Wine Chocolate and Cheese 2019

Historic Downtown Winter Haven Winter Haven, Florida

Main Street Winter Haven hosts our annual Wine, Chocolate and Cheese event in Downtown Winter Haven! 🍷🍫🧀 Main Street Winter Haven invites you to enjoy our annual Wine, Chocolate & Cheese event on Thursday, November 21, 2019. Over 35 downtown businesses will host a wine & chocolate or a wine & cheese pairing. Your Tasting […]

Shop Small Business Saturday 2019

Historic Downtown Winter Haven Winter Haven, Florida

Come out and support your local small businesses in Downtown Winter Haven on November 30th! Be sure to visit each of the participating businesses and pick up some unique goodies for your holiday shopping!

31st Annual Carols in the Park

South Central Park Downtown Winter Haven Winter Haven, Florida

31st Annual Carols in the Park presented by Citizens Bank and Trust December 7, 2019 10AM - 7PM Main Street Winter Haven is thrilled to announce our 31st Annual Carols in the Park presented by Citizens Bank and Trust! For over thirty years, artisans, specialty food vendors, and local choral groups have gathered in Downtown […]

St. Patrick’s Day Celebration

South Central Park Downtown Winter Haven Winter Haven, Florida

🍀It's a St Patrick's Day Celebration! 🍀 Grab your family and friends, put on your best green shirt, and enjoy performances from Orlando's Celtic Band LOCHLANN and Central Florida Irish Dance School! **Make sure you bring a law chair or blanket to enjoy the show! This St. Patrick's Day Celebration will feature: 💃🏼FREE Show (*bring […]

Treasure Hunt Downtown

Historic Downtown Winter Haven Winter Haven, Florida

Main Street Winter Haven, in partnership with our Downtown businesses, presents our Annual FREE Treasure Hunt Downtown. Children under the age of 12 will search for LEGO® Minifigures in the participating locations Downtown! Participating downtown businesses will hide a LEGO® Minifigure inside their business. Once you have spotted the LEGO® Minifigure, tell the business owner […]

Starlight Nights Downtown

Historic Downtown Winter Haven Winter Haven, Florida

 Main Street Winter Haven & The City of Winter Haven are thrilled to announce Downtown's Winter Haven's newest Holiday tradition - 
Starlight Nights! For six weeks, Downtown Winter Haven will be dazzling with lights as 
we ring in the season of Holiday cheer and togetherness. Dine, shop, and enjoy a beautiful evening stroll with fun […]

Shop Small Business Saturday 2020

Historic Downtown Winter Haven Winter Haven, Florida

Come out and support your local small businesses in Downtown Winter Haven on November 28th! Be sure to visit each of the participating businesses and get an early start on holiday shopping! Shop Small Scavenger Hunt: 1. Pick up your Shop Small Scavenger Hunt map at any of the participating businesses, or download the image […]

Bark in the Park 2021

Central Park Downtown Winter Haven Winter Haven, FL, United States

It’s a dog day in Downtown Winter Haven! Spend your FREE Friday night shopping pet vendors, enjoying a cold beverage, and enjoying time with your favorite four-legged friends. This year's event will be held in Central and South Central Park Downtown - with favorites like the police K9 demonstration and our Annual Weiner Dog Race! […]