Fall Events and Things to do in Winter Park, FL
A rich calendar of fall events and seasonal things to do awaits residents and visitors exploring Winter Park, FL. Local gatherings lean heavily into outdoor community celebrations, art showcases, and historic home tours taking advantage of cooling weather. Participants typically discover these seasonal happenings through neighborhood plazas, civic spaces, and local cultural institutions.
- Along the brick-lined walkways of Park Avenue, local spots and nearby plazas frequently host outdoor gatherings and boutique showcases.
- Cultural hubs like the Annie Russell Theatre and Blue Bamboo Center for the Arts offer indoor seasonal performances, concerts, and artistic showcases.
- Community parks and historic spaces provide scenic backdrops for open-air markets, film screenings, and historic property tours.
FALL & FRIENDSGIVING CHARCUTERIE WORKSHOP
Sat, Nov 21, 8:00 PM
Orlando · Wingate by Wyndham Universal Studios & Convention Center
FALL & FRIENDSGIVING CHARCUTERIE WORKSHOP
Sat, Nov 21, 8:00 PM
Orlando · Wingate by Wyndham Universal Studios & Convention Center
2026 Set It Off Productions Fall/Winter Holiday Fashion Show
Sat, Nov 28, 7:30 PM
Orlando · DoubleTree by Hilton Hotel at the Entrance to Universal Orlando
2026 Set It Off Productions Fall/Winter Holiday Fashion Show
Sat, Nov 28, 7:30 PM
Orlando · DoubleTree by Hilton Hotel at the Entrance to Universal Orlando
Family Paint Party at Songbirds- Fall Feline
Fri, Nov 27, 6:30 PM
Oviedo · Songbirds Music, Art, & Dance Center
Family Paint Party at Songbirds- Fall Feline
Fri, Nov 27, 6:30 PM
Oviedo · Songbirds Music, Art, & Dance Center
OIFW Fall 2026: FAME Fashion, Art, Music & Entertainment by Fierce
Friday at 6:00 PM
Orlando · Society Orlando
OIFW Fall 2026: FAME Fashion, Art, Music & Entertainment by Fierce
Friday at 6:00 PM
Orlando · Society Orlando
OIFW Fall 2026: Women Who Slay | An Inspiring Panel Discussion
Tomorrow at 6:00 PM
Orlando · Jenny's Eat Drink Socialize
OIFW Fall 2026: Women Who Slay | An Inspiring Panel Discussion
Tomorrow at 6:00 PM
Orlando · Jenny's Eat Drink Socialize
TLE Winter Springs Grand Opening Fall Festival!
Sat, Nov 21, 10:00 AM
Winter Springs · 1260 E State Rd 434
TLE Winter Springs Grand Opening Fall Festival!
Sat, Nov 21, 10:00 AM
Winter Springs · 1260 E State Rd 434
DIY Fall Candle Making Workshop With Instructor Alexandra - Candle Making Class in Orlando | Classpop!â„¢
Wed, Nov 25, 7:00 PM
Orlando · Gravity Taproom
DIY Fall Candle Making Workshop With Instructor Alexandra - Candle Making Class in Orlando | Classpop!â„¢
Wed, Nov 25, 7:00 PM
Orlando · Gravity Taproom
Loews Sapphire Falls Resort at Universal Orlando
Sat, Nov 28, 9:00 AM
Orlando · Loews Sapphire Falls Resort at Universal Orlando
Loews Sapphire Falls Resort at Universal Orlando
Sat, Nov 28, 9:00 AM
Orlando · Loews Sapphire Falls Resort at Universal Orlando
Frequently asked questions about Winter Park