213 Upcoming Races Near Windermere, FL

Naughty or Nice 5K - Lake Mary

Lake Mary, FL

Sunday, December 13th, 2026

View details for race Naughty or Nice 5K - Lake Mary

Candy Cane Course - Orlando

Orlando, FL

Sunday, December 13th, 2026

1 Mile

10K

View details for race Candy Cane Course - Orlando

Santa's Run Fest

Winter Haven, FL

Saturday, December 19th, 2026

15K

10K

Trail

View details for race Santa's Run Fest

Santa Hustle Orlando

Kissimmee, FL

Saturday, December 19th, 2026

10K

View details for race Santa Hustle Orlando

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AdventHealth Santa's Twilight 5K - Downtown Cle...

Clermont, FL

Saturday, December 19th, 2026

View details for race AdventHealth Santa's Twilight 5K - Downtown Clermont

Holiday 5K, 10K, & 13.1M at DeBary, FL (51)

DeBary, FL

Saturday, December 19th, 2026

10K

Half

View details for race Holiday 5K, 10K, & 13.1M at DeBary, FL (51)

Ancient Oaks 100-Mile Endurance Run

Titusville, FL

Saturday, December 19th, 2026

Ultra

Fast

View details for race Ancient Oaks 100-Mile Endurance Run

Mount Dora Half Marathon & 5K

Mount Dora, FL

Saturday, December 19th, 2026

10K

Half

View details for race Mount Dora Half Marathon & 5K

Holiday Stress Buster 5K - 14th Annual

Lake Helen, FL

Thursday, December 24th, 2026

View details for race Holiday Stress Buster 5K - 14th Annual

The Ritz-Carlton Winter GLO 5k

Orlando, FL

Saturday, December 26th, 2026

View details for race The Ritz-Carlton Winter GLO 5k

Holiday 5K, 10K, & 13.1M at Deltona, FL (52)

Deltona, FL

Saturday, December 26th, 2026

10K

Half

View details for race Holiday 5K, 10K, & 13.1M at Deltona, FL (52)

Holiday Five

Winter Park, FL

Sunday, December 27th, 2026

Ultra

Marathon

Half

Trail

View details for race Holiday Five

Game On! Run for Responders 5K

Cocoa, FL

Saturday, January 2nd, 2027

View details for race Game On! Run for Responders 5K

Cheers to New Year's 5k Run/Walk - Orlando

Kissimmee, FL

Saturday, January 2nd, 2027

View details for race Cheers to New Year's 5k Run/Walk - Orlando

2026 WALT DISNEY WORLD® Marathon Weekend presen...

Orlando, FL

Wednesday, January 6th, 2027

10K

Half

View details for race 2026 WALT DISNEY WORLD® Marathon Weekend presented by State Farm® With A Running Passion

TECH CORPS Charity Group Registration (2027 Wal...

Kissimmee, FL

Thursday, January 7th, 2027

10K

Half

View details for race TECH CORPS Charity Group Registration (2027 Walt Disney World® Marathon Weekend)

2027 Walt Disney World® Marathon Weekend

Orlando, FL

Thursday, January 7th, 2027

10K

Half

View details for race 2027 Walt Disney World® Marathon Weekend

Shark Bite Half Marathon & 5k

New Smyrna Beach, FL

Saturday, January 16th, 2027

10K

Half

View details for race Shark Bite Half Marathon & 5k

Chasing the Dream 5K -MLK Day Celebration

Orlando, FL

Monday, January 18th, 2027

View details for race Chasing the Dream 5K -MLK Day Celebration

Wild Florida 5K

Orlando, FL

Saturday, January 30th, 2027

Trail

View details for race Wild Florida 5K

Lake Mary's 9th Annual Run with a Hero 5K and K...

Lake Mary, FL

Saturday, January 30th, 2027

View details for race Lake Mary's 9th Annual Run with a Hero 5K and Kids Run Sponsored by Orlando Health

Patriot Pride 5k

Altamonte Springs, FL

Saturday, January 30th, 2027

View details for race Patriot Pride 5k

Town of Celebration Marathon & Half Marathon

Celebration, FL

Sunday, January 31st, 2027

Marathon

Half

Fast

View details for race Town of Celebration Marathon & Half Marathon

Camp Boggy Creek 5K Fun Run and Gravel Ride

Eustis, FL

Saturday, February 6th, 2027

10 Miles

View details for race Camp Boggy Creek 5K Fun Run and Gravel Ride

6th Annual School Spirit Run & Kids Run IGNITED...

Orlando, FL

Saturday, February 6th, 2027

Fast

View details for race 6th Annual School Spirit Run & Kids Run IGNITED By Addition Financial

AdventHealth Nighthawk Trail Run - Night Owl 5K...

Lakeland, FL

Saturday, February 6th, 2027

15K

10K

Trail

View details for race AdventHealth Nighthawk Trail Run - Night Owl 5K and Coyote 10K

The Hunt for Sasquatch

Mulberry, FL

Saturday, February 6th, 2027

10K

1 Mile

Trail

View details for race The Hunt for Sasquatch

6th Annual Run for the Cherubs 5K & Walk benefi...

Saint Cloud, FL

Saturday, February 6th, 2027

View details for race 6th Annual Run for the Cherubs 5K & Walk benefiting Orlando Health Winnie Palmer Hospital for Women & Babies

Cherrylake Farm Races presented by Orlando Health

Groveland, FL

Saturday, February 6th, 2027

10K

View details for race Cherrylake Farm Races presented by Orlando Health

Husky Hearts 5K

Lake Helen, FL

Saturday, February 13th, 2027

1 Mile

View details for race Husky Hearts 5K

Run for Resilience 5K

Orlando, FL

Saturday, February 13th, 2027

Fast

View details for race Run for Resilience 5K

SDC 2027 (Strawberry Distance Challenge)

Plant City, FL

Saturday, February 13th, 2027

10K

1 Mile

Fast

View details for race SDC 2027 (Strawberry Distance Challenge)

AdventHealth Lake Apopka Scenic Trail 30K Run, ...

Apopka, FL

Saturday, February 13th, 2027

Ultra

Half

Trail

View details for race AdventHealth Lake Apopka Scenic Trail 30K Run, 8 Miler & 5K

Bigfoot Challenge 5k/8k Presidents’ Day

Clermont, FL

Sunday, February 14th, 2027

View details for race Bigfoot Challenge 5k/8k Presidents’ Day

Florida Five

Apopka, FL

Thursday, February 18th, 2027

Marathon

Half

10K

View details for race Florida Five

Boone Brave Run

Orlando, FL

Saturday, February 20th, 2027

View details for race Boone Brave Run

TECH CORPS Charity Group Registration (Princess...

Kissimmee, FL

Friday, February 26th, 2027

10K

15K

View details for race TECH CORPS Charity Group Registration (Princess Half Marathon Weekend 2027)

Inua 5k

Orlando, FL

Saturday, February 27th, 2027

Trail

View details for race Inua 5k

HOPE's 16th Annual Sham Rock N Run 5k

Oviedo, FL

Saturday, March 6th, 2027

View details for race HOPE's 16th Annual Sham Rock N Run 5k

OCBA Law Day 5K - 13th Annual

Orlando, FL

Saturday, March 6th, 2027

View details for race OCBA Law Day 5K - 13th Annual

Best Damn Race Orlando

Orlando, FL

Saturday, March 6th, 2027

Half

10K

View details for race Best Damn Race Orlando

Chuck Wagon 5K Run/Walk

Titusville, FL

Saturday, March 6th, 2027

View details for race Chuck Wagon 5K Run/Walk

AdventHealth Great Clermont Triathlon

Clermont, FL

Sunday, March 7th, 2027

Ultra

1 Mile

View details for race AdventHealth Great Clermont Triathlon

LSSC Shamrock Shuffle

Clermont, FL

Saturday, March 13th, 2027

1 Mile

10K

Trail

View details for race LSSC Shamrock Shuffle

Formosa Spiked Apple 5k

Kissimmee, FL

Sunday, March 14th, 2027

View details for race Formosa Spiked Apple 5k

The Spring Rising

Oviedo, FL

Saturday, March 20th, 2027

1 Mile

10K

Trail

View details for race The Spring Rising

AdventHealth Lake Minneola Half Marathon, 10K a...

Clermont, FL

Sunday, March 21st, 2027

Half

10K

Trail

View details for race AdventHealth Lake Minneola Half Marathon, 10K and 5K

Keel Farms Spiked Apple 5k

Plant City, FL

Saturday, March 27th, 2027

View details for race Keel Farms Spiked Apple 5k

Amazing Race For Charity

Eustis, FL

Saturday, April 3rd, 2027

View details for race Amazing Race For Charity

Run with Howie 5k Fun Run

Oviedo, FL

Saturday, April 3rd, 2027

View details for race Run with Howie 5k Fun Run

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