196 Upcoming 5K Races Near Windermere, FL

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

2027 Walt Disney World® Marathon Weekend

Orlando, FL

Thursday, January 7th, 2027

10K

Half

View details for race 2027 Walt Disney World® Marathon Weekend

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)

Shark Bite Half Marathon & 5k

New Smyrna Beach, FL

Saturday, January 16th, 2027

10K

Half

View details for race Shark Bite Half Marathon & 5k

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Chasing the Dream 5K -MLK Day Celebration

Orlando, FL

Monday, January 18th, 2027

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

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

Wild Florida 5K

Orlando, FL

Saturday, January 30th, 2027

Trail

View details for race Wild Florida 5K

The Tumbleweed Run & Gravel Ride!

Eustis, FL

Saturday, February 6th, 2027

10 Miles

View details for race The Tumbleweed Run & Gravel Ride!

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

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

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

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

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)

Run for Resilience 5K

Orlando, FL

Saturday, February 13th, 2027

Fast

View details for race Run for Resilience 5K

Husky Hearts 5K

Lake Helen, FL

Saturday, February 13th, 2027

1 Mile

View details for race Husky Hearts 5K

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 Presidents’ Day

Clermont, FL

Sunday, February 14th, 2027

1 Mile

View details for race Bigfoot Challenge 5k 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

OCBA Law Day 5K - 13th Annual

Orlando, FL

Saturday, March 6th, 2027

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

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

Chuck Wagon 5K Run/Walk

Titusville, FL

Saturday, March 6th, 2027

View details for race Chuck Wagon 5K Run/Walk

Best Damn Race Orlando

Orlando, FL

Saturday, March 6th, 2027

Half

10K

View details for race Best Damn Race Orlando

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

Run with Howie 5k Fun Run

Oviedo, FL

Saturday, April 3rd, 2027

View details for race Run with Howie 5k Fun Run

2027 runDisney Springtime Surprise Weekend with...

Orlando, FL

Friday, April 9th, 2027

10K

10 Miles

View details for race 2027 runDisney Springtime Surprise Weekend with A Running Passion

TECH CORPS Charity Group Registration (runDisne...

Kissimmee, FL

Friday, April 9th, 2027

10K

15K

View details for race TECH CORPS Charity Group Registration (runDisney 2027 Springtime Surprise Weekend)

Light the Path Fun Run and Walk

Orlando, FL

Saturday, April 10th, 2027

View details for race Light the Path Fun Run and Walk

The Florida Run @ Colt Creek State Park

Lakeland, FL

Saturday, April 17th, 2027

Half

10K

Trail

Fast

View details for race The Florida Run @ Colt Creek State Park

Catch Me If You Can 5k

Plant City, FL

Saturday, April 24th, 2027

View details for race Catch Me If You Can 5k

AdventHealth U Run U Pick Blueberry 5K

Clermont, FL

Saturday, April 24th, 2027

View details for race AdventHealth U Run U Pick Blueberry 5K

Sunshine Double

Winter Park, FL

Saturday, May 1st, 2027

Ultra

Marathon

Half

Trail

View details for race Sunshine Double

AdventHealth Girlz on Fire Women's Triathlon & 5K

Clermont, FL

Saturday, May 8th, 2027

Ultra

View details for race AdventHealth Girlz on Fire Women's Triathlon & 5K

Hero Hustle 5K

Debary, FL

Saturday, May 15th, 2027

View details for race Hero Hustle 5K

Remember & Honor - Memorial Day 5k

Orlando, FL

Saturday, May 29th, 2027

View details for race Remember & Honor - Memorial Day 5k

Independence Double

Winter Park, FL

Saturday, June 26th, 2027

10K

Half

Trail

View details for race Independence Double

Anonymous Running Challenge

Orlando, AK

Wednesday, May 15th, 2030

View details for race Anonymous Running Challenge

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