Main Street Winter Haven will host our 10th Annual Wine, Chocolate & Cheese event in Downtown Winter Haven on Friday, November 13, 2026, from 5:30-8:30 PM. Attendees will sample carefully curated pairings of wine and chocolate, or a wine and cheese pairing with their tasting ticket at 40 plus Downtown businesses. Wine, Chocolate, and Cheese is a map-based event encouraging attendees to explore and shop Downtown Winter Haven’s local small businesses.