Wine Chocolate and Cheese 2021
Historic Downtown Winter Haven Winter Haven, FloridaMain Street Winter Haven hosts our annual Wine, Chocolate and Cheese event in Downtown Winter Haven on November 12, 2021! On Friday, November 12th over 30 Downtown businesses will host a wine & chocolate or a wine & cheese pairing. Your Tasting Passport will take you from business to business to sample each of the […]
Carols in the Park 2021
Central Park Downtown Winter Haven Winter Haven, FL, United States32nd 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, United StatesIt’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 HavenCalling 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 […]
Ladies Night – Downtown Disco
Historic Downtown Winter Haven Winter Haven, FloridaCALLING ALL LADIES! We have an OFF THE HOOK night planned for you! Downtown Winter Haven businesses will be open late for a night of food, drink and shopping specials. Good vibes only while you wear your favorite 70's outfit for a FAR OUT night out with your girls! Register below for $10 and pick […]
Wine, Chocolate and Cheese 2022
Central Avenue Downtown Winter HavenMain Street Winter Haven hosts our annual Wine, Chocolate and Cheese event in Downtown Winter Haven! On Thursday, November 17th over 30 downtown businesses will host a wine & chocolate or a wine & cheese pairing. Your Tasting Passport will take you from business to business to sample each of the combinations! Live music on […]
Shop Small Saturday
Historic Downtown Winter Haven Winter Haven, FloridaCome out and support your local small businesses in Downtown Winter Haven on November 26th! Be sure to visit each of the participating businesses and get an early start on holiday shopping! 🎪 Welcome tent with hot coffee and maps of Downtown businesses with their Shop Small specials! 🎁 Raffle entry with every Downtown receipt […]
33rd Annual Carols in the Park
Central Park Downtown Winter Haven Winter Haven, FL, United StatesMain 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 […]
Craft Beer Crawl 2023
Historic Downtown Winter Haven Winter Haven, FloridaA 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 […]
Bark in the Park 2023
Central Park Downtown Winter Haven Winter Haven, FL, United StatesSpend 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