Upcoming Races Near Windermere, FL

Name: Art in the Park 5k
Start: 2025-11-22
End: 2025-11-22
Location: Plant City

2025 Disney Wine & Dine Half Marathon Weekend

Orlando, FL

Friday, October 24th, 2025

Featured

10K

Half

View details for race 2025 Disney Wine & Dine Half Marathon Weekend

Want to feature your race?

Get your race seen first by thousands of runners

Learn More

Learn how to feature your race

Disney Wine & Dine Half Marathon Weekend with A...

Orlando, FL

Friday, October 24th, 2025

10K

15K

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

Central 28 Monster Mash-N-Dash 5K Run and Walk

Debary, FL

Saturday, October 25th, 2025

Trail

View details for race Central 28 Monster Mash-N-Dash 5K Run and Walk

LSSC Monster Dash

Leesburg, FL

Saturday, October 25th, 2025

10K

View details for race LSSC Monster Dash

Orlando Creepy Crawl 2025

Orlando, FL

Saturday, October 25th, 2025

View details for race Orlando Creepy Crawl 2025

Beyond The Grave 5K

Lake Mary, FL

Saturday, October 25th, 2025

1 Mile

View details for race Beyond The Grave 5K

Lake Scary 5K

Lake Mary, FL

Saturday, October 25th, 2025

View details for race Lake Scary 5K

Nightmare on the Clermont Trails 5K

Clermont, FL

Saturday, October 25th, 2025

View details for race Nightmare on the Clermont Trails 5K

The Rising

Oviedo, FL

Saturday, October 25th, 2025

1 Mile

10K

View details for race The Rising

Haunted 5K, 10K, & Half Marathon at Green Sprin...

Deltona, FL

Saturday, October 25th, 2025

10K

Half

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

Longwood Monster Dash

Longwood, FL

Saturday, October 25th, 2025

View details for race Longwood Monster Dash

Race for Inclusion 5k

Kissimmee, FL

Saturday, October 25th, 2025

View details for race Race for Inclusion 5k

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

Clermont, FL

Sunday, October 26th, 2025

15K

Trail

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

Healthy Kids Running Series Fall 2025 - Lake No...

Orlando, FL

Sunday, October 26th, 2025

View details for race Healthy Kids Running Series Fall 2025 - Lake Nona, FL

Monster Dash 5k

Oviedo, FL

Sunday, October 26th, 2025

View details for race Monster Dash 5k

EverBe Spooktacular Sprint 5K

Orlando, FL

Sunday, October 26th, 2025

Trail

View details for race EverBe Spooktacular Sprint 5K

Raider Run 5k

Sanford, FL

Saturday, November 1st, 2025

View details for race Raider Run 5k

Ruck Sack Race 5K

Orlando, FL

Saturday, November 1st, 2025

View details for race Ruck Sack Race 5K

49th Lake to Lake 10k | Lakeland, FL

Lakeland, FL

Saturday, November 1st, 2025

10K

View details for race 49th Lake to Lake 10k | Lakeland, FL

Stuff Your Face Race

Orlando, FL

Saturday, November 1st, 2025

10K

View details for race Stuff Your Face Race

Pirate 1M, 5K, 10K, 15K, & Half Marathon at Gem...

DeBary, FL

Saturday, November 1st, 2025

10K

15K

1 Mile

View details for race Pirate 1M, 5K, 10K, 15K, & Half Marathon at Gemini Springs Park, DeBary, FL (11-1-2025)

"Fly with Faith Inc"

Winter Haven, FL

Saturday, November 1st, 2025

View details for race "Fly with Faith Inc"

Bubble Run | Tampa Bay | November 1

Dade City, FL

Saturday, November 1st, 2025

View details for race Bubble Run | Tampa Bay | November 1

United with the Blue 5k

Lake Mary, FL

Sunday, November 2nd, 2025

View details for race United with the Blue 5k

Pie Gobbler 5K, 10K, & Half Marathon at Lake Be...

Deland, FL

Saturday, November 8th, 2025

10K

Half

View details for race Pie Gobbler 5K, 10K, & Half Marathon at Lake Beresford Park, Deland, FL (11-8-25)

Pie Gobbler 5K & 10K at Cypress Grove Park, Orl...

Orlando, FL

Saturday, November 8th, 2025

10K

View details for race Pie Gobbler 5K & 10K at Cypress Grove Park, Orlando, FL (45) 50

Midway CD5K | Run, Walk & Roll

Sanford, FL

Saturday, November 8th, 2025

Ultra

View details for race Midway CD5K | Run, Walk & Roll

Will of the Land 5k & Great Outdoors Day

Saint Cloud, FL

Saturday, November 8th, 2025

View details for race Will of the Land 5k & Great Outdoors Day

WGPAL Donut Dash 5K

Winter Garden, FL

Saturday, November 8th, 2025

View details for race WGPAL Donut Dash 5K

The Florida Run @ Lake Louisa State Park

Clermont, FL

Saturday, November 8th, 2025

Half

10K

Trail

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

Tunnel to Towers 5K Run & Walk - The Villages, FL

The Villages, FL

Saturday, November 8th, 2025

Fast

View details for race Tunnel to Towers 5K Run & Walk - The Villages, FL

Run on Round Lake 5K & Youth 1 Mile

Mount Dora, FL

Saturday, November 8th, 2025

1 Mile

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

Central Florida Heroes 5k

Davenport, FL

Saturday, November 8th, 2025

View details for race Central Florida Heroes 5k

11th Annual Umatilla Kiwanis 5K for the Kids

Umatilla, FL

Saturday, November 8th, 2025

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

DeLeon Dash 5K

De Leon Springs, FL

Saturday, November 8th, 2025

Trail

View details for race DeLeon Dash 5K

Run for the Gift

Winter Garden, FL

Saturday, November 8th, 2025

View details for race Run for the Gift

Formosa Wine Run Turkey Trot 5k

Kissimmee, FL

Sunday, November 9th, 2025

View details for race Formosa Wine Run Turkey Trot 5k

Central Florida Empower Walk & 5K Run

Altamonte Springs, FL

Sunday, November 9th, 2025

View details for race Central Florida Empower Walk & 5K Run

The Trustco Bank Veteran & Active Duty Run For ...

Casselberry, FL

Sunday, November 9th, 2025

View details for race The Trustco Bank Veteran & Active Duty Run For Freedom 5K

Flapjack 5K

Leesburg, FL

Saturday, November 15th, 2025

View details for race Flapjack 5K

First Responders Gobble Gallop 5K

Deltona, FL

Saturday, November 15th, 2025

View details for race First Responders Gobble Gallop 5K

Dash of the Century

Ocoee, FL

Saturday, November 15th, 2025

View details for race Dash of the Century

The Keri Anne DeMott Foundation 5K and 10K

Orlando, FL

Saturday, November 15th, 2025

10K

View details for race The Keri Anne DeMott Foundation 5K and 10K

Medal Madness 1M, 5K, 10K, 15K, & Half Marathon...

DeBary, FL

Saturday, November 15th, 2025

10K

15K

1 Mile

View details for race Medal Madness 1M, 5K, 10K, 15K, & Half Marathon at Gemini Springs Park, DeBary, FL (11-15-2025)

The Rescue Run 5k

Oviedo, FL

Saturday, November 15th, 2025

1 Mile

View details for race The Rescue Run 5k

Family French Foundation 5K Fun Run

Winter Garden, FL

Saturday, November 15th, 2025

View details for race Family French Foundation 5K Fun Run

Save the Manatee 5K

Orange City, FL

Saturday, November 15th, 2025

Trail

View details for race Save the Manatee 5K

Volusia County Schools Trails to Success 5k

DeBary, FL

Sunday, November 16th, 2025

Trail

View details for race Volusia County Schools Trails to Success 5k

Gobbler 5K, 10K, & Half Marathon at Green Sprin...

Deltona, FL

Saturday, November 22nd, 2025

10K

Half

View details for race Gobbler 5K, 10K, & Half Marathon at Green Springs Park, Deltona, FL (47) 60

Art in the Park 5k

Plant City, FL

Saturday, November 22nd, 2025

Fast

View details for race Art in the Park 5k

Explore more in Windermere, FL

Distances:

5K 10K Half Marathon Marathon

Months:

October November December

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Florida races

Don't see your race? Add it!

Add Your Race (Free)