Candlelight: The Best of Joe Hisaishi Sat, 17 Oct at 06:30 pm Azalea Lodge at Mead Garden USD 67 TO 97 ENTERTAINMENT
The Jury Experience – The Deadly Boat Ride Sat, 10 Oct at 04:30 pm Orlando Museum of Art USD 44 TO 77 ART
Candlelight: Queen vs. ABBA | Orlando Fri, 16 Oct Azalea Lodge at Mead Botanical Garden CANDLELIGHT-CONCERTS
Candlelight: Tribute to Queen Fri, 06 Nov at 08:30 pm Orlando Museum of Art USD 33 TO 85 CANDLELIGHT-CONCERTS
Cigano Swing | October 23 | Blue Bamboo Fri, 23 Oct at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789 MUSIC
Candlelight: Tribute to Taylor Swift Thu, 19 Nov at 06:30 pm Orlando Museum of Art USD 36 TO 71 ENTERTAINMENT
Candlelight: Vivaldi's Four Seasons Thu, 19 Nov at 08:45 pm Orlando Museum of Art USD 51 TO 83 ENTERTAINMENT
Casa Feliz at 25: Anniversary Celebration Sun, 25 Oct at 11:00 am 656 Park Ave N, Winter Park, FL, United States, Florida 32789 ART
Annual Longwood Luau Sat, 07 Nov at 04:00 pm 3592 Aloma Ave Suite 2, Winter Park, FL, United States, Florida 32792 ART
Stand Up Winter Park: James Yon & Absar Siddiqui | October 10 | Blue Bamboo Sat, 10 Oct at 08:00 pm Blue Bamboo Center For The Arts COMEDY
The Art of Thanksgiving: Holiday Dining at The Alfond Inn Thu, 26 Nov at 10:30 am The Alfond Inn at Rollins College USD 0 TO 161 THANKSGIVING
Children's Theater in the Garden: "Robin Hood" Sun, 11 Oct at 09:30 am Mead Botanical Garden USD 162 FITNESS
Thanksgiving To-Go: Take-Home Holiday Dinners from The Alfond Inn Wed, 25 Nov at 11:00 am The Alfond Inn at Rollins College USD 34 TO 701 FITNESS
LED-HED - The Ultimate Led Zeppelin Experience Fri, 06 Nov at 07:30 pm Aloma Cinema Grill USD 29 TO 39 FITNESS
Walter Parks & The Unlawful Assembly | October 16 | Blue Bamboo Fri, 16 Oct at 08:00 pm Blue Bamboo Center For The Arts MUSIC
Candlelight: Christmas Classics Fri, 18 Dec at 06:00 pm Orlando Museum of Art USD 38 TO 80 ENTERTAINMENT
Polasek Nights: Into the Wild Tue, 20 Oct at 06:00 pm Albin Polasek Museum & Sculpture Gardens USD 13 TO 18 FITNESS
Candlelight: Tribute to Dolly Parton Sun, 27 Dec at 08:30 pm Orlando Museum of Art USD 42 TO 84 ENTERTAINMENT
Assel Jean-Pierre | November 7 | Blue Bamboo Sat, 07 Nov at 08:00 pm Blue Bamboo Center For The Arts MUSIC
Candlelight: Christmas Classics Thu, 17 Dec at 06:30 pm Azalea Lodge at Mead Garden USD 46 TO 102 ENTERTAINMENT
Adam Hawley | December 12 | Blue Bamboo Sat, 12 Dec at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789 MUSIC
Candlelight: Tributo a Juan Luis Guerra Sat, 26 Dec at 08:30 pm Orlando Museum of Art USD 42 TO 84 CANDLELIGHT-CONCERTS
Candlelight: Featuring Vivaldi’s Four Seasons Fri, 08 Jan at 06:15 pm Azalea Lodge at Mead Garden USD 47 TO 90 ENTERTAINMENT
25th Annual Unity Heritage Festival Sun, 17 Jan at 01:00 pm Winter Park Community Center FREE FESTIVALS
Groove Sleighers Christmas Show | November 28 | Blue Bamboo Sat, 28 Nov at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789 CHRISTMAS
Candlelight: Tribute to Adele Sat, 28 Nov at 06:00 pm Orlando Museum of Art USD 36 TO 87 CANDLELIGHT-CONCERTS
Andy Squyres in Winter Park FL Nov 12 at All Saints Church!! Thu, 12 Nov at 07:00 pm All Saints Episcopal Church USD 30 FITNESS
The Jazz Room: A Journey to the Heart of New Orleans Sun, 13 Dec at 04:00 pm Orlando Museum of Art USD 46 TO 68 MUSIC
Free Class: Pumpkin Painting with a Twist Tue, 27 Oct at 01:00 pm Winter Park Community Center FREE ART
Patrick Lamb | December 18 | Blue Bamboo Fri, 18 Dec at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789 ENTERTAINMENT
Candlelight: 90s Hip-Hop on Strings Sat, 28 Nov at 08:30 pm Orlando Museum of Art USD 36 TO 85 ENTERTAINMENT
Author Talk: Susan Beckham Zurenda's 'No Way Out but Through' Tue, 13 Oct at 06:00 pm Writer's Block Bookstore USD 7 TO 34 ART
Candlelight: Christmas Carols on Strings Fri, 18 Dec at 08:30 pm Orlando Museum of Art USD 32 TO 75 CANDLELIGHT-CONCERTS
Writer’s Atelier Presents: November Write-in at Winter Park Library Sun, 15 Nov at 01:00 pm Winter Park Library ART
The Lowdown - Tenor/Bass Choral Festival 2026 Fri, 30 Oct at 10:00 am John M. Tiedtke Concert Hall USD 27 FITNESS