304 Upcoming Races Near Winter Park, FL

Sat, May 15, 20271 race

Pirate 5K, 10K, & 13.1M at DeBary, FL (20)

DeBary, FL

5K, 10K, Half

Sat, May 22, 20273 races

Squirrel 5K, & 10K at Melbourne, FL (21)

Melbourne, FL

5K, 10K

Squirrel 5K, 10K, & 13.1M at Deltona, FL (21)

Deltona, FL

5K, 10K, Half

Ole Ole 5K - St. Cloud

St. Cloud, FL

5K

Sat, May 29, 20275 races

Winter Park 50K, Marathon, Half, 10K & 5K – MileBuilt Cady Way Bridge Memorial Day 3-Day Challenge

Winter Park, FL

Ultra, Marathon, Half

Doughnut Day 5K

Lake Mary, FL

5K

Remember & Honor - Memorial Day 5k

Orlando, FL

5K

Medal Madness 5K, 10K, & 13.1M at Deland, FL (22)

Deland, FL

5K, 10K, Half

Sun, May 30, 20271 race

USA Beach Running Championships

Cocoa Beach, FL

5K, 10K, 15K

Sat, Jun 5, 20273 races

Treat Trot-Orlando

Orlando, FL

5K, 10K, 15K

Medal Madness 5K, 10K, & 13.1M at DeBary, FL (23)

DeBary, FL

5K, 10K, Half

Don't Panic 2K

Daytona Beach, FL

Sat, Jun 12, 20271 race

Luau 5K, 10K, & 13.1M at Deland, FL (24)

Deland, FL

5K, 10K, Half

Sun, Jun 13, 20271 race

AdventHealth Cool Sommer Mornings Triathlon-Duathlon-5K Series #1

Clermont, FL

5K, Ultra

Sat, Jun 19, 20273 races

Squirrel 5K, 10K, & 13.1M at DeBary, FL (25)

DeBary, FL

5K, 10K, Half

The Florida Run LEFTOVER Trail Race

Clermont, FL

Squirrel 5K & 10K at Merritt Island, FL (25)

Merritt Island, FL

5K, 10K

Sat, Jun 26, 20273 races

Independence Double (Two Days, Five Distances to choose from)

Winter Park, FL

5K, 10K, Half

Medal Madness 5K, 10K, & 13.1M at Deltona, FL (26)

Deltona, FL

5K, 10K, Half

Medal Madness 5K & 10K, Melbourne, FL (26)

Melbourne, FL

5K, 10K

Sat, Jul 3, 20271 race

Stars & Strides 5K

Lake Butler, FL

5K

Sun, Jul 4, 20271 race

AdventHealth Clermont Freedom 5K presented by Live Trends Design Group

Clermont, FL

5K

Sat, Jul 10, 20271 race

Eagle 5K, 10K, & 13.1M at Deland, FL (28)

Deland, FL

5K, 10K, Half

Sun, Jul 11, 20271 race

AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #2

Clermont, FL

5K, Ultra

Sat, Jul 17, 20273 races

Medal Madness 5K, 10K, & 13.1M at DeBary, FL (29)

DeBary, FL

5K, 10K, Half

Heatwave Half Marathon/5K/10K - Orlando

Orlando, FL

1 Mile, 5K, 10K

Medal Madness 5K & 10K at Merritt Island, FL (29)

Merritt Island, FL

5K, 10K

Sat, Jul 31, 20271 race

Medal Madness 5K, 10K, & 13.1M at Deland, FL (31)

Deland, FL

5K, 10K, Half

Sat, Aug 7, 20271 race

Squirrel 5K, 10K, & 13.1M at DeBary, FL (32)

DeBary, FL

5K, 10K, Half

Sun, Aug 8, 20271 race

AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #3

Clermont, FL

5K, Ultra

Sat, Aug 14, 20271 race

Medal Madness 5K, 10K, & 13.1M at Deland, FL (33)

Deland, FL

5K, 10K, Half

Sat, Aug 21, 20271 race

Summer Sizzler 5K/10K/15K - Orlando

Orlando, FL

1 Mile, 10K

Sat, Aug 28, 20271 race

Ninja 5K, 10K, & 13.1M at Deltona, FL (35)

Deltona, FL

5K, 10K, Half

Fri, Sep 3, 20271 race

DeBary 50K, Marathon, Half, 10K & 5K – MileBuilt Gemini Springs Labor Day 4-Day Challenge

DeBary, FL

Ultra, Marathon, Half

Sat, Sep 4, 20271 race

Labor Day Triple (Three Days, Five Distances to choose from)

Winter Park, FL

Marathon, Half, 10K

Sun, Sep 5, 20271 race

The Ritz-Carlton Grande Labor Day Weekend 5K & Yoga Master Class

Orlando, FL

5K

Sun, Sep 12, 20271 race

AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #4

Clermont, FL

5K, Ultra

Sat, Sep 18, 20272 races

Triple-H 5k Run and Walk

Orlando, FL

5K

Golden Harvest Half Marathon & 5K/10K - Orlando

Orlando, FL

1 Mile, 5K, 10K

Sat, Sep 25, 20272 races

2027 PRE-SALE Margaritaville Run Orlando Half Marathon, 10K & 5K

Kissimmee, FL

Half, 10K, 5K

Medal Madness 5K, & 10K at Melbourne, FL (39)

Melbourne, FL

5K, 10K

Sun, Sep 26, 20271 race

M Family Foundation's 2027 Superhero Race Against Cancer 5K

Celebration, FL

5K