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Last updated: November 11, 2024


Don't miss the must-see holiday events in Windsor! Discover all the top festive highlights with our guide. Whether you're rediscovering Windsor or experiencing it for the first time, this guide maximizes your festive fun.

One highlight of the holiday season is the enchanting Lighting of the Sonoma Plaza, where shimmering lights ignite the charming atmosphere, creating a perfect backdrop for festive gatherings. The Windsor Town Holiday Celebration adds to the cheer with family-friendly activities and lively entertainment for all ages. And the Charlie Brown Christmas Tree Grove is something you definitely don't want to miss, showcasing delightfully decorated trees that capture the spirit of the season. See more details on these and other fun events and activities below!

Contact information and details below.



Windsor Holiday Light Displays


What to Expect:

Vibrant light display in a historic setting with live performances and local cuisine.

Description:

Thousands of lights illuminate Sonoma's historic plaza, accompanied by live music, dance performances, hot cocoa, cookies, beer, wine, and hearty fare from local food trucks.

Where: Sonoma | More Info: Lighting of the Sonoma Plaza

Event Organizer?

Windsor Holiday Markets and Shopping


What to Expect:

Unique shopping experience with over 30 local artisans.

Description:

The Petaluma Holiday Food & Fun Fair is an indoor farmer's market where attendees can purchase directly from local food artisans to prepare for the holidays. The event features a variety of local vendors, sampling opportunities, and a chance to support local food producers.

Where: Petaluma | More Info: Holiday Food & Fun Fair

Event Organizer?

Windsor Holiday Shows and Entertainment


What to Expect:

Exclusive post-show event with cast members and seasonal bites.

Description:

Transcendence Theatre Company presents Broadway Holiday, a spectacular holiday show featuring Broadway performers in hit shows like Frozen, Mrs. Doubtfire, and Wicked. Enjoy beautiful music and Broadway rhythms at the historic Sebastiani Theatre in Sonoma Plaza.

Where: Sonoma | More Info: Transcendence’s Holiday Spectacular

Event Organizer?

What to Expect:

Unique arrival by tugboat along the Petaluma River.

Description:

Santa and Mrs. Claus arrive in Petaluma by sailing up the Petaluma River on a Lind Marine tugboat, docking at River Plaza Shopping Center. Families enjoy live entertainment while waiting for the Christmas couple, who are welcomed by costumed dancers and available for family photos.

Where: Petaluma | More Info: Santa’s Riverboat Cruise

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What to Expect:

Theme skate nights with special music and decorations.

Description:

The Winter Lights Holiday Skate Rink is a festive event in Downtown Santa Rosa, featuring theme skate nights with special music, decorations, and costumes. It offers professional skating entertainment and instruction, making it a fun and lively holiday activity.

Where: Santa Rosa | More Info: Winter Lights Holiday Skate Rink

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Windsor Other Holiday Activities


What to Expect:

Unique Charlie Brown-style Christmas tree display.

Description:

The Charlie Brown Christmas Tree Grove is a festive holiday event featuring Charlie Brown-style Christmas trees, operated by People 4 Parks Windsor. This annual tradition offers tree adoptions and sponsorships, creating a charming holiday atmosphere.

Where: Windsor | More Info: Charlie Brown Christmas Tree Grove

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What to Expect:

Community-driven holiday celebration with local activities and vendors.

Description:

The Windsor Town Holiday Celebration is a community event featuring children's activities, holiday market vendors, and a tree lighting ceremony. It takes place on December 5, 2024, from 5-8 PM at the Windsor Town Green.

Where: Windsor | More Info: Windsor Town Holiday Celebration

Event Organizer?

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