Tree Lighting Cermony

The City of Winter Haven in coordination with Main Street Winter Haven will host our City's Annual Tree Lighting in Central Park located in beautiful Historic Downtown Winter Haven. Enjoy […]

34th Annual Carols in the Park

Join us for a magical day of festive cheer at the 34th Annual Carols in the Park presented by Citizens Bank and Trust, on December 2nd, from 10:00 AM to […]

Starlight Skating – Downtown Winter Haven

Get ready to glide into the holiday spirit as an enchanting ice skating rink arrives in Downtown Winter Haven for two unforgettable days on December 2nd and 3rd! Join us […]

Starlight Stroll – Downtown Winter Haven

Join us for an evening at the heart of downtown Winter Haven and partake in the Starlight Stroll! Experience the magic of the Holiday Season as the city comes alive […]

Sidewalk Shopping – Downtown Winter Haven

Join us for a festive day of shopping and holiday cheer in Downtown Winter Haven! On December 16th, from 10am to 2pm, Central Avenue comes alive with a sidewalk shopping […]