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October 2019

13th Annual Oktoberfest

October 18 @ 5:30 pm - 9:00 pm
South Central Park Downtown Winter Haven Winter Haven, Florida + Google Map

🍻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 Nutwood will be grilling brats, bbq, pork sandwiches and more. If you are in the mood for wine, grab a glass of Riesling or Pinot…

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November 2019

Wine Chocolate and Cheese 2019

November 21 @ 5:30 pm - 8:30 pm
Historic Downtown Winter Haven Winter Haven, Florida + Google Map

Main Street Winter Haven hosts our annual Wine, Chocolate and Cheese event in Downtown Winter Haven! Downtown businesses will host a wine and cheese OR a wine and chocolate pairing! Attendees will purchase a ticket and receive a map and a tasting glass to visit all of the participating locations. Live music on the street a great night to explore downtown with friends while enjoying great wine & bites. Check-in will begin promptly at 5:30PM on the southeast corner of…

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Shop Small Business Saturday 2019

November 30 @ 9:00 am - 6:00 pm
Historic Downtown Winter Haven Winter Haven, Florida + Google Map

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!

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December 2019

31st Annual Carols in the Park

December 7
South Central Park Downtown Winter Haven Winter Haven, Florida + Google Map

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 Winter Haven’s Central Park to kick off the holiday season. This event has become a tradition for multiple generations, with a special Candy Cane Corner…

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