Fridays on the Plaza
Come enjoy live music every Friday night on the Plaza in Winter Garden.
Winter Garden Farmers Market
The Market has quickly grown into a community staple and offers a large selection of vendors from locally grown produce and baked goods, to homemade soaps and fresh flowers, and even live entertainment each week.
Memorial Day Community Ceremony - May 29, 2023
The community is invited to a Roll Call of Veterans, placement of wreaths, and patriotic songs to honor and remember our local veterans who gave their lives during times of war or while serving in the United States armed forces. Please come by to pay homage to those that made the ultimate sacrifice.
Winter Garden Farmers Market 15th Birthday Celebration – June 3, 2023
The Winter Garden Farmers Market is celebrating its 15th birthday, and you are invited to its party!
Red, White & Blue Americana Events 2023
Downtown Winter Garden turns Red, White, and Blue from Memorial Day through Independence Day, The patriotic decorations pay tribute to America’s holidays while adding nostalgia to the charm of historic downtown.
19th Annual All American Kids Parade – July 4, 2023
The All American Kids Parade is a popular tradition that all ages enjoy! Don you red, white, and blue and parade through historic downtown by foot, bike, scooter, wagon, etc. Wave to family and friends as you stroll by! Or, grab a favorite curbside viewing spot and cheer on the parade as it goes by. Either way, come downtown to be a part of this great 19-year-old tradition that brings the community together to celebrate America’s birthday.
Party in the Park/Fireworks Display – July 4, 2023
Party in the Park is a FREE event for the community to celebrate America’s birthday. The SPECTACULAR fireworks display is over Lake Apopka and preshow entertainment includes live music, family activities, and more for all ages
Downtown Summer Sidewalk Sale – August 26, 2023
The Downtown Summer Sidewalk Sale is an End-of-Season Clearance Sale with great markdown prices. Now is the time to snag boutique apparel, accessories, home décor, and more at bottom prices! Stroll and shop the OUTDOOR sale racks and tables along the scenic brick-lined streets in historic downtown. Find great deals on all those one-of-a kind items that you have been eyeing, which can only be found at downtown’s unique stores.