Candlelight: Mozart vs. Beethoven Fri, 09 Oct at 06:00 pm Orlando Museum of Art USD 36 TO 91 ENTERTAINMENT
The Jury Experience – The Deadly Boat Ride Sat, 19 Sep at 04:30 pm Orlando Museum of Art USD 44 TO 77 ART
Candlelight: Featuring Vivaldi’s Four Seasons Thu, 24 Sep at 06:00 pm Azalea Lodge at Mead Garden USD 47 TO 82 ENTERTAINMENT
Orlando Candlelight: Tribute to Bad Bunny Fri, 05 Jun 1300 S Denning Dr, Winter Park, FL CANDLELIGHT-CONCERTS
Candlelight: Tribute to Bad Bunny | Orlando Fri, 25 Sep at 08:45 pm Azalea Lodge at Mead Botanical Garden CANDLELIGHT-CONCERTS
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 39 TO 83 ENTERTAINMENT
Candlelight: The Best of Joe Hisaishi Sat, 17 Oct at 06:30 pm Azalea Lodge at Mead Garden USD 56 TO 97 ENTERTAINMENT
Strictly 80s Dance Party with The Buzzcatz Sat, 03 Oct at 08:00 pm Blue Bamboo Center For The Arts PARTIES
Threshing Day Midnight Release Party! Mon, 28 Sep at 09:00 pm Writer's Block Bookstore USD 34 FITNESS
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 Adele Fri, 18 Sep at 08:30 pm Orlando Museum of Art USD 35 TO 75 CANDLELIGHT-CONCERTS
Ultimate Rush Tribute Live at Blue Bamboo Fri, 25 Sep at 08:00 pm Blue Bamboo Center For The Arts MUSIC
Candlelight: Vivaldi's Four Seasons Thu, 19 Nov at 08:45 pm Orlando Museum of Art USD 51 TO 83 ENTERTAINMENT
Candlelight: Tribute to Taylor Swift Thu, 19 Nov at 06:30 pm Orlando Museum of Art USD 42 TO 84 CANDLELIGHT-CONCERTS
Winter Park Murder Mystery: Solve the case! Thu, 01 Oct at 12:00 am Peacock Fountain USD 10 TRIPS-ADVENTURES
Buble & Beyond with Mark Raisch | October 4 | Blue Bamboo Sun, 04 Oct at 03:00 pm Blue Bamboo Center For The Arts MUSIC
Candlelight: Tribute to Pink Floyd Sat, 03 Oct at 06:00 pm Orlando Museum of Art USD 60 TO 89 CANDLELIGHT-CONCERTS
Candlelight: 90s Hip-Hop on Strings Sat, 03 Oct at 08:30 pm Orlando Museum of Art USD 42 TO 78 ENTERTAINMENT
Winter Park Wine and Dine (Holiday Party) Wed, 02 Dec at 05:30 pm Winter Park Farmers' Market Venue USD 61 TO 362 ENTERTAINMENT
CuBop! Sextet | September 18 | Blue Bamboo Fri, 18 Sep at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789 MUSIC
Backyard Biodiversity Day Native Plant Sale Sat, 24 Oct at 09:00 am Mead Botanical Garden FREE FITNESS
Callisto Sextet with Jeremy Fratti | October 9 | Blue Bamboo Fri, 09 Oct at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789 MUSIC
Candlelight: Christmas Classics Fri, 18 Dec at 06:00 pm Orlando Museum of Art USD 38 TO 80 ENTERTAINMENT
Annual Longwood Luau Sat, 07 Nov at 04:00 pm 3592 Aloma Ave Suite 2, Winter Park, FL, United States, Florida 32792 ART
Bras, Beaters, Bags, Belts and Brims Decorating Party Sat, 19 Sep at 03:00 pm Winter Park Community Center USD 29 FITNESS
Candlelight: Christmas Classics Thu, 17 Dec at 06:30 pm Azalea Lodge at Mead Garden USD 46 TO 102 ENTERTAINMENT
Assel Jean-Pierre | November 7 | Blue Bamboo Sat, 07 Nov at 08:00 pm Blue Bamboo Center For The Arts MUSIC
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
Walter Parks & The Unlawful Assembly | October 16 | Blue Bamboo Fri, 16 Oct at 08:00 pm Blue Bamboo Center For The Arts MUSIC
Candlelight: Tribute to Pink Fri, 09 Oct at 08:30 pm Orlando Museum of Art USD 42 TO 84 CANDLELIGHT-CONCERTS
Maitland Stage Band Big Jazz | September 20 | Blue Bamboo Sun, 20 Sep at 03:00 pm Blue Bamboo Center For The Arts MUSIC
Michael Andrew & Ray Gelato | November 20 | Blue Bamboo Fri, 20 Nov at 08:00 pm Blue Bamboo Center For The Arts MUSIC
Film Screening & Presentation: 'SAME WATER,' Two Legacies Sun, 20 Sep at 02:00 pm University Club of Winter Park ENTERTAINMENT
Ultimate Santana Tribute Band | November 14 | Blue Bamboo Sat, 14 Nov at 08:00 pm Blue Bamboo Center For The Arts MUSIC
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
Allan Vache Swingtet | November 1 | Blue Bamboo Sun, 01 Nov at 03:00 pm Blue Bamboo Center For The Arts MUSIC
Stage to Screen | November 6 | Blue Bamboo Fri, 06 Nov at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789 CONCERTS
Pink-a-Tude Reloaded Soiree’ de Gala of Hope | Breast Cancer Awareness Gala Sat, 24 Oct at 05:00 pm Winter Park Community Center USD 0 TO 642 FITNESS
Orlando Jazz Orchestra Holiday Show | December 6 | Blue Bamboo Sun, 06 Dec at 03:00 pm Blue Bamboo Center For The Arts MUSIC
Palm Beach Society Orchestra | November 29 | Blue Bamboo Sun, 29 Nov at 03:00 pm Blue Bamboo Center For The Arts ENTERTAINMENT
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
THE WALTEN FILES: Fan-Made Live-Action Series | Episode 1: "Pilot" Sat, 17 Oct at 06:00 pm Aloma Cinema Grill USD 5 TO 100 FITNESS
FREE Horror Trivia (Halloween Horror Nights Edition) Tue, 20 Oct at 07:00 pm Conduit FREE MISCELLANEOUS
The Porch in Winter Park, Florida - Doc Probes - Beach & Buffett Thu, 12 Nov at 05:30 pm The Porch Winter Park PARTIES
2026 PRSA Orlando Chapter Awards Gala & Annual Meeting Thu, 05 Nov at 06:00 pm Rice Family Pavilion USD 80 TO 105 MEETUPS
Candlelight: Christmas Carols on Strings Fri, 18 Dec at 08:30 pm Orlando Museum of Art USD 38 TO 100 CANDLELIGHT-CONCERTS
25th Annual Unity Heritage Festival Sun, 17 Jan at 01:00 pm Winter Park Community Center FREE FESTIVALS
Ricky & The Buzzcatz: A Holly Jolly Christmas | December 11 | Blue Bamboo Fri, 11 Dec at 08:00 pm Blue Bamboo Center For The Arts HOLIDAY
Vivacity Presents: A Vintage Christmas | December 5 | Blue Bamboo Sat, 05 Dec at 03:00 pm Blue Bamboo Center For The Arts MUSIC
The Lowdown - Tenor/Bass Choral Festival 2026 Fri, 30 Oct at 10:00 am John M. Tiedtke Concert Hall USD 27 FITNESS