37 Upcoming Races Near Windermere, FL in September, 2026

Labor Day Triple

Winter Park, FL

Saturday, September 5th, 2026

Marathon

Half

10K

Trail

View details for race Labor Day Triple

Medal Madness 5K, 10K, & 13.1M at DeBary, FL (36)

DeBary, FL

Saturday, September 5th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.1M at DeBary, FL (36)

Run the Resort 5K

Howey In The Hills, FL

Saturday, September 5th, 2026

View details for race Run the Resort 5K

Cypress Cove Labor Day 5k

Kissimmee, FL

Saturday, September 5th, 2026

View details for race Cypress Cove Labor Day 5k

Organize a race? Get it in front of thousands of runners.

Add it free Feature it

Labor Day 5K

Orlando, FL

Sunday, September 6th, 2026

View details for race Labor Day 5K

The Ritz-Carlton Grande Labor Day Weekend 5K & ...

Orlando, FL

Sunday, September 6th, 2026

View details for race The Ritz-Carlton Grande Labor Day Weekend 5K & Yoga Master Class

Big Red Chair Triathlon and 5k Race

Saint Cloud, FL

Sunday, September 6th, 2026

View details for race Big Red Chair Triathlon and 5k Race

Tunnel to Towers 5K Run & Walk - Orlando, FL

Altamonte Springs, FL

Saturday, September 12th, 2026

Fast

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

Medal Madness 5K & 10K at Orlando, FL (37)

Orlando, FL

Saturday, September 12th, 2026

10K

View details for race Medal Madness 5K & 10K at Orlando, FL (37)

Leading Edge Take Heart 10K/5K

Lakeland, FL

Saturday, September 12th, 2026

10K

15K

View details for race Leading Edge Take Heart 10K/5K

Brooklyn Rose Strong 5K

Saint Cloud, FL

Saturday, September 12th, 2026

View details for race Brooklyn Rose Strong 5K

Medal Madness 5K, 10K, & 13.1 at Lake Beresford...

Deland, FL

Saturday, September 12th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.1 at Lake Beresford Park, Deland, FL (37S30)

Freeway 5K Run For Recovery

Sanford, FL

Saturday, September 12th, 2026

View details for race Freeway 5K Run For Recovery

COCOA INTERNATIONAL HALF MARATHON - 1mile - 5k...

Cocoa, FL

Sunday, September 13th, 2026

15K

10K

View details for race COCOA INTERNATIONAL HALF MARATHON - 1mile - 5k - 10k - 15k - 21k

Healthy Kids Running Series Fall 2026 - Hunters...

Orlando, FL

Sunday, September 13th, 2026

View details for race Healthy Kids Running Series Fall 2026 - Hunters Creek, FL

9/11 Heroes Run - Tampa, Florida

San Antonio, FL

Sunday, September 13th, 2026

1 Mile

View details for race 9/11 Heroes Run - Tampa, Florida

$AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #4 logo$

AdventHealth Cool Sommer Mornings Triathlon\Dua...

Clermont, FL

Sunday, September 13th, 2026

Ultra

Trail

View details for race AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #4

2026 SeaWorld's Howl-O-Sprint 5K Run & Walk

Orlando, FL

Friday, September 18th, 2026

View details for race 2026 SeaWorld's Howl-O-Sprint 5K Run & Walk

Run Nona 5K & Nemours Children's Run

Orlando, FL

Saturday, September 19th, 2026

View details for race Run Nona 5K & Nemours Children's Run

Medal Madness 5K, 10K, & 13.1M at DeBary, FL (38)

DeBary, FL

Saturday, September 19th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.1M at DeBary, FL (38)

Miles To Go 5K!

Orlando, FL

Saturday, September 19th, 2026

View details for race Miles To Go 5K!

B4B EnduRUNce 5K

Orlando, FL

Saturday, September 19th, 2026

View details for race B4B EnduRUNce 5K

True Health Be Healthy 5K & Kids' Run Presented...

Sanford, FL

Saturday, September 19th, 2026

View details for race True Health Be Healthy 5K & Kids' Run Presented by AdventHealth

Fast and the Furriest 5k

Lake Mary, FL

Sunday, September 20th, 2026

1 Mile

Fast

View details for race Fast and the Furriest 5k

AdventHealth Waterman Foundation Shades of Hope 5K

Leesburg, FL

Sunday, September 20th, 2026

View details for race AdventHealth Waterman Foundation Shades of Hope 5K

Badge of Hope Haunted 5K

Auburndale, FL

Saturday, September 26th, 2026

1 Mile

View details for race Badge of Hope Haunted 5K

ROAR FLORIDA 5K Color Run

Lakeland, FL

Saturday, September 26th, 2026

Fast

View details for race ROAR FLORIDA 5K Color Run

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

2026 PRE-SALE Margaritaville Run Orlando 10K & 5K

Kissimmee, FL

Saturday, September 26th, 2026

Half

10K

View details for race 2026 PRE-SALE Margaritaville Run Orlando 10K & 5K

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)

Battle of the Bands 5K

Casselberry, FL

Saturday, September 26th, 2026

View details for race Battle of the Bands 5K

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

Healthy Kids Running Series Fall 2026 - Oviedo, FL

Oviedo, FL

Sunday, September 27th, 2026

View details for race Healthy Kids Running Series Fall 2026 - Oviedo, FL

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

Hickory Hammock 5K & Kids Fun Run

Winter Garden, FL

Sunday, September 27th, 2026

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

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

MADD Monster Mash & Dash

Orlando, FL

Sunday, September 27th, 2026

View details for race MADD Monster Mash & Dash

Explore more in Windermere, FL

Jump straight to races by distance, month, or type.

Distance

5K 10K Half Marathon Marathon

Month

July August September

Race type

Trail Boston Qualifiers Fast Courses

Run clubs

Run clubs in Windermere

Nearby

Winter Garden Orlando Clermont Celebration Winter Park Kissimmee All Florida races