197 Upcoming 5K Races Near Winter Garden, FL

MADD Monster Mash & Dash

Orlando, FL

Sunday, September 27th, 2026

View details for race MADD Monster Mash & Dash

Hickory Hammock 5K & Kids Fun Run

Winter Garden, FL

Sunday, September 27th, 2026

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

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

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

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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

Fast

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

Mayor's 5K Run/Walk

Haines City, FL

Saturday, October 3rd, 2026

Trail

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

Howl-o-ween 5k - Orlando

Orlando, FL

Saturday, October 3rd, 2026

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

Sazón & Sneakers 5K

Lake Mary, FL

Saturday, October 3rd, 2026

Fast

View details for race Sazón & Sneakers 5K

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)

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

Lutheran Counseling Services: We Care 5K

Longwood, FL

Saturday, October 10th, 2026

Trail

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

Soldiers Freedom Outdoors 5K

Inverness, FL

Saturday, October 10th, 2026

1 Mile

Trail

Fast

View details for race Soldiers Freedom Outdoors 5K

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

Orlando, FL

Saturday, October 10th, 2026

10K

Fast

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

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

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

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

Fast

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

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)

PawPals 4 Life 5k

Sorrento, FL

Saturday, October 24th, 2026

Trail

View details for race PawPals 4 Life 5k

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)

Spooky Sprint- Orlando

Union Park, FL

Saturday, October 24th, 2026

1 Mile

10K

View details for race Spooky Sprint- Orlando

Spooky Sprint- Orlando

Orlando, FL

Saturday, October 24th, 2026

1 Mile

10K

View details for race Spooky Sprint- Orlando

Hernando Hustle 5K Walk & Run

Brooksville, FL

Saturday, October 24th, 2026

View details for race Hernando Hustle 5K Walk & Run

Beyond The Grave 5K

Lake Mary, FL

Saturday, October 24th, 2026

1 Mile

View details for race Beyond The Grave 5K

Monster Dash 5k

Oviedo, FL

Sunday, October 25th, 2026

View details for race Monster Dash 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

Nightmare on the Clermont Trails 5K

Clermont, FL

Saturday, October 31st, 2026

View details for race Nightmare on the Clermont Trails 5K

The Rising

Oviedo, FL

Saturday, October 31st, 2026

1 Mile

10K

Trail

View details for race The Rising

Longwood Monster Dash

Longwood, FL

Saturday, October 31st, 2026

View details for race Longwood Monster Dash

Lake Scary 5K

Lake Mary, FL

Saturday, October 31st, 2026

View details for race Lake Scary 5K

Responders First 5k

Brooksville, FL

Saturday, October 31st, 2026

1 Mile

View details for race Responders First 5k

LSSC Monster Dash

Leesburg, FL

Saturday, October 31st, 2026

10K

View details for race LSSC Monster Dash

Medal Madness 5K & 10K at Plant City, FL (44)

Plant City, FL

Saturday, October 31st, 2026

10K

Fast

View details for race Medal Madness 5K & 10K at Plant City, FL (44)

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

Jack and Allie Superhero 5K

Clermont, FL

Saturday, November 7th, 2026

View details for race Jack and Allie Superhero 5K

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

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

Turkey Trails- Orlando

Orlando, FL

Saturday, November 7th, 2026

1 Mile

10K

View details for race Turkey Trails- Orlando

WGPAL Donut Dash 5K

Winter Garden, FL

Saturday, November 7th, 2026

View details for race WGPAL Donut Dash 5K

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

DeBary, FL

Saturday, November 7th, 2026

10K

Half

Fast

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

11th Annual Umatilla Kiwanis 5K for the Kids

Umatilla, FL

Saturday, November 7th, 2026

View details for race 11th Annual Umatilla Kiwanis 5K for the Kids

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