Florida
Running in Winter Park, Florida
RaceRove lists 61 upcoming races in Winter Park.
- Upcoming, date confirmed
- 61
- Active listings
- 96
Winter Park races by distance
Upcoming races in Winter Park
The next 60 of 61 with a confirmed date, soonest first.
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AdventHealth Presents the Central Florida Legends Marathon, Half Marathon and 5KDeBary, FLMarathonHalf Marathon5K ~6,375 runners
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Dream Finders Homes 12Ks of Christmas, Christmas 5k & Kids RacesWinter Garden, FL12K5K1K ~6,174 runners
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Florida Five (Five Days, Five Different Locations, Five Distances to choose from)Apopka, FL31.068 Miles10K5K
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Disney Princess Half Marathon WeekendOrlando, FLHalf Marathon10K5K (plus Fairytale Challenge) ~20,000 runners
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Disney Star Wars Rival Run WeekendLake Buena Vista, FL5K10KHalf MarathonRival Run Challenge (10K + Half = 19.3 mi) ~25,000 runners
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Disney Springtime Surprise WeekendLake Buena Vista, FL5K10K10-MilerSpringtime Surprise Challenge (19.3 mi) ~20,000 runners
Dates come from each race's own listing. Always confirm on the organiser's site before you book travel.
Largest races in Winter Park
By estimated field size across all distances at the event.
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Disney Star Wars Rival Run WeekendLake Buena Vista, FL5K10KHalf MarathonRival Run Challenge (10K + Half = 19.3 mi) ~25,000 runners
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Disney Princess Half Marathon WeekendOrlando, FLHalf Marathon10K5K (plus Fairytale Challenge) ~20,000 runners
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Disney Springtime Surprise WeekendLake Buena Vista, FL5K10K10-MilerSpringtime Surprise Challenge (19.3 mi) ~20,000 runners
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Disney Wine & Dine Half Marathon WeekendOrlando, FL Usually held in October · next date not announcedHalf Marathon10K5K ~15,000 runners
Annual events awaiting their next date
These races are held every year, but the next date isn't in the listing yet. The month shown is when each is usually held.
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Disney Wine & Dine Half Marathon WeekendOrlando, FL Usually held in October · next date not announcedHalf Marathon10K5K ~15,000 runners
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U Can Finish 5 Mile & 2 MileOrlando, FL Usually held in October · next date not announced5 Mile2 MileDistance Dare (both) ~2,500 runners
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IACP Police Chase 5K at SeaWorld OrlandoOrlando, FL Usually held in October · next date not announced5K ~700 runners
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PawPals Endeavor: Spoooky Edition 2026 and PawPals 4 Life 5kSorrento, FL Usually held in October · next date not announced5K ~531 runners
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Exclusive Endurance Mid-Distance Track MeetWinter Park, FL Usually held in August · next date not announced5K3K1500m800m
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Florida Breast Cancer Foundation Race 2 Cure 5k and Tribute WalkOviedo, FL Usually held in October · next date not announced5K1 Mile
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Haunted 5K & 10K at Orlando, FL (41)Orlando, FL Usually held in October · next date not announced5K10K
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Haunted 5K, 10K, & 13.1M at DeBary, FL (40)DeBary, FL Usually held in October · next date not announced5K10K
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Haunted 5K, 10K, & 13.1M at DeBary, FL (42)DeBary, FL Usually held in October · next date not announced5K10K
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Healthy Kids Running Series Fall - Hunters Creek, FLOrlando, FL Usually held in September · next date not announcedKids Run
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Healthy Kids Running Series Fall - Oviedo, FLOviedo, FL Usually held in September · next date not announcedKids Run
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Hickory Hammock 5K & Kids Fun RunWinter Garden, FL Usually held in September · next date not announced5K
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Lutheran Counseling Services: We Care 5KLongwood, FL Usually held in October · next date not announced5K
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Medal Madness 5K & 10K at Orlando, FL (37)Orlando, FL Usually held in September · next date not announced5K10K
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Medal Madness 5K, 10K, & 13.1M at DeBary, FL (36)DeBary, FL Usually held in September · next date not announced5K10K
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Medal Madness 5K, 10K, & 13.1M at DeBary, FL (38)DeBary, FL Usually held in September · next date not announced5K10K
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Ninja5K & 10K at Orlando, FL (32)Orlando, FL Usually held in August · next date not announced5K10K
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OCA's Monster DashOrlando, FL Usually held in October · next date not announced5KFamily StrollFun Run
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Orlando Health Town of Windermere Run Among the Lakes 5K & 10KWindermere, FL Usually held in October · next date not announced5K10K
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Pearlie Mae Ford Presents: Pink in the Park Breast Cancer Awareness 5K WalkSanford, FL Usually held in October · next date not announced5K
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Pumpkin Patch Dash 5KWinter Garden, FL Usually held in October · next date not announced5K880 Yards
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SeaWorld's Howl-O-Sprint 5K Run & WalkOrlando, FL Usually held in September · next date not announced5K
Run clubs in Winter Park
- No clubs listed yet
- RaceRove hasn't verified a local running club in Winter Park yet — only real, checked clubs are ever listed.
Guides for Winter Park
Keep exploring
Running in Winter Park, Florida: common questions
- How many races are there in Winter Park, Florida?
- RaceRove currently lists 61 upcoming races in Winter Park with a confirmed date.
- What is the biggest race in Winter Park?
- By estimated field size, the largest race listed in Winter Park is the Disney Star Wars Rival Run Weekend, with about 25,000 runners across all of its distances.
Search every race in Winter Park
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