Winchester Christmas Events & Things to Do 2025

Your complete guide to the best christmas events in Winchester and surrounding areas

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Christmas 2025 arrives in Winchester with twinkling Christmas lights, bustling Christmas markets and festive holiday attractions across neighborhood hotspots and the downtown area. Events like the South Berkeley Christmas 5K add active, community-driven fun to the season. From tree lightings to Santa experiences and family activities, Winchester’s calendar offers plenty of reasons to celebrate the season.

Find the best Winchester Christmas happenings this year!

Winchester Christmas Events

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Christmas Parties Near Winchester

Festive dining experiences, holiday parties, and Christmas-themed food and drink events in Winchester.

American Girl Holiday Teatime Traditions

Experience the magic of the holidays with American Girl's Holiday Teatime Traditions. Guests...

πŸ“ McLean β€’ Nov 1
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Winchester Christmas Events Map

See every Christmas event, light display, and market on one map.

Winchester Christmas events map

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Christmas Events Road Trips & Weekend Getaways

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Winchester Christmas FAQ

What are the biggest annual Christmas events in Winchester?

The biggest annual Christmas events in Winchester often revolve around the holiday lighting ceremonies and the various Christmas markets that pop up throughout the season, particularly in the historic downtown area.

What holiday traditions are unique to Winchester?

Winchester often embraces traditions like community tree lighting ceremonies and the festive decoration of its historic downtown streets, creating a charming and unique holiday atmosphere.

Which neighborhoods are best for Christmas lights in Winchester?

The historic downtown area and many surrounding residential neighborhoods are known for their beautiful Christmas lights, with residents often decorating their homes extensively.

Where can I find Christmas markets and local makers in Winchester?

You can typically find Christmas markets and local makers in Winchester concentrated in the historic downtown district and at various community centers throughout the city.

What are the best free or budget-friendly holiday activities in Winchester?

Free activities include admiring neighborhood light displays, attending public tree lighting ceremonies, and enjoying the festive atmosphere of the downtown area. Many markets also offer free entry.

What are good picks for families with kids in Winchester?

Families often enjoy visiting local Christmas markets for crafts and treats, seeking out Santa meet-and-greets, and exploring the dazzling neighborhood light displays throughout Winchester.

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