Winter Garden Christmas Events & Things to Do 2025
Your complete guide to the best christmas events in Winter Garden and surrounding areas
Winter Garden's Christmas season sparkles along Plant Street and the farmer's market plaza with twinkling lights, festive events, and family-friendly holiday activities. The Winter Garden Christmas Parade and Fridays on the Plaza - Holiday Music Series bring seasonal performances, markets, and outdoor concerts to the community. Visitors can browse festive markets, enjoy Santa visits, and take part in seasonal tours and light displays, making Winter Garden a warm and lively place for things to do during the holiday season.
Find the best Winter Garden Christmas happenings this year!
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Christmas Lights
32 eventsExclusive holiday party with character meet-and-greets and festive entertainment.
Christmas Markets
13 eventsOver 200 artisans at a festive holiday craft show.
Christmas Shows
7 eventsA 53-year tradition, free community gift of Handel's Messiah.
Christmas Activities
38 eventsWhoville-inspired holiday celebration with The Grinch
Editor's Picks (6)
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Dazzling Nights Holiday Light Experience
(Orlando)
Immersive holiday light journey through themed zones.
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Universal's Holiday Parade featuring Macy's
(Orlando)
Macy's star balloons and iconic characters in a theme park parade.
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Grinchmas at Universal Studios Florida
(Orlando)
Whoville-inspired holiday celebration with The Grinch
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Holidays at Disney Springs
(Orlando)
Festive shopping, dining, and entertainment with nightly snowfall.
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Mickey's Very Merry Christmas Party
(Orlando)
Exclusive holiday party with character meet-and-greets and festive entertainment.
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Winter Garden Christmas Parade
Annual holiday parade with Santa Claus
Events Happening Soon (6)
Winter Garden Christmas Events Map
See every Christmas event, light display, and market on one map.
Also Near Winter Garden
Christmas Events Road Trips & Weekend Getaways
Worth the drive for more holiday events near Winter Garden!
Winter Garden Christmas FAQ
The Winter Garden Christmas Parade, Holiday Night Market, and Light Up Winter Garden are among the largest and most popular annual events, drawing crowds for festive entertainment and community spirit.
Winter Garden is known for its Christmas Golf Cart Parade, animated light show at City Hall, and the tradition of turning on holiday lights during the Light Up Winter Garden ceremony.
Historic downtown and neighborhoods near Main Street are especially festive, with many homes and businesses participating in holiday light displays and contests.
The Holiday Night Market at the Downtown Pavilion is a central spot for local vendors, and you'll also find pop-up markets and artisan stalls throughout historic downtown during the season.
Free activities include the City Hall light show, Main Street Holiday Stroll, holiday street performers, and most Christmas markets. Many events offer low-cost or free admission for families.
Families enjoy the Christmas Parade, Holiday Night Market, horse-drawn carriage tours, and the children's snow area during Light Up Winter Garden. Many events feature entertainment and activities tailored for kids.