Main Street Winter Haven will host our Annual Wine, Chocolate & Cheese event in Downtown Winter Haven on Friday, November 14, 2025, 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. Reserve your tasting glass Here
Main Street Winter Haven would like to send a special appreciation to the sponsors
Tasting Glass Sponsor – Crews Bank & Trust
Wine Sponsor – Winter Haven Hospital, BayCare
Cheese Sponsor – Arabella’s
Chocolate Sponsor – The Small Team
Wine, Chocolate, and Cheese is a map-based event encouraging attendees to explore and shop Downtown Winter Haven’s local small businesses. Main Street Winter Haven will offer two check-in locations, please bring your ID, and your ticket confirmation. You will receive your tasting glass and a map featuring each participating business, their pairing, and location.
