Healdsburg Events January 15 – January 21
Thursday, January 15, 2026 – Wednesday, January 21, 2026
Thursday, January 15
Chappellet Wine Dinner at Chops Lobster Bar
Chappellet Grower Collection
Enjoy a four-course dinner featuring special library vintages from Chappellet's cellar. This event is held offsite at Chops Lobster Bar in Boca Raton.
Food: Four-course dinner
Friday, January 16
Art in Moshin - Art Show featuring photography by Amber Moshin "Steps" A retrospective
Moshin Vineyards
Moshin Vineyards hosts "Art in Moshin," a photography show featuring Amber Moshin's retrospective collection titled "Steps," showcasing works from 1998 to the present. Visitors can view the art in the tasting room without an appointment while enjoying available wine tastings and purchases.
Food: Wine tastings and wine by the glass are available for purchase.
06:00 PM
Live Music: Buck Short & the Fence Posts
Baldassari Wines
Buck Short & the Fence Posts performs live music at the Baldassari Wine Lounge as part of the winery's weekly Friday Night Music schedule.
Music: Buck Short & the Fence Posts
12:00 PM
Friday Lunch ~ French
Williamson Wines - Yoakim Bridge
Enjoy a magnifique four-course French Bistro inspired lunch featuring Herbie’s Spices and fresh Sonoma produce. The gourmet meal is perfectly paired with Williamson wines.
Food: Four-course French Bistro inspired lunch featuring Herbie’s Spices, fresh Sonoma produce, paired with wines.
Price: $75 per person
5:00 PM
Slow Pour Music Series
Lambert Bridge Winery
The indoor Slow Pour Music Series offers live music from local artists in the redwood Barrel Room. Guests can enjoy bottle service and delicious nibbles available for purchase.
Music: local artists
Food: delicious nibbles available for purchase
Saturday, January 17
Papapietro Perry Winery
Papapietro Perry is participating in the Wine Road's 33rd Annual Winter WINEland, a cozy weekend tasting event featuring Sonoma County's best wineries. Guests can stop by to sample signature Pinot Noirs and enjoy winter cheer.
Mushroom Foraging & Truffle Dinner
Chappellet Grower Collection
This second annual dinner on Pritchard Hill features a celebration of California’s winter mushroom bounty. The evening includes a dinner spotlighting the season’s prized Périgord black truffle.
Food: Dinner featuring California’s winter mushroom bounty and Périgord black truffle
Winter WINEland ~ Dry Creek Valley
Williamson Wines - Yoakim Bridge
Winter WINEland is a two-day event (January 17-18, 2026) held at Yoakim Bridge Estate. Guests can enjoy Williamson wines flowing freely alongside great nibbles prepared by their chefs.
Food: Great nibbles served by chefs.
Kokomo Winery
Winter Wineland is a two-day event where attendees can visit participating wineries across Sonoma County valleys to taste wines. At Kokomo, guests will enjoy delicious wine pairings with a tasty bite.
Food: Tasty bite
Winter WINEland – a Wine Road event
Alexander Valley Vineyards
A regional two-day event organized by Wine Road, Winter WINEland, featuring tastings and activities across multiple wineries. AVV participates in this annual event.
11:00 AM
Mazzocco Sonoma
The 33rd Annual Winter WINEland is a two-day event featuring tastings of current vintages and multiple varietals across Sonoma County wineries. It provides a perfect opportunity to experience the winter beauty of wine country.
Price: Weekend | $95 per person, Sunday Only | $75 per person, Designated Driver | $10 per person
11:00 AM
GRILLED CHEESE AND WINE PAIRING
Cline Family Cellars
This 9th annual club exclusive event features grilled cheese creations by Chef Shirley expertly paired with Cline wines. The tasting costs $70 per person ($60 for club members) and is the first seating of the day.
Food: Grilled cheese pairings created by Chef Shirley
Price: $70 per person ($60 per person for Club Members)
11:00 AM
Balletto Vineyards
Celebrate the start of the new year during The Wine Road's Winter Wineland, an event where guests can enjoy wine tasting and warm hospitality. This event is part of a larger Wine Road celebration offering an unforgettable winter experience.
Music: null
Food: null
Price: null
11:00 AM
Winter WINEland
Truett Hurst Winery
Truett Hurst participates in Wine Road’s annual Winter WINEland, featuring exceptional wines and cozy vibes at the Tasting Barn. This event involves over 50 Sonoma County wineries offering unique experiences and special pours.
11:00 AM
Amphora Winery
Celebrate the start of the new year with wine tasting along the Wine Road in Northern Sonoma County. This unforgettable experience offers warm hospitality and the chance to sip, savor, and bask in the winter glow.
11:00 AM
J. Rickards Winery
J. Rickards Winery participates in the annual Wine Road Winter WINEland event, featuring a special wine and food pairing with a hearty winter dish. Guests are invited to enjoy the award-winning wines, vineyard views, and a special wine discount.
Food: Featured wine and food pairing: a hearty winter dish
11:00 AM
Foppiano Vineyards
Foppiano Vineyards participates in the 33rd annual Winter WINEland along Northern Sonoma County’s Wine Road. Guests can warm up, enjoy selected wines, and take in the serene vineyard views during this delightful winter weekend event.
11:00 AM - 4:00 PM
West Wines
Winter WINEland is an annual Sonoma County event spanning the weekend, where West Wines transforms into a winter-themed Scandinavian lodge. Guests can enjoy special tastings, including the 2018 Cabernet Sauvignon Reserve and 2018 Opera Cuvee.
2:00 PM
GRILLED CHEESE AND WINE PAIRING
Cline Family Cellars
This 9th annual club exclusive event features grilled cheese creations by Chef Shirley expertly paired with Cline wines. The tasting costs $70 per person ($60 for club members) and is the second seating of the day.
Food: Grilled cheese pairings created by Chef Shirley
Price: $70 per person ($60 per person for Club Members)
Sunday, January 18
11:00 AM
Winter WINEland
Truett Hurst Winery
Truett Hurst participates in Wine Road’s annual Winter WINEland, featuring exceptional wines and cozy vibes at the Tasting Barn. This event involves over 50 Sonoma County wineries offering unique experiences and special pours.
11:00 AM
Foppiano Vineyards
Foppiano Vineyards participates in the 33rd annual Winter WINEland along Northern Sonoma County’s Wine Road. Guests can warm up, enjoy selected wines, and take in the serene vineyard views during this delightful winter weekend event.
11:00 AM
GRILLED CHEESE AND WINE PAIRING
Cline Family Cellars
This 9th annual club exclusive event features grilled cheese creations by Chef Shirley expertly paired with Cline wines. The tasting costs $70 per person ($60 for club members) and is the first seating of the day.
Food: Grilled cheese pairings created by Chef Shirley
Price: $70 per person ($60 per person for Club Members)
11:00 AM - 4:00 PM
West Wines
Winter WINEland is an annual Sonoma County event spanning the weekend, where West Wines transforms into a winter-themed Scandinavian lodge. Guests can enjoy special tastings, including the 2018 Cabernet Sauvignon Reserve and 2018 Opera Cuvee.
2:00 PM
GRILLED CHEESE AND WINE PAIRING
Cline Family Cellars
This 9th annual club exclusive event features grilled cheese creations by Chef Shirley expertly paired with Cline wines. The tasting costs $70 per person ($60 for club members) and is the second seating of the day.
Food: Grilled cheese pairings created by Chef Shirley
Price: $70 per person ($60 per person for Club Members)