- December 4, 2025
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There’s no better place to welcome the holiday season Saturday night than downtown Winter Garden.
The city will host both a Holiday Night Market and its annual Golf Cart Parade Saturday, Dec. 6.
The market takes place from 4 to 8 p.m. and will transform the Downtown Pavilion area to a picturesque festive open-air market bustling with market stalls of vendor booths of holiday goods for sale such as décor, unique gifts, festive treats and beverages, and more. A centrally located stage will provide rotating holiday entertainment. Santa will be there, too, for photos and to hear wish lists. The weather predicts snow flurries.
The city’s annual Golf Cart Parade will roll beginning at 6 p.m. Saturday, Dec. 6. Staging is at 800 W. Bay St., downtown Winter Garden.
The parade is an amazing sight of festive, elaborately decorated golf carts making their way through historic downtown to spread holiday cheer. The parade loops around West Plant, entering eastbound from Park Avenue and looping westbound on Woodland Street.