Best events in
Windsor

Looking for events or things to do in Windsor, CA? Community life revolves around the Town Green, which hosts a steady stream of outdoor concerts, markets, and festivals. Beyond the green, wine lounges and craft breweries provide cozier settings for live music and comedy.

The heart of Windsor's social scene is the Town Green, an anchor for everything from the weekly Windsor Certified Farmers Market to annual celebrations.
Summer evenings come alive with the popular Summer Nights on the Green concert series and outdoor Family Movies on the Green.
Find intimate live music performances and comedy shows at downtown spots like Tasting Notes Wine Lounge and Baldassari Wines.

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Popular in Windsor

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2026 Fall New Release Party and Flock Club pickup (open to all)

Today • 12:00 PM + 1 more

Two Shepherds Winery

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Lagree for a cause, fundraiser for breast cancer research

Today • 12:00 PM

9046 Brooks Rd S

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Fall Succulent Pumpkin arrangements

Tomorrow • 2:00 PM

Trecini Wine Lounge

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Smart Savings for Local Businesses & Nonprofits

Mon, Oct 19 • 10:00 AM

Windsor Regional Library

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Industry Event

Wed, Oct 21 • 5:30 PM

834 McClelland Dr

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Wine Tasting & Party for Single Professionals in the Sonoma Wine Country

Thu, Nov 5 • 7:00 PM

Bienvenue Vineyards Wine Lounge

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Barrel Brothers Brewing Comedy Night

Sat, Nov 7 • 8:00 PM + 1 more

Barrel Brothers Brewing Kitchen & Cocktails

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DIY Table Centerpiece Succulent Topped Pumpkin

Thu, Nov 12 • 6:00 PM

Tasting Notes - Wine Lounge Collective

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2026 Fall New Release Party and Flock Club pickup (open to all)

Today • 12:00 PM + 1 more

Two Shepherds Winery

Check ticket price on event

Lagree for a cause, fundraiser for breast cancer research

Today • 12:00 PM

9046 Brooks Rd S

Check ticket price on event

Fall Succulent Pumpkin arrangements

Tomorrow • 2:00 PM

Trecini Wine Lounge

Check ticket price on event

Smart Savings for Local Businesses & Nonprofits

Mon, Oct 19 • 10:00 AM

Windsor Regional Library

Check ticket price on event

Industry Event

Wed, Oct 21 • 5:30 PM

834 McClelland Dr

Check ticket price on event

Wine Tasting & Party for Single Professionals in the Sonoma Wine Country

Thu, Nov 5 • 7:00 PM

Bienvenue Vineyards Wine Lounge

Check ticket price on event

Barrel Brothers Brewing Comedy Night

Sat, Nov 7 • 8:00 PM + 1 more

Barrel Brothers Brewing Kitchen & Cocktails

Check ticket price on event

DIY Table Centerpiece Succulent Topped Pumpkin

Thu, Nov 12 • 6:00 PM

Tasting Notes - Wine Lounge Collective

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Online Events

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HBR Book Webinar: Resilient Optimism

Thursday • 1:00 PM GMT+1

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Coming Together for Multilingual Children with DLD

Thu, Oct 22 • 6:00 PM GMT+2

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Biodiversity Law and Governance Day 2026

Sat, Oct 24 • 11:30 AM GMT+4

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(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

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Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

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No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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HBR Book Webinar: Resilient Optimism

Thursday • 1:00 PM GMT+1

Check ticket price on event

Coming Together for Multilingual Children with DLD

Thu, Oct 22 • 6:00 PM GMT+2

Check ticket price on event

Biodiversity Law and Governance Day 2026

Sat, Oct 24 • 11:30 AM GMT+4

Check ticket price on event

(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

Check ticket price on event

Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

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No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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This Weekend

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Lagree for a cause, fundraiser for breast cancer research

Today • 12:00 PM

9046 Brooks Rd S

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Live Music at Bienvenue: Christian Dupree

Today • 5:00 PM

834 McClelland Dr

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Free Live Music - Downtown Windsor

Today • 5:00 PM

Tasting Notes - Wine Lounge Collective

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Fall Succulent Pumpkin arrangements

Tomorrow • 2:00 PM

Trecini Wine Lounge

Check ticket price on event

Lagree for a cause, fundraiser for breast cancer research

Today • 12:00 PM

9046 Brooks Rd S

Check ticket price on event

Live Music at Bienvenue: Christian Dupree

Today • 5:00 PM

834 McClelland Dr

Check ticket price on event

Free Live Music - Downtown Windsor

Today • 5:00 PM

Tasting Notes - Wine Lounge Collective

Check ticket price on event

Fall Succulent Pumpkin arrangements

Tomorrow • 2:00 PM

Trecini Wine Lounge

Check ticket price on event

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Free events

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Music Bingo at Barley & Bine Beer Cafe

Thursday • 7:00 PM + 20 more

Barley & Bine Beer Cafe

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Open Mic Night - Downtown Windsor

Thursday • 6:00 PM + 6 more

Tasting Notes - Wine Lounge Collective

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Smart Savings for Local Businesses & Nonprofits

Mon, Oct 19 • 10:00 AM

Windsor Regional Library

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Industry Event

Wed, Oct 21 • 5:30 PM

834 McClelland Dr

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Music Bingo at Barley & Bine Beer Cafe

Thursday • 7:00 PM + 20 more

Barley & Bine Beer Cafe

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Open Mic Night - Downtown Windsor

Thursday • 6:00 PM + 6 more

Tasting Notes - Wine Lounge Collective

Check ticket price on event

Smart Savings for Local Businesses & Nonprofits

Mon, Oct 19 • 10:00 AM

Windsor Regional Library

Check ticket price on event

Industry Event

Wed, Oct 21 • 5:30 PM

834 McClelland Dr

Check ticket price on event

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Frequently asked questions about Windsor

Where can I find free events in Windsor, CA?

The Windsor Town Green is the main hub for free community events. This central park hosts the Summer Nights on the Green concert series and Family Movies on the Green, both of which are popular and free to attend.

What are some family-friendly things to do in Windsor?

Windsor offers many family-friendly events centered on its public parks. The weekly Windsor Certified Farmers Market on the Town Green and larger community celebrations at Keiser Park are great outings for all ages.

Where are the best spots for live music events in Windsor?

For intimate live music, downtown wine lounges are excellent choices. Tasting Notes Wine Lounge and Baldassari Wines regularly host performances, offering a cozy atmosphere for enjoying local musicians and bands.

Are there regular comedy shows in Windsor?

Yes, Tasting Notes Wine Lounge hosts a recurring Comedy Night. The show typically runs every other month on a Friday and features a lineup of local and touring comedians in an intimate setting.

What is the nightlife like in Windsor?

Windsor's nightlife is relaxed and focuses on craft beverages and casual entertainment. The Beverage District offers brewery hopping, while downtown wine lounges provide settings for live music or comedy events.

What kind of food and drink events happen in Windsor?

Food and drink events often center on local producers and craft beverages. The Windsor Certified Farmers Market is a weekly staple, and breweries like Russian River Brewing Company host gatherings in their taprooms and beer gardens.

How does the event scene in Windsor change with the seasons?

The event scene is most active in summer, anchored by weekly outdoor concerts. While the pace is quieter in other seasons, annual events like the Chili Cook-Off and various holiday festivals keep the community calendar full.

What's the best way to experience events in downtown Windsor?

Start an outing at the Town Green, the center of most downtown events. From there, it is an easy walk to grab dinner or catch a performance at a nearby wine lounge before or after an event on the green.