Windsor Christmas Events 2026

Your guide to the best Christmas events in Windsor and nearby

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Christmas markets and dazzling light displays transform the landscape around Windsor as the season approaches. From bustling town squares lit for the holidays to expansive displays stretching for miles, there’s a consistent tradition of bringing communities together. The area also sees significant theatrical performances and musical concerts, along with lively tree lighting ceremonies that mark the official start of the festivities.

This year, you can experience the joy of the Birmingham Winter Markt, witness the spectacular Trans-Siberian Orchestra, or take in the magic of Fantasy Of Lights. These are just a few examples of the many holiday happenings waiting to be explored on the list below.

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Windsor Christmas Events Map

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

Windsor Christmas events map

Christmas Events in Nearby Cities

Christmas road trip adventure with festive characters

Christmas Events Road Trips & Weekend Getaways

Bigger holiday scenes worth the drive

Windsor Christmas FAQ

What are the biggest annual Christmas events in Windsor?

Bright Lights Windsor at Jackson Park is the city’s flagship holiday event, featuring light displays, markets, and family activities from late November to early January.

What holiday traditions are unique to Windsor?

Windsor’s holiday season is marked by community light displays, the W.E. Made It: Holiday Market, and the Libro Express Holiday Train, which are local favorites each year.

Which neighborhoods are best for Christmas lights in Windsor?

Jackson Park is the centerpiece for holiday lights, but many residential areas throughout Windsor also decorate, offering a mix of drive-through and walkable displays.

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

The W.E. Made It: Holiday Market at Jackson Park is the main destination for local makers, with additional craft fairs and artisan markets held in various neighborhoods.

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

Bright Lights Windsor and the W.E. Made It: Holiday Market are both free to attend, and exploring neighborhood light displays is a great no-cost way to enjoy the season.

What are good picks for families with kids in Windsor?

Families will enjoy Bright Lights Windsor’s walking trails, the holiday train, Santa visits, and the variety of vendors and activities at the W.E. Made It: Holiday Market.

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