Latest Past Events

Bark in the Park 2023

Central Park Downtown Winter Haven Winter Haven

Spend your FREE Friday night shopping pet vendors, enjoying a cold beverage, and enjoying time with your favorite four-legged friends. Bark in the Park will be held in Central and South Central Park Downtown - with favorites like the police K9 demonstration and our Annual Weiner Dog Race! 🐾 VENDOR APPLICATION HERE  

Craft Beer Crawl 2023

Historic Downtown Winter Haven Winter Haven

A long time ago in a Downtown far, far away....or right here in your community! Main Street Winter Haven invites you to celebrate May the Fourth with good friends and GREAT beer! Come explore Historic Downtown Winter Haven while sampling specialty CRAFT BEERS & BITES in our participating shops and businesses! Don't forget your Star […]

It’s a Wrap!

Main Street Office 254 W. Central Ave. Suite F, Winter Haven

To show how much we appreciate your decision to shop Downtown, we would love to help you WRAP UP your Holiday shopping! 🎁 1. Purchase your Holiday gift at any of our Downtown Winter Haven businesses. 2. Bring the gift and receipt to our wrapping station (Main Street Winter Haven office). 3. Our volunteers will […]