Candlelight: Tribute to Queen Fri, 06 Nov at 08:30 pm Orlando Museum of Art USD 38 TO 95 ENTERTAINMENT
Boards & Bottles: Build Your Own Charcuterie Board & Wine Tasting Wed, 04 Nov at 07:00 pm The Alfond Inn at Rollins College USD 76 FITNESS
Candlelight: Vivaldi's Four Seasons Thu, 19 Nov at 08:45 pm Orlando Museum of Art USD 56 TO 85 ENTERTAINMENT
Candlelight: Tribute to Taylor Swift Thu, 19 Nov at 06:30 pm Mead Botanical Garden CANDLELIGHT-CONCERTS
Candlelight: Queen vs. ABBA | Orlando Fri, 16 Oct Azalea Lodge at Mead Botanical Garden CANDLELIGHT-CONCERTS
Candlelight: Tribute to Taylor Swift Thu, 19 Nov at 06:30 pm Orlando Museum of Art USD 42 TO 61 ENTERTAINMENT
AdventHealth Lady Track Shack Sat, 07 Nov at 07:30 am 251 N Park Ave, Winter Park, FL 32789, United States HEALTH-WELLNESS
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
Annual Longwood Luau Sat, 07 Nov at 04:00 pm 3592 Aloma Ave Suite 2, Winter Park, FL, United States, Florida 32792 ART
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 FITNESS
ROLLINS SOFTBALL 2026 PROSPECT CAMPS Sat, 07 Nov at 10:00 am Rollins Softball Stadium at Martin Luther King, Jr Park USD 232 FITNESS
Candlelight: Mozart vs. Beethoven Wed, 23 Dec at 06:00 pm Orlando Museum of Art USD 36 TO 101 ENTERTAINMENT
Assel Jean-Pierre | November 7 | Blue Bamboo Sat, 07 Nov at 08:00 pm Blue Bamboo Center For The Arts MUSIC
Candlelight: Queen vs. ABBA Tribute Sun, 06 Dec at 08:45 pm Mead Botanical Garden CANDLELIGHT-CONCERTS
One Night - Two Rock Tributes! Led Zeppelin AND Heart! Fri, 06 Nov at 07:30 pm Aloma Cinema Grill USD 29 TO 39 MUSIC
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
Winter Park Murder Mystery 2: Crime on Date Night! Sun, 01 Nov at 12:00 am Winter Park Historical Association USD 15 TRIPS-ADVENTURES
Candlelight: Christmas Classics Fri, 18 Dec at 06:00 pm Orlando Museum of Art USD 44 TO 90 ENTERTAINMENT
Candlelight: Best of Hip-Hop on Strings | Orlando Sat, 28 Nov at 08:30 pm Azalea Lodge at Mead Botanical Garden ENTERTAINMENT
Jeff Rupert Quartet | October 30 | Blue Bamboo Fri, 30 Oct at 08:00 pm Blue Bamboo Center For The Arts ENTERTAINMENT
Winter Park Murder Mystery: Solve the case! Sun, 01 Nov at 12:00 am Peacock Fountain USD 10 TRIPS-ADVENTURES
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
2026 PRSA Orlando Chapter Awards Gala & Annual Meeting Thu, 05 Nov at 06:00 pm Rice Family Pavilion USD 80 TO 105 FITNESS
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
Candlelight: Vivaldi's Four Seasons Thu, 19 Nov at 08:45 pm Mead Botanical Garden CANDLELIGHT-CONCERTS
Candlelight: Tribute to The Beatles Fri, 06 Nov at 06:00 pm Orlando Museum of Art USD 38 TO 101 CANDLELIGHT-CONCERTS
Candlelight: Tribute to Dolly Parton Sun, 27 Dec at 08:30 pm Orlando Museum of Art USD 47 TO 93 ENTERTAINMENT
P.E.E., Soap Box Derby, gapyear, and Punxsutawney in Orlando Thu, 19 Nov at 07:00 pm Conduit USD 30 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
Allan Vache Swingtet | November 1 | Blue Bamboo Sun, 01 Nov at 03:00 pm Blue Bamboo Center For The Arts MUSIC
Mani & Mahi - November | Open Play Event Sun, 08 Nov at 04:00 pm Embellished nails and brow bar USD 50 FITNESS
The Jury Experience – The Deadly Boat Ride Sun, 20 Dec at 04:30 pm Orlando Museum of Art USD 48 TO 77 ART
The Porch in Winter Park, Florida - Doc Probes - Beach & Buffett Thu, 12 Nov at 05:30 pm The Porch Winter Park PARTIES
Candlelight: Christmas Classics Thu, 17 Dec at 06:30 pm Azalea Lodge at Mead Garden USD 46 TO 112 ENTERTAINMENT
Michael Andrew & Ray Gelato | November 20 | Blue Bamboo Fri, 20 Nov at 08:00 pm Blue Bamboo Center For The Arts MUSIC
Children's Theater in the Garden: "Robin Hood" Sun, 11 Oct at 09:30 am Mead Botanical Garden USD 162 ART
Halloween Boo Bash Fri, 30 Oct at 06:00 pm 1595 S Semoran Blvd building 7 suite 1503 USD 13 ENTERTAINMENT
Vivacity Presents: A Vintage Christmas | December 5 | Blue Bamboo Sat, 05 Dec at 03:00 pm Blue Bamboo Center For The Arts MUSIC
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 Juan Luis Guerra Sat, 26 Dec at 08:30 pm Orlando Museum of Art USD 39 TO 93 ENTERTAINMENT
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
Jennifer Lynn Barnes 'Dangerous Impulses': Book Launch Thu, 05 Nov at 06:00 pm Trinity Preparatory School USD 36 ART
Three Courses of Terror! | Aloma Cinema Grill Triple Feature Screening Mon, 02 Nov at 07:00 pm Aloma Cinema Grill USD 10 FITNESS
The Group Chat Presents: Episode 11/15 — The Soft Launch Sun, 15 Nov at 03:00 pm Momentun Creative studio USD 27 FITNESS
Palm Beach Society Orchestra | November 29 | Blue Bamboo Sun, 29 Nov at 03:00 pm Blue Bamboo Center For The Arts ENTERTAINMENT
Football Watch Party at Friendly Confines - Rutgers Sat, 31 Oct at 12:30 pm Friendly Confines 3088 Aloma Ave. Winter Park, FL 32792 SPORTS
Halloween at MOOYAH: Kids Eat Free! 🎃 Fri, 30 Oct at 04:00 pm 1040 N Orlando Ave Ste 102, Winter Park, FL 32789 KIDS
Spooky Halloween Fusion Dance with DJ ⚡Volter and Teacher Steven LeWinter! Sun, 01 Nov at 06:00 pm Winter Park Ballroom Dance Co. WORKSHOPS
Candlelight: Tribute to Adele Sat, 28 Nov at 06:00 pm Orlando Museum of Art USD 39 TO 87 ENTERTAINMENT
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
Orlando Jazz Orchestra Holiday Show | December 6 | Blue Bamboo Sun, 06 Dec at 03:00 pm Blue Bamboo Center For The Arts MUSIC
2026 Trunk or Treat Fri, 30 Oct at 06:00 pm 3377 Aloma Ave, Winter Park, FL 32792-3999, United States
Free Gipsy Guitar Show: Sponsored by Charter Research Thu, 29 Oct at 07:00 pm Aloma Cinema Grill FREE MUSIC