196 Upcoming 5K Races Near Windermere, FL

ROAR FLORIDA 5K Color Run

Lakeland, FL

Saturday, September 26th, 2026

Fast

View details for race ROAR FLORIDA 5K Color Run

Medal Madness 5K, 10K, & 13.1 at Green Springs ...

Deltona, FL

Saturday, September 26th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.1 at Green Springs Park, Deltona, FL (39M60)

Margaritaville Run Orlando Half Marathon, 10K & 5K

Kissimmee, FL

Saturday, September 26th, 2026

Half

10K

View details for race Margaritaville Run Orlando Half Marathon, 10K & 5K

Hickory Hammock 5K & Kids Fun Run

Winter Garden, FL

Sunday, September 27th, 2026

View details for race Hickory Hammock 5K & Kids Fun Run

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M Family Foundation's 2026 Superhero Race Again...

Celebration, FL

Sunday, September 27th, 2026

View details for race M Family Foundation's 2026 Superhero Race Against Cancer 5K

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

Union Park, FL

Sunday, September 27th, 2026

1 Mile

10K

View details for race Golden Harvest Half Marathon & 5k/10k - Orlando

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

Orlando, FL

Sunday, September 27th, 2026

10K

Half

View details for race Golden Harvest Half Marathon & 5k/10k - Orlando

MADD Monster Mash & Dash

Orlando, FL

Sunday, September 27th, 2026

View details for race MADD Monster Mash & Dash

Mayor's 5K Run/Walk

Haines City, FL

Saturday, October 3rd, 2026

View details for race Mayor's 5K Run/Walk

Sazón & Sneakers 5K

Lake Mary, FL

Saturday, October 3rd, 2026

Fast

View details for race Sazón & Sneakers 5K

Howl-o-ween 5k - Orlando

Orlando, FL

Saturday, October 3rd, 2026

View details for race Howl-o-ween 5k - Orlando

Warriors For Wellness 5k

Winter Haven, FL

Saturday, October 3rd, 2026

View details for race Warriors For Wellness 5k

Haunted 5K, 10K, & 13.1M at DeBary, FL (40)

DeBary, FL

Saturday, October 3rd, 2026

10K

Half

View details for race Haunted 5K, 10K, & 13.1M at DeBary, FL (40)

Haunted 5K, 10K, & 13.1 at Lake Beresford Park,...

Deland, FL

Saturday, October 10th, 2026

10K

Half

View details for race Haunted 5K, 10K, & 13.1 at Lake Beresford Park, Deland, FL (41S55)

Paint the Town Purple 5K

Cocoa, FL

Saturday, October 10th, 2026

View details for race Paint the Town Purple 5K

2026 Orlando Health Town of Windermere Run Amon...

Windermere, FL

Saturday, October 10th, 2026

10K

Trail

View details for race 2026 Orlando Health Town of Windermere Run Among the Lakes 5K & 10K

Haunted 5K & 10K at Orlando, FL (41)

Orlando, FL

Saturday, October 10th, 2026

10K

View details for race Haunted 5K & 10K at Orlando, FL (41)

Lutheran Counseling Services: We Care 5K

Longwood, FL

Saturday, October 10th, 2026

Trail

View details for race Lutheran Counseling Services: We Care 5K

The Chocoholics 5k: Run/Walk: Orlando FL

Orlando,, FL

Sunday, October 11th, 2026

View details for race The Chocoholics 5k: Run/Walk: Orlando FL

The Race for a Healthier World 5K

Orlando, FL

Thursday, October 15th, 2026

View details for race The Race for a Healthier World 5K

AdventHealth Great Floridian Multisport Festival

Clermont, FL

Saturday, October 17th, 2026

Ultra

15K

View details for race AdventHealth Great Floridian Multisport Festival

Haunted 5K, 10K, & 13.1M at DeBary, FL (42)

DeBary, FL

Saturday, October 17th, 2026

10K

Half

View details for race Haunted 5K, 10K, & 13.1M at DeBary, FL (42)

Pumpkin Patch Dash 5K

Winter Garden, FL

Saturday, October 17th, 2026

View details for race Pumpkin Patch Dash 5K

OctoberFAST Fun Run 5K and Kids 1K

Bartow, FL

Saturday, October 17th, 2026

View details for race OctoberFAST Fun Run 5K and Kids 1K

Florida Breast Cancer Foundation Race 2 Cure 5k...

Oviedo, FL

Saturday, October 17th, 2026

1 Mile

View details for race Florida Breast Cancer Foundation Race 2 Cure 5k and Tribute Walk

Pink Ribbon 5K & 1 Mile Fun Run

Groveland, FL

Sunday, October 18th, 2026

1 Mile

View details for race Pink Ribbon 5K & 1 Mile Fun Run

2026 Disney Wine & Dine Half Marathon Weekend w...

Orlando, FL

Thursday, October 22nd, 2026

10K

Half

View details for race 2026 Disney Wine & Dine Half Marathon Weekend with A Running Passion

2026 Disney Wine & Dine Half Marathon Weekend

Orlando, FL

Friday, October 23rd, 2026

10K

Half

View details for race 2026 Disney Wine & Dine Half Marathon Weekend

TECH CORPS Group Registration (Disney Wine & Di...

Kissimmee, FL

Friday, October 23rd, 2026

15K

View details for race TECH CORPS Group Registration (Disney Wine & Dine Half Marathon Weekend 2026)

Spooky Sprint- Orlando

Union Park, FL

Saturday, October 24th, 2026

1 Mile

10K

View details for race Spooky Sprint- Orlando

Haunted 5K, 10K, & 13.1 at Green Springs Park, ...

Deltona, FL

Saturday, October 24th, 2026

10K

Half

View details for race Haunted 5K, 10K, & 13.1 at Green Springs Park, Deltona, FL (43M60)

PawPals 4 Life 5k

Sorrento, FL

Saturday, October 24th, 2026

Trail

View details for race PawPals 4 Life 5k

Spooky Sprint- Orlando

Orlando, FL

Saturday, October 24th, 2026

1 Mile

10K

View details for race Spooky Sprint- Orlando

Beyond The Grave 5K

Lake Mary, FL

Saturday, October 24th, 2026

1 Mile

View details for race Beyond The Grave 5K

IACP Police Chase 5K at SeaWorld Orlando

Orlando, FL

Sunday, October 25th, 2026

View details for race IACP Police Chase 5K at SeaWorld Orlando

AdventHealth Clermont Clay 15K & 5K presented b...

Clermont, FL

Sunday, October 25th, 2026

15K

Trail

View details for race AdventHealth Clermont Clay 15K & 5K presented by LiveTrends Design Group

Monster Dash 5k

Oviedo, FL

Sunday, October 25th, 2026

View details for race Monster Dash 5k

Longwood Monster Dash

Longwood, FL

Saturday, October 31st, 2026

View details for race Longwood Monster Dash

Nightmare on the Clermont Trails 5K

Clermont, FL

Saturday, October 31st, 2026

View details for race Nightmare on the Clermont Trails 5K

Lake Scary 5K

Lake Mary, FL

Saturday, October 31st, 2026

View details for race Lake Scary 5K

LSSC Monster Dash

Leesburg, FL

Saturday, October 31st, 2026

10K

View details for race LSSC Monster Dash

The Rising

Oviedo, FL

Saturday, October 31st, 2026

1 Mile

10K

Trail

View details for race The Rising

Medal Madness 5K & 10K at Ellis-Methvin Park, P...

Plant City, FL

Saturday, October 31st, 2026

10K

View details for race Medal Madness 5K & 10K at Ellis-Methvin Park, Plant City, FL (44S40)

United with the Blue 5k

Lake Mary, FL

Sunday, November 1st, 2026

View details for race United with the Blue 5k

Run for the Gift

Winter Garden, FL

Saturday, November 7th, 2026

View details for race Run for the Gift

Gobbler 5K, 10K, & 13.1M at DeBary, FL (45)

DeBary, FL

Saturday, November 7th, 2026

10K

Half

View details for race Gobbler 5K, 10K, & 13.1M at DeBary, FL (45)

Turkey Trails- Orlando

Orlando, FL

Saturday, November 7th, 2026

1 Mile

10K

View details for race Turkey Trails- Orlando

Run on Round Lake 5K & Youth 1 Mile

Mount Dora, FL

Saturday, November 7th, 2026

1 Mile

View details for race Run on Round Lake 5K & Youth 1 Mile

AdventHealth Lady Track Shack 5K

Winter Park, FL

Saturday, November 7th, 2026

View details for race AdventHealth Lady Track Shack 5K

The Florida Run @ Lake Louisa State Park

Clermont, FL

Saturday, November 7th, 2026

Half

10K

Trail

View details for race The Florida Run @ Lake Louisa State Park

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