Upcoming running events in Winter Park, FL

• Sat, 17 Jan, 2026 - 07:30 AM

  Park Ave 5k Presented by AdventHealth

  Stage at Central Park

  351+ Interested
• Sat, 14 Mar, 2026 - 08:00 AM

  Smile Mile - Kids Run

  Blue Jacket Park

  104+ Interested
• Sat, 07 Feb, 2026 - 07:00 AM

  The Rebel Run 5K Returns | Running Black History Forward

  Martin Luther King, Jr. Park

  USD 23
• Sun, 08 Feb, 2026 - 02:00 PM

  Ladies Chocolate Run Winter Park

  AJ Chocolate House USA

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

  Park Ave 5k Course Preview at lululemon Winter Park

  lululemon

  Free
• Sat, 31 Jan, 2026 - 10:30 AM

  Push Your Pace with Pure Barre & TrackShack

  The Ravenous Pig Beer Garden

  USD 23