Upcoming Races Near The Villages, FL in May, 2026

Name: Dr. Myron L. Rolle Pediatric Gun Safety 5k Walk/Run
Start: 2026-05-30
End: 2026-05-30
Location: Orlando

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

Orlando, FL

Saturday, May 2nd, 2026

Featured

Fast

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

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Luau 5K, 10K, & 13.1M at DeBary, FL (18)

DeBary, FL

Saturday, May 2nd, 2026

10K

Half

View details for race Luau 5K, 10K, & 13.1M at DeBary, FL (18)

Sunshine Double

Winter Park, FL

Saturday, May 2nd, 2026

Ultra

Marathon

Half

View details for race Sunshine Double

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

Ole Ole 5K - Orlando

Orlando, FL

Saturday, May 2nd, 2026

View details for race Ole Ole 5K - Orlando

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

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

Mother's Day 5k Run / Walk

Ocala, FL

Saturday, May 9th, 2026

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

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

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

Hero Hustle 5K

Debary, FL

Saturday, May 16th, 2026

View details for race Hero Hustle 5K

Run for Resilience 5K

Orlando, FL

Saturday, May 16th, 2026

View details for race Run for Resilience 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

Remember & Honor - Memorial Day 5k & Master Yog...

Orlando, FL

Saturday, May 23rd, 2026

View details for race Remember & Honor - Memorial Day 5k & Master Yoga Class- Restorative Yoga

*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

Doughnut Day 5K

Lake Mary, FL

Saturday, May 30th, 2026

View details for race Doughnut Day 5K

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

Explore more in The Villages, 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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