Florida
Running in Winter Garden, Florida
RaceRove lists 54 upcoming races in Winter Garden.
- Upcoming, date confirmed
- 54
- Active listings
- 67
Winter Garden races by distance
Upcoming races in Winter Garden
All 54 with a confirmed date, soonest first.
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Dream Finders Homes 12Ks of Christmas, Christmas 5k & Kids RacesWinter Garden, FL12K5K1K ~6,174 runners
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TECH CORPS Charity Group Registration (2027 Walt Disney World Marathon Weekend)Kissimmee, FLMarathon5K10K39.3 Miles +1 more
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Florida Five (Five Days, Five Different Locations, Five Distances to choose from)Apopka, FL31.068 Miles10K5K
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Florida ANVIL Ultra TriathlonClermont, FLDouble ANVIL Relay - 3 Person TeamDouble ANVIL Relay - 2 Person TeamDouble ANVIL TriathlonDo
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TECH CORPS Charity Group Registration (Princess Half Marathon Weekend 2027)Kissimmee, FLHalf Marathon5K10K19.3 Miles
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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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TECH CORPS Charity Group Registration (runDisney 2027 Springtime Surprise Weekend)Kissimmee, FL5K10K19.3 Miles
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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 Garden
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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AdventHealth Great Floridian Multisport FestivalClermont, FL Usually held in October · next date not announced9.3 Miles5K ~23,500 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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AdventHealth Clermont Clay 15K & 5KClermont, FL Usually held in October · next date not announced9.3 Miles5K ~11,200 runners
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Dream Finders Homes 12Ks of Christmas, Christmas 5k & Kids RacesWinter Garden, FL12K5K1K ~6,174 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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AdventHealth Great Floridian Multisport FestivalClermont, FL Usually held in October · next date not announced9.3 Miles5K ~23,500 runners
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AdventHealth Clermont Clay 15K & 5KClermont, FL Usually held in October · next date not announced9.3 Miles5K ~11,200 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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Margaritaville Run Orlando Half Marathon, 10K & 5KKissimmee, FL Usually held in September · next date not announcedHalf Marathon5K10K ~500 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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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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Orlando Health Town of Windermere Run Among the Lakes 5K & 10KWindermere, FL Usually held in October · next date not announced5K10K
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Pumpkin Patch Dash 5KWinter Garden, FL Usually held in October · next date not announced5K880 Yards
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Rotary Club of Kissimmee West presents the Rise & Run 5K @ NEOCITYKissimmee, FL Usually held in October · next date not announced5K
Run clubs in Winter Garden
- No clubs listed yet
- RaceRove hasn't verified a local running club in Winter Garden yet — only real, checked clubs are ever listed.
Guides for Winter Garden
- Spectator Guide Dream Finders Homes Hippity Hop 5K Spectator Guide Large holiday race in Winter Garden. Base at the start/finish area.
- Spectator Guide Dream Finders Homes 12Ks of Christmas Spectator Guide Large holiday race in Winter Garden. Base at the start/finish area.
- Spectator Guide Dream Finders Homes Lucky Charm Spectator Guide Large race in Winter Garden. Base at the start/finish area.
Keep exploring
Running in Winter Garden, Florida: common questions
- How many races are there in Winter Garden, Florida?
- RaceRove currently lists 54 upcoming races in Winter Garden with a confirmed date.
- What is the biggest race in Winter Garden?
- By estimated field size, the largest race listed in Winter Garden is the Disney Star Wars Rival Run Weekend, with about 25,000 runners across all of its distances.
Search every race in Winter Garden
Filter by distance, month and course profile, then save races to a shortlist.