Winter Park Events

Looking for more fun things to do on your Winter Park vacation?  Discover Winter Park's vibrant event scene here, including music concerts, races, wine festivals and more.  From free weekly Winter Park activities, to signature events you don't want to miss, you'll find it all here in our Winter Park events calendar.

Events You Don't Want To Miss

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Festival of Trees

Starts: All Day | Ends: All Day

Come and join the community in welcoming in the Holiday season!. Multiple local non profits will decorate live christmas trees/wreaths and then thru a silent auction sell them! This is a free event for you and all your family/friends. Santa will pay us a visit! Appetizers and Beverages are served. Oh, and of course the Dessert auction, which sells specialty desserts provided by many of our fabulous Grand County Restaurants. A raffle will be held to sell a magnificent package of goodies.