Bark in the Park 2019

Central Park Downtown Winter Haven Winter Haven, FL

It’s a dog day in Central Park Downtown Winter Haven! Spend your FREE Friday night shopping pet vendors, listening to music, and enjoying time with your favorite four-legged friends. Annual wiener dog race at 7:30PM. See you there! Sponsorship Application Form

13th Annual Oktoberfest

South Central Park Downtown Winter Haven Winter Haven, Florida

🍻Main Street Winter Haven's 13th Annual Oktoberfest presented by Victor Smith Law Group will kick off October 18th at 6:00PM in South Central Park - complete with over 40 Florida Craft and German beers! Local Florida breweries will be joining in on the fun - pouring their signature and Oktoberfest style beers! Rick's BBQ and […]

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 […]

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

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! […]

Carols in the Park 2021

Central Park Downtown Winter Haven Winter Haven, FL

32nd Annual Carols in the Park presented by Citizens Bank and Trust December 4, 2021 10AM - 6PM Main Street Winter Haven is thrilled to announce our 32nd 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 […]

Bark in the Park 2022

Central Park Downtown Winter Haven Winter Haven, FL

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! […]

International Food & Drink Street Festival

Central Avenue Downtown Winter Haven

Calling all foodies!  You won’t want to miss the International Food and Drink Street Festival on October 20! Take a taste tour through Downtown Winter Haven and experience food and paired drinks from around the world. We will close down Central Avenue and 3rd Street for this International celebration in the street! This event is […]

33rd Annual Carols in the Park

Central Park Downtown Winter Haven Winter Haven, FL

Main Street Winter Haven is thrilled to announce our 33rd Annual Carols in the Park presented by Citizens Bank and Trust! For thirty three years, artisans, specialty food vendors, and local choral groups have gathered in Downtown Winter Haven’s Central Park to kick off the holiday season. This event has become a tradition for multiple […]