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  • December 1, 2023 | 5:00 PM - 9:00 PM | Central Park


    Kick Off the Holidays in Winter Park


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  • Winter On The Avenue is from 5:00 p.m. – 9:00 p.m. on Dec. 1. Come out for our annual tree-lighting, strolling carolers, Chanukah menorah lighting ceremony, s'mores, snow slides, the announcement of holiday art contest winners, children's choirs, The Bubble Bus, Popcorn Flicks in the park, and, of course, Santa and Mrs. Claus.


    Watch a recap video of the 2021 Winter on the Avenue to get in the holiday spirit. 

  • Holiday Tree Lighting Holiday Tree Lighting

    Begin the evening at the Annual Holiday Tree Lighting in Central Park just east of the Winter Park train station. Local musicians will perform beginning at 5 p.m. Winners of the Holiday Art Competition will be recognized, Rabbi Dovid Dubov of Chabad Orlando will do a menorah lighting ceremony ushering in the season of Chanukah, and Winter Park Mayor Phil Anderson will lead us in a countdown as we light the Christmas Tree. 

    Music and Entertainment Music and Entertainment

    Diners and shoppers along Park Avenue will enjoy strolling Christmas carolers bedecked in Victorian-era costumes making their way along Park Avenue which will become a pedestrian plaza for a festive street party. The Bubble Bus will be parked along the avenue, pumping out thousands of glowing bubbles that will delight and enthrall kids and adults alike.



  • Visit and Photo with Santa Visit and Photo with Santa

    A special guest from the North Pole will arrive at 6:30 p.m., thanks to the Winter Park Fire-Rescue Department. Santa and Mrs. Claus will be available for visits and photos until 8:00 p.m.

    Holiday Art Competition Holiday Art Competition

    We’re excited to announce that The Winter Park Chamber of Commerce will be sponsoring the Annual Holiday Art Competition in downtown Winter Park again this year.

    The Holiday Art Competition winners will be announced Friday, Dec. 2, just prior to the lighting of the Christmas Tree (5:15 p.m.). Winners will also receive their gift certificates at that time.


  • Popcorn Flicks in the Park Popcorn Flicks in the Park

    Popcorn Flicks in the Park, presented by the Enzian Theater and the Community Redevelopment Agency, will feature Mickey's Christmas Carol beginning at 7 p.m., followed by It's a Wonderful LifeBring your own blanket or chairs to watch the movies, and pickup dinner from one of our local restaurants to enjoy a picnic in the park during the movie. 

    Friday Night at the Morse Museum Friday Night at the Morse Museum

    Visitors can also enjoy free admission to the Charles Hosmer Morse Museum of American Art during Friday Nights at the Morse beginning at 4 p.m., as well as live music at the museum from 5 to 8 p.m.


    This event is free and open to the public.