Candlelight: Mozart vs. Beethoven Fri, 09 Oct at 06:00 pm Orlando Museum of Art USD 36 TO 91 ENTERTAINMENT
Winter Park Institute Presents: A Conversation with José Andrés Tue, 20 Oct at 05:30 pm Warden Arena USD 25 TO 1,000 FITNESS
Candlelight: Tribute to Pink Fri, 09 Oct at 08:30 pm Orlando Museum of Art USD 36 TO 59 CANDLELIGHT-CONCERTS
Candlelight: Queen vs. ABBA Tribute Fri, 16 Oct at 08:45 pm Mead Botanical Garden CANDLELIGHT-CONCERTS
Candlelight: The Best of Joe Hisaishi Sat, 17 Oct at 06:30 pm Azalea Lodge at Mead Garden USD 67 TO 97 CANDLELIGHT-CONCERTS
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: Tribute to Taylor Swift Thu, 19 Nov at 06:30 pm Mead Botanical Garden CANDLELIGHT-CONCERTS
Candlelight: Vivaldi's Four Seasons Thu, 19 Nov at 08:45 pm Orlando Museum of Art USD 51 TO 83 ENTERTAINMENT
Boards & Bottles: Build Your Own Charcuterie Board & Wine Tasting Wed, 04 Nov at 07:00 pm The Alfond Inn at Rollins College USD 133 FOOD-DRINKS
AdventHealth Lady Track Shack Sat, 07 Nov at 07:30 am 251 N Park Ave, Winter Park, FL 32789, United States HEALTH-WELLNESS
48 Hour Film Project Orlando Best of Screening & Awards Sat, 17 Oct at 06:00 pm Aloma Cinema Grill USD 16 FITNESS
Backyard Biodiversity Day Native Plant Sale Sat, 24 Oct at 09:00 am Mead Botanical Garden FREE FITNESS
Matthew Chacon Jazz Orchestra | October 18 | Blue Bamboo Sun, 18 Oct at 03:00 pm Blue Bamboo Center For The Arts MUSIC
Around The World: Cheese & Wine Experience Thu, 15 Oct at 06:30 pm 2258 Aloma Ave USD 65 TRIPS-ADVENTURES
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
In Her Bridal Pilates Era: About Last Night x Align Studio Sat, 24 Oct at 01:00 pm Align Studio — Winter Park USD 30 FITNESS
Winter Park Wine and Dine (Holiday Party) Wed, 02 Dec at 05:30 pm Winter Park Farmers' Market Venue USD 61 TO 362 FITNESS
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
Ludicrous Speed Networking in Orlando · October · Winter Park Edition Wed, 28 Oct at 11:00 am Winter Park Community Center 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
Children's Theater in the Garden: "Robin Hood" Sun, 11 Oct at 09:30 am Mead Botanical Garden USD 162 FITNESS
Candlelight - Vivaldis Four Seasons at The Azalea Lodge at Mead Gardens Thu, 19 Nov at 08:45 pm The Azalea Lodge at Mead Gardens CANDLELIGHT-CONCERTS
Maitland Symphony Orchestra with Washington Garcia | October 25 | Blue Bamboo Sun, 25 Oct at 03:00 pm Blue Bamboo Center For The Arts MUSIC
Annual Longwood Luau Sat, 07 Nov at 04:00 pm 3592 Aloma Ave Suite 2, Winter Park, FL, United States, Florida 32792 ART
Winter Park Murder Mystery 2: Crime on Date Night! Sun, 01 Nov at 12:00 am Winter Park Historical Association USD 15 TRIPS-ADVENTURES
ROLLINS SOFTBALL 2026 PROSPECT CAMPS Sat, 07 Nov at 10:00 am Rollins Softball Stadium at Martin Luther King, Jr Park USD 232 SPORTS
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
When “Eat Less, Move More” Isn’t Enough Sat, 24 Oct at 11:30 am Andreini Fitness USD 19 TO 31 FITNESS
Mani and Mahj | Teaching Event | Beginner 101 Sun, 25 Oct at 04:00 pm Embellished nails and brow bar USD 50 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 CANDLELIGHT-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 NONPROFIT
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
Candlelight - Christmas Classics at The Azalea Lodge at Mead Gardens Thu, 17 Dec at 08:45 pm The Azalea Lodge at Mead Gardens CANDLELIGHT-CONCERTS
Pumpkin's for 'Possums! Charity Pumpkin Patch at Prometheus Esoterica Sat, 17 Oct at 11:00 am 3744 Howell Branch road, Winter Park, FL, United States, Florida 32792 NONPROFIT
Young Naturalist Explorers: Twilight Bat Hike Sat, 17 Oct at 06:00 pm Mead Botanical Garden USD 13 FITNESS
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
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
Masquerade Ballroom Dance Sun, 18 Oct at 04:00 pm 6904 Aloma Ave, Winter Park, FL, United States, Florida 32792 PARTIES
Assel Jean-Pierre | November 7 | Blue Bamboo Sat, 07 Nov at 08:00 pm Blue Bamboo Center For The Arts MUSIC
4th Annual Gala of Giving: 40 Years of Impact Black Tie Event Fri, 09 Oct at 05:00 pm Winter Park Events Center USD 162 HEALTH-WELLNESS
2026 PRSA Orlando Chapter Awards Gala & Annual Meeting Thu, 05 Nov at 06:00 pm Rice Family Pavilion USD 80 TO 105 MEETUPS
Candlelight: Best of Hip-Hop on Strings | Orlando Sat, 28 Nov at 08:30 pm Azalea Lodge at Mead Botanical Garden ENTERTAINMENT
Free Concert: Neil Diamond Tribute Show Mon, 02 Nov at 03:00 pm Winter Park Community Center FREE CONCERTS
CFAWL + Parents in the Law Committee Fall Festival Sat, 17 Oct at 02:30 pm High Park Pavillion, Baldwin Park FESTIVALS
Ultimate Santana Tribute Band | November 14 | Blue Bamboo Sat, 14 Nov at 08:00 pm Blue Bamboo Center For The Arts MUSIC
Allan Vache Swingtet | November 1 | Blue Bamboo Sun, 01 Nov at 03:00 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
Winter Park Murder Mystery: Solve the case! Sun, 01 Nov at 12:00 am Peacock Fountain USD 10 TRIPS-ADVENTURES
Burlesque Classes with Mystix Burlesque Wed, 19 Aug at 08:00 pm Momentum Dance Complex USD 18 FITNESS
Jeremiah's Spirit Night Wed, 21 Oct at 02:00 pm Jeremiah's Italian Ice (6864 Aloma Ave, Winter Park, FL)
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
Park Avenue Professionals Networking Event Tue, 11 Aug at 11:30 am Waterstone Mortgage - Winter Park, FL FREE BUSINESS