Upcoming Races Near Winter Park, FL in May, 2026

Name: Rev & Run 2 Miler with Car Show
Start: 2026-05-30
End: 2026-05-30
Location: Cocoa

Luau 5K, 10K, & Half Marathon at Gemini Springs...

DeBary, FL

Saturday, May 2nd, 2026

Featured

10K

Half

View details for race Luau 5K, 10K, & Half Marathon at Gemini Springs Park, DeBary, FL (18) 80

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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

Sunshine Double

Winter Park, FL

Saturday, May 2nd, 2026

Ultra

Marathon

Half

View details for race Sunshine Double

Ole Ole 5K - Orlando

Orlando, FL

Saturday, May 2nd, 2026

View details for race Ole Ole 5K - Orlando

Melissa's Race to Battle Brain Cancer

Sanford, FL

Saturday, May 2nd, 2026

View details for race Melissa's Race to Battle Brain Cancer

I Am Enough 5k and Fun Run for Women's Health

Saint Cloud, FL

Saturday, May 2nd, 2026

1 Mile

View details for race I Am Enough 5k and Fun Run for Women's Health

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

Eat My Crust 5K Run/Walk

Viera, FL

Sunday, May 3rd, 2026

View details for race Eat My Crust 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

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

Run for the Gecko 5K

Melbourne, FL

Saturday, May 9th, 2026

View details for race Run for the Gecko 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

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

USA Beach Running Championships

Cocoa Beach, FL

Sunday, May 10th, 2026

10K

15K

View details for race USA Beach Running Championships

Run for Resilience

Orlando, FL

Saturday, May 16th, 2026

Fast

View details for race Run for Resilience

The Love Run 5K Run/Walk

Rockledge, FL

Saturday, May 16th, 2026

View details for race The Love Run 5K Run/Walk

Hero Hustle 5K

Debary, FL

Saturday, May 16th, 2026

View details for race Hero Hustle 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

Ole Ole 5K - St. Cloud

St. Cloud, FL

Saturday, May 23rd, 2026

View details for race Ole Ole 5K - St. Cloud

Turtle Trot: NSB Beach 5k Run/Walk

New Smyrna Beach, FL

Saturday, May 23rd, 2026

View details for race Turtle Trot: NSB Beach 5k Run/Walk

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

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

Medal Madness 5K, & 10K at Melbourne, FL (22)

Melbourne, FL

Saturday, May 30th, 2026

10K

View details for race Medal Madness 5K, & 10K at Melbourne, FL (22)

Doughnut Day 5K

Lake Mary, FL

Saturday, May 30th, 2026

View details for race Doughnut Day 5K

Don't Panic 42K

Daytona Beach, FL

Saturday, May 30th, 2026

View details for race Don't Panic 42K

Rev & Run 2 Miler with Car Show

Cocoa, FL

Saturday, May 30th, 2026

View details for race Rev & Run 2 Miler with Car Show

Explore more in Winter Park, 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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