Main Street Winter Haven

Before the holiday rush, take a night for yourself. Main Street Winter Haven invites you to join us for Ladies’ Night Self-Care Social, September 10th, 5:30-8:30 PM. Participating Downtown Winter Haven businesses will be open late for a fall night of shopping, Sipping, Pampering, and Socializing. We hope you will explore all that Downtown Winter Haven offers to help you Read more...

Main Street Winter Haven’s 19th Annual Oktoberfest brings more than 30 German, American, and craft beers to Central Park in Downtown Winter Haven. Join the community for an evening celebrating Oktoberfest downtown. Official event details: https://www.mainstreetwh.com/events/list/ Author: winterhavenfoodtours Owner/CEO/Tour Guide Related Read more...

Main Street Winter Haven’s 10th Annual Wine, Chocolate & Cheese event invites guests to sample curated wine-and-chocolate or wine-and-cheese pairings at more than 40 Downtown Winter Haven businesses. This map-based tasting event encourages attendees to explore and shop local downtown businesses. Official event details: https://www.mainstreetwh.com/event/wcc2026/ Author: winterhavenfoodtours Owner/CEO/Tour Guide Related Read more...