celebration downtown with an altar, music and a car show. 2026 is the tenth year.

Run by Corazón Healdsburg with the City. Official site

First full weekend of November · Wineries across the three valleys

Next: November 7 to 8, 2026

Each participating winery pairs its wine with a dish, and the recipes are gathered in an online recipe book.

Run by Wine Road Northern Sonoma County. Official site

A Thursday evening in late November · Windsor Town Green

Next: Thu November 19, 2026

An evening stroll around the Windsor Town Green, with more than 25 wineries pouring and food vendors in the shops. It benefits a local food pantry.

Run by Windsor Wine Walk committee with the Windsor Chamber. Official site

Early December, a Friday evening · Healdsburg Plaza

Next: Fri December 4, 2026

The tree lighting on the Plaza, with a holiday night market and free photos with Santa.

Run by City of Healdsburg with the Healdsburg Chamber. Official site

First Saturday of December · Wineries across the three valleys

Next: Sat December 5, 2026

A one-day trail at more than 30 wineries in the three valleys, with holiday shopping at each stop.

Run by Wine Road Northern Sonoma County. Official site

First Saturday of each month, October to May, 11 to 3 · Downtown Cloverdale

A monthly downtown wine walk with wine, beer and music.

Run by Cloverdale Wine Walk. Official site

About a dozen dates through the year · Wineries around Sonoma County

Walk-around tastings by grape or region, each at a different winery. It replaced the single-day Taste of Sonoma in 2026.

Run by Sonoma County Vintners. Official site