196 Upcoming 5K Races Near Windermere, FL

Stars & Strides 5K

Lake Butler, FL

Saturday, July 4th, 2026

View details for race Stars & Strides 5K

AdventHealth Clermont Freedom 5K presented by L...

Clermont, FL

Saturday, July 4th, 2026

Trail

View details for race AdventHealth Clermont Freedom 5K presented by Live Trends Design Group

Run, White and Blue 5k and Yoga Master Class

Orlando, FL

Saturday, July 4th, 2026

View details for race Run, White and Blue 5k and Yoga Master Class

Red, White & Brew 5k presented by Lakeland Volk...

LAKELAND, FL

Saturday, July 4th, 2026

View details for race Red, White & Brew 5k presented by Lakeland Volkswagen

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AdventHealth July 4th Watermelon 5K

Winter Park, FL

Saturday, July 4th, 2026

View details for race AdventHealth July 4th Watermelon 5K

Eagle 5K & 10K at Orlando, FL (28)

Orlando, FL

Saturday, July 11th, 2026

10K

View details for race Eagle 5K & 10K at Orlando, FL (28)

Eagle 5K, 10K, & Half Marathon at Lake Beresfor...

Deland, FL

Saturday, July 11th, 2026

10K

Half

View details for race Eagle 5K, 10K, & Half Marathon at Lake Beresford Park, Deland, FL (28) 50

COCOA INTERNATIONAL MARATHON - 1mile - 5k - 10...

Cocoa, FL

Sunday, July 12th, 2026

Ultra

10K

View details for race COCOA INTERNATIONAL MARATHON - 1mile - 5k - 10k - 21k - 30k - 42k

$AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #2 logo$

AdventHealth Cool Sommer Mornings Triathlon\Dua...

Clermont, FL

Sunday, July 12th, 2026

Ultra

Trail

View details for race AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #2

Eagle 5K, 10K, & 13.1M at DeBary, FL (29)

DeBary, FL

Saturday, July 18th, 2026

10K

Half

View details for race Eagle 5K, 10K, & 13.1M at DeBary, FL (29)

Heatwave Half Marathon - Orlando

Orlando, FL

Saturday, July 18th, 2026

1 Mile

10K

View details for race Heatwave Half Marathon - Orlando

Eagle 5K, 10K, & 13.1M at Deltona, FL (30)

Deltona, FL

Saturday, July 25th, 2026

10K

Half

View details for race Eagle 5K, 10K, & 13.1M at Deltona, FL (30)

Ninja 5K, 10K, & 13.1M at DeBary, FL (31)

DeBary, FL

Saturday, August 1st, 2026

10K

Half

View details for race Ninja 5K, 10K, & 13.1M at DeBary, FL (31)

Triple-H 5k Run and Walk

Orlando, FL

Saturday, August 8th, 2026

View details for race Triple-H 5k Run and Walk

Preseason Preview

Wildwood, FL

Saturday, August 8th, 2026

View details for race Preseason Preview

$AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #3 logo$

AdventHealth Cool Sommer Mornings Triathlon\Dua...

Clermont, FL

Sunday, August 9th, 2026

Ultra

Trail

View details for race AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #3

Track Shack's Celebration of Running 5K Present...

Orlanfo, FL

Saturday, August 15th, 2026

View details for race Track Shack's Celebration of Running 5K Presented by AdventHealth

Pride of the Patriots 5K

Orlando, FL

Saturday, August 22nd, 2026

View details for race Pride of the Patriots 5K

AdventHealth University 5K Walk/Run

Orlando, FL

Tuesday, August 25th, 2026

View details for race AdventHealth University 5K Walk/Run

Medal Madness 5K & 10K at Plant City, FL (35)

Plant City, FL

Saturday, August 29th, 2026

10K

View details for race Medal Madness 5K & 10K at Plant City, FL (35)

Labor Day Triple

Winter Park, FL

Saturday, September 5th, 2026

Marathon

Half

10K

Trail

View details for race Labor Day Triple

Cypress Cove Labor Day 5k

Kissimmee, FL

Saturday, September 5th, 2026

View details for race Cypress Cove Labor Day 5k

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

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

Labor Day 5K

Orlando, FL

Sunday, September 6th, 2026

View details for race Labor Day 5K

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

Leading Edge Take Heart 10K/5K

Lakeland, FL

Saturday, September 12th, 2026

10K

15K

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

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

Brooklyn Rose Strong 5K

Saint Cloud, FL

Saturday, September 12th, 2026

View details for race Brooklyn Rose Strong 5K

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)

Medal Madness 5K, 10K, & 13.1M at Deland, FL (37)

Deland, FL

Saturday, September 12th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.1M at Deland, FL (37)

Freeway 5K Run For Recovery

Sanford, FL

Saturday, September 12th, 2026

View details for race Freeway 5K Run For Recovery

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

B4B EnduRUNce 5K

Orlando, FL

Saturday, September 19th, 2026

View details for race B4B EnduRUNce 5K

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)

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

Miles To Go 5K!

Orlando, FL

Saturday, September 19th, 2026

View details for race Miles To Go 5K!

Run Nona 5K & Nemours Children's Run

Orlando, FL

Saturday, September 19th, 2026

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

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

2026 PRE-SALE Margaritaville Run Orlando Half M...

Kissimmee, FL

Saturday, September 26th, 2026

Half

10K

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

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