Entertainment & Experiences in Orlando, FL
25 places · 5 free · 19 indoor · Updated 2026-10-18
Downtown Orlando
Broadway tours in the big room, 300-seat intimate room too
Audience-driven improv, no two nights alike
Close to the stage from anywhere, Latin nights Fri-Sat
Free, six galleries, 3rd Thursday openings
Free gallery, 3rd Thursday openings downtown
Free concerts, Sunday farmers market, swan boats
12-foot mammoth in a 1927 courthouse
Free outdoor fall concert, under-30 discounts
100-person room above The Social, $10-25
Mills 50
Where Orlando's indie scene actually lives
Loch Haven Park
Florida's only pro theater for young audiences
Stellar Nights: adults-only science + cocktails
Free 3rd Thursdays until 8pm
$5 for lakeside sculpture garden + Earl Cunningham
Maitland
Dine-in arthouse under the oaks, discount Tuesdays
Free Mayan Revival artist colony from the 1930s
SoDo
Concerts in a private living room, 700+ and counting
Winter Park
100-seat listening room, BYOB, sold-out reopening
$6 for the world's biggest Tiffany collection
Free, serious art on a lakeside campus
Ivanhoe Village
Free first Mondays, 50 acres of gardens
Included with garden admission, tours all day
Universal CityWalk
No theme park ticket needed, just walk in
Thornton Park
Lakeside patio on Lake Eola, no cover most nights
International Drive
$35 gets unlimited pizza, beer, and magic