Upcoming Races Near Leesburg, FL in May, 2026

Name: Doughnut Day 5K
Start: 2026-05-30
End: 2026-05-30
Location: Lake Mary

Redefine The City 5K

Port St. Lucie, FL

Saturday, April 25th, 2026

Featured

View details for race Redefine The City 5K

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The Milk Run 5K, fueled by TG Lee Dairy, in the...

Orlando, FL

Saturday, May 2nd, 2026

Fast

View details for race The Milk Run 5K, fueled by TG Lee Dairy, in the Milk District

2nd Annual Run for Hope Walk for Change

Clermont, FL

Saturday, May 2nd, 2026

View details for race 2nd Annual Run for Hope Walk for Change

Ole Ole 5K - Orlando

Orlando, FL

Saturday, May 2nd, 2026

View details for race Ole Ole 5K - Orlando

Luau 5K, 10K, & 13.1M, Columbus, GA (28)

Columbus, FL

Saturday, May 2nd, 2026

10K

Half

View details for race Luau 5K, 10K, & 13.1M, Columbus, GA (28)

Stomp Out Suicide Trail Race

Dade City, FL

Saturday, May 2nd, 2026

10K

1 Mile

Trail

View details for race Stomp Out Suicide Trail Race

Sunshine Double

Winter Park, FL

Saturday, May 2nd, 2026

Ultra

Marathon

Half

Trail

View details for race Sunshine Double

Freedom Run: The Race Against Poverty

Wesley Chapel, FL

Saturday, May 2nd, 2026

10K

View details for race Freedom Run: The Race Against Poverty

Melissa's Race to Battle Brain Cancer presented...

Sanford, FL

Saturday, May 2nd, 2026

View details for race Melissa's Race to Battle Brain Cancer presented by Orlando Neurosurgery

4th Annual Margarita Run 5k

Auburndale, FL

Saturday, May 2nd, 2026

1 Mile

View details for race 4th Annual Margarita Run 5k

Run for the Trees Jeannette Genius McKean Memor...

Winter Park, FL

Saturday, May 9th, 2026

View details for race Run for the Trees Jeannette Genius McKean Memorial 5K

AdventHealth Girlz on Fire Women's Triathlon & 5K

Clermont, FL

Saturday, May 9th, 2026

Ultra

View details for race AdventHealth Girlz on Fire Women's Triathlon & 5K

Community 5k presented by Gianna Ennis and Rng_...

Haines City, FL

Saturday, May 9th, 2026

View details for race Community 5k presented by Gianna Ennis and Rng_runclub

46th Mayfaire 5k | Lakeland, FL

Lakeland, FL

Saturday, May 9th, 2026

View details for race 46th Mayfaire 5k | Lakeland, FL

Mother's Day 5k Run / Walk

Ocala, FL

Saturday, May 9th, 2026

View details for race Mother's Day 5k Run / Walk

Dream Finders Homes Mother's Day 5K

Winter Garden, FL

Sunday, May 10th, 2026

View details for race Dream Finders Homes Mother's Day 5K

Run for Resilience

Orlando, FL

Saturday, May 16th, 2026

Fast

View details for race Run for Resilience

Hero Hustle 5K

Debary, FL

Saturday, May 16th, 2026

View details for race Hero Hustle 5K

10th Anniversary - Lakeland Police Foundation F...

Lakeland, FL

Saturday, May 16th, 2026

View details for race 10th Anniversary - Lakeland Police Foundation Fallen Heroes Memorial 5k

Hometown Half Marathon & 5k/10k - Orlando

Orlando, FL

Sunday, May 17th, 2026

1 Mile

10K

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

Run for Their Lives 5k

Lakeland, FL

Saturday, May 23rd, 2026

View details for race Run for Their Lives 5k

Memorial Day 5K/10K/15K - Lakeland

Lakeland, FL

Saturday, May 23rd, 2026

10K

15K

View details for race Memorial Day 5K/10K/15K - Lakeland

*Spring Lake Memorial Classic* 2Mile / 5K / 10K

Brooksville, FL

Saturday, May 23rd, 2026

10K

View details for race *Spring Lake Memorial Classic* 2Mile / 5K / 10K

Remember & Honor - Memorial Day 5k

Orlando, FL

Saturday, May 23rd, 2026

View details for race Remember & Honor - Memorial Day 5k

Squirrel 5K, 10K, & Half Marathon at Lake Beres...

Deland, FL

Saturday, May 30th, 2026

10K

Half

View details for race Squirrel 5K, 10K, & Half Marathon at Lake Beresford Park, Deland, FL (22) 50

Dr. Myron L. Rolle Pediatric Gun Safety 5k Walk...

Orlando, FL

Saturday, May 30th, 2026

View details for race Dr. Myron L. Rolle Pediatric Gun Safety 5k Walk/Run

Doughnut Day 5K

Lake Mary, FL

Saturday, May 30th, 2026

View details for race Doughnut Day 5K

Explore more in Leesburg, FL

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Florida races

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