All Upcoming events

• Sat, 28 Mar, 2026 - 07:00 AM

  AdventHealth Winter Park Road Race 10k and 2 Mile

  Park Avenue Central Park

  247+ Interested
• Sun, 15 Feb, 2026 - 07:30 PM

  VOCES8 in Winter Park

  Knowles Memorial Chapel
• Sat, 17 Jan, 2026 - 07:30 AM

  Park Ave 5k Presented by AdventHealth

  Stage at Central Park

  351+ Interested
• Sat, 14 Feb, 2026 - 07:30 AM

  AdventHealth Run 4 Love 4 Mile

  250 Perth Ln, Winter Park, FL 32792, United States

  428+ Interested
• Mon, 09 Feb, 2026 - 12:00 PM

  Free for Seniors: Solo Mio

  Aloma Cinema Grill

  9+ Interested

  |

  Free
• Sat, 14 Mar, 2026 - 08:00 AM

  Smile Mile - Kids Run

  Blue Jacket Park

  104+ Interested
• Thu, 12 Feb, 2026 - 06:30 PM

  Candlelight: Valentine's Day Special - Winter Park

  1300 S Denning Dr, Winter Park, FL

  5+ Interested
• Sun, 18 Jan, 2026 - 11:00 AM

  24th Annual MLK Celebration Unity Heritage Festival

  Winter Park Community Center

  Free
• Thu, 29 Jan, 2026 - 07:00 PM

  Free Movie: Signing Tony Raymond

  Aloma Cinema Grill

  Free
• Sun, 18 Jan, 2026 - 06:00 PM

  Fete Minuet: The Sequel 2026

  Winter Park Farmers' Market

  USD 30
• Thu, 22 Jan, 2026 - 07:00 PM

  Candlelight: Best of Hip-Hop

  Mead Botanical Garden

  6+ Interested
• Wed, 04 Feb, 2026 - 07:00 PM

  Candlelight: Tribute to Adele

  Mead Botanical Garden
• Thu, 04 Jun, 2026 - 09:00 AM

  Rollins Men’s Soccer Elite Overnight Camps 2026

  Cahall-Sandspur Field

  USD 470
• Sat, 21 Feb, 2026 - 06:00 PM

  2026 Winter Park Fashion Week Show

  Full Sail Live

  USD 150
• Wed, 14 Jan, 2026 - 04:30 PM

  Free for Seniors: Winter Park Scenic Boat Tour

  Scenic Boat Tour

  Free
• Sat, 21 Feb, 2026 - 07:30 AM

  Fiddler's Green Charity 5K

  Mead Botanical Garden

  220+ Interested
• Sat, 24 Jan, 2026 - 06:00 PM

  Glow With The Flow Annual Car Show

  Dunkin'
• Sun, 11 Jan, 2026 - 05:00 PM

  MamboYá Social

  The Trap

  20+ Interested
• Fri, 16 Jan, 2026 - 06:00 PM

  Girl Scout Father Daughter Dance

  St Margaret Mary Catholic Church

  Free
• Fri, 20 Feb, 2026 - 07:30 PM

  Concertos by Candlelight: Guilmant, Paganini, Rachmaninoff

  Knowles Memorial Chapel

  13+ Interested
• Sat, 14 Feb, 2026 - 09:30 AM

  Common Read - Session II: Caffeine and Conversation

  Writer's Block Bookstore

  Free
• Sun, 22 Feb, 2026 - 03:00 PM

  Age of Enlightenment: Haydn, Mozart, Beethoven

  Knowles Memorial Chapel

  36+ Interested
• Thu, 05 Feb, 2026 - 12:00 PM

  Free Matinee for Seniors: Sarah’s Oil

  Aloma Cinema Grill

  Free
• Sun, 25 Jan, 2026 - 05:15 PM

  Sourdough Pizza (Winter Park)

  The Ancient Olive Gourmet of Winter Park

  USD 82
• Sat, 07 Feb, 2026 - 07:00 AM

  The Rebel Run 5K Returns | Running Black History Forward

  Martin Luther King, Jr. Park

  USD 23
• Sun, 18 Jan, 2026 - 06:00 PM

  GROOVE SLAYERS - Saturday Dance Fever! LIVE at Aloma Cinema Grill

  Aloma Cinema Grill

  USD 25
• Sat, 07 Mar, 2026 - 09:00 AM

  2nd Annual Winter Park YMCA Car Show

  1201 N Lakemont Ave, Winter Park, FL

  25+ Interested
• Sat, 31 Jan, 2026 - 07:00 PM

  YOGA BLISS - A Musical Journey to Inner Peace- Free Concert

  Bush Auditorium

  6+ Interested

  |

  Free
• Thu, 09 Apr, 2026 - 06:30 PM

  Bonsai & Cheers -Forward/Slash - L&J Nursery - Barbados Cherry

  Forward Slash Distillery & Blending House

  USD 75
• Tue, 26 May, 2026 - 09:00 AM

  Rollins Summer Co-Ed Indoor Camp 2026

  Alfond Sports Center

  USD 294
• Tue, 03 Feb, 2026 - 07:00 PM

  Dinosaur Pile Up at Conduit

  Conduit
• Sun, 01 Mar, 2026 - 03:00 PM

  St. John Passion | J.S. Bach

  Knowles Memorial Chapel

  40+ Interested
• Fri, 06 Feb, 2026 - 09:00 AM

  Know Your Numbers - February 5, 2026 at Celebration Gardens

  Celebration Gardens

  USD 59
• Thu, 12 Mar, 2026 - 06:30 PM

  Bonsai & Cheers -Forward/Slash - L&J Nursery - Bahama Berry

  Forward Slash Distillery & Blending House

  USD 75
• Thu, 12 Feb, 2026 - 06:30 PM

  Bonsai & Cheers -Forward/Slash - L&J Nursery - Umbrella Tree

  Forward Slash Distillery & Blending House

  USD 75
• Fri, 23 Jan, 2026 - 07:00 PM

  Bobby Jo Valentine Concert

  St Richard's Episcopal Church

  USD 13
• Sat, 25 Apr, 2026 - 07:30 PM

  Silver Screen Classics

  Knowles Memorial Chapel

  36+ Interested
• Sat, 02 May, 2026 - 04:30 PM

  Derby on Park (Kentucky Derby Party)

  Winter Park Events Center

  343+ Interested
• Fri, 23 Jan, 2026 - 07:00 PM

  BachataYá

  The Trap

  48+ Interested
• Tue, 24 Feb, 2026 - 10:00 AM

  Modern Nurse Fest Florida

  Winter Park Community Center

  Free
• Sun, 21 Jun, 2026 - 06:30 PM

  BAD TIME RECORDS TOUR 2026 - K*ll Lincoln + JER + Bad Operation @ Conduit

  Conduit

  12+ Interested
• Tue, 13 Jan, 2026 - 06:00 PM

  Park Ave 5k Course Preview at lululemon Winter Park

  lululemon

  Free
• Sat, 31 Jan, 2026 - 10:00 AM

  New Year, New Keys!...FREE Homebuying Seminar

  2699 Lee Rd suite 600

  Free
• Fri, 13 Feb, 2026 - 06:00 PM

  Galentine’s Day: DIY Sugar Scrub Workshop

  The Spa at The Alfond Inn

  USD 30
• Sat, 28 Feb, 2026 - 07:00 PM

  Ultimate Santana Tribute LIVE at Aloma Cinema Grill in Winter Park, FL

  Aloma Cinema Grill

  USD 22