The Winter Park Playhouse's Sounds of the World series brings vocalist Eric Green, with Jeanine Nesbit on piano, for an evening of Motown and standards like My Girl and Fly Me to the Moon, opened by a poetry reading. Doors open at 6pm. Thursday, October 29, 2026, 7 to 8pm.
Mead Botanical Garden's annual fall plant festival brings plant vendors and exhibitors, kids' activities, live music, food trucks and a tree giveaway from Winter Park's Urban Forestry department. No admission charge and parking is free; plants and food are for sale. Rain or shine. Saturday and Sunday, November 14–15, 2026, 9am to 3pm.
Central Park (north section), Winter Park · Orlando
The Morse Museum and the City of Winter Park light up Tiffany stained-glass windows in Central Park for the annual Christmas in the Park, with a concert by the Bach Festival Choir and Brass Ensemble. Windows light at 6:15pm and stay lit until 8:30pm; the concert wraps up around 8pm. Thursday, December 3, 2026.
Mayor Buddy Dyer lights the City of Orlando's Christmas tree at Lake Eola Park's Washington Plaza, with holiday performances at the amphitheater, snowfall, food trucks, the Merry Market and visits with Santa. Friday, December 4, 2026, 5:30 to 9:30pm.
William Jones and his Evergreen Jazz Ensemble play jazz, American classics and originals to celebrate the library's 5th anniversary in its new building. Saturday, December 12, 2026, 3 to 5pm. Registration opens November 12.
Professional a cappella group Belles & Beaux reimagine old-time Christmas carolers with fresh arrangements of holiday favorites. All ages. Monday, December 14, 2026, 6 to 7pm. Registration opens November 22.
Project Sanford takes the holidays onto the water with lit-up boats parading past the Sanford RiverWalk. Watch from shore on Saturday, December 19, 2026, 5 to 8pm.
Improv actors from the Orlando improv community put on a free comedy show on the Melrose Stage at the Orlando Public Library on the second Saturday of every month at 4pm. No registration needed.
Verified Oct 27 · ocls.org
No catch
Get my FreeBee list
A free account saves favorites and picks free things in Orlando for you, plus the best ones every Thursday if you want them. No payment, ever.
