- December 13, 2025
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Downtown Winter Garden merchants will offer a full day of sales, live music and fun as they celebrate Small Business Saturday Nov. 29.
Small Business Saturday is an annual event taking place on the Saturday after Thanksgiving that encourages shoppers to “shop small” by supporting local, independently owned businesses.
The event will take place from 10 a.m. to 10 p.m. in Historic Downtown Winter Garden.
Attendees can expect to see mom-and-pop shops to celebrate Small Business Saturday.
Live music is scheduled from 11 a.m. to 7 p.m. at the Centennial Plaza gazebo, with Brian and Hannah playing jazz, soul, Motown and R&B from 11 a.m. to 2 p.m., and Joey & Danielle Duo playing jazz, rock, country and pop from 3:30 p.m. to 7 p.m.
Thesale will be held rain or shine, with special offers and sales.
Parking is always free throughout Downtown Winter Garden, including at the
three-level parking garage at 160 S. Boyd St., 117-space parking lot at 37 N. Boyd St., and City Hall at 300 W. Plant St., along West Plant Street.
Operating hours may vary per merchant.