Main Street Winter Haven hosts our 9th Annual Wine, Chocolate, and Cheese event in Downtown Winter Haven, on November 3, 2023, from 5:30-8:30 PM! We invite you to explore Downtown […]

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 […]

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 […]

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 […]