Upcoming Races Near Fort Myers Beach, FL - Matching: Trail Races

Name: Medal Madness 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (25) 50
Start: 2026-06-20
End: 2026-06-20
Location: Englewood

Haunted 5K & 10K at Ann and Chuck Dever Regiona...

Englewood, FL

Saturday, October 11th, 2025

Featured

10K

Trail

View details for race Haunted 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (41) 50

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5k Trail Run hosted by the Immokalee Eastern Ch...

Felda, FL

Saturday, October 18th, 2025

Trail

View details for race 5k Trail Run hosted by the Immokalee Eastern Chamber of Commerce & Rotary Club of Immokalee

Trick or Trot 5K - Presented by Mazda of Port C...

Englewood, FL

Saturday, October 18th, 2025

1 Mile

Trail

View details for race Trick or Trot 5K - Presented by Mazda of Port Charlotte

Pie Gobbler 5K & 10K at Ann and Chuck Dever Reg...

Englewood, FL

Saturday, November 15th, 2025

10K

Trail

View details for race Pie Gobbler 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (46) 50

Caloosa Fest 5K

Alva, FL

Saturday, December 6th, 2025

Trail

View details for race Caloosa Fest 5K

Holiday 5K & 10K at Ann and Chuck Dever Regiona...

Englewood, FL

Saturday, December 20th, 2025

10K

Trail

View details for race Holiday 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (51) 50

San Pedro 5k Resolution Run!

North Port, FL

Saturday, January 3rd, 2026

1 Mile

Trail

View details for race San Pedro 5k Resolution Run!

Hooters River, Roots & Ruts Trail Run

Alva, FL

Sunday, January 4th, 2026

10 Miles

Trail

View details for race Hooters River, Roots & Ruts Trail Run

Medal Madness 5K & 10K at Ann and Chuck Dever R...

Englewood, FL

Saturday, January 17th, 2026

10K

Trail

View details for race Medal Madness 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (03) 50

Harns Marsh 5K

Lehigh Acres, FL

Saturday, January 24th, 2026

1 Mile

Trail

View details for race Harns Marsh 5K

Pine Island Calusa Trail 5K Run and Walk - 2025

Bokeelia, FL

Saturday, January 31st, 2026

Trail

View details for race Pine Island Calusa Trail 5K Run and Walk - 2025

Love on the Run 5K

Punta Gorda, FL

Saturday, February 14th, 2026

Trail

View details for race Love on the Run 5K

Picayune 10 Miler

Naples, FL

Saturday, February 14th, 2026

10 Miles

Trail

View details for race Picayune 10 Miler

Viking 5K & 10K at Ann and Chuck Dever Regional...

Englewood, FL

Saturday, February 21st, 2026

10K

Trail

View details for race Viking 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (08) 50

Medal Madness 5K & 10K at Ann and Chuck Dever R...

Englewood, FL

Saturday, March 21st, 2026

10K

Trail

View details for race Medal Madness 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (12) 50

Pirate 5K & 10K at Ann and Chuck Dever Regional...

Englewood, FL

Saturday, April 18th, 2026

10K

Trail

View details for race Pirate 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (16) 50

Gator Wilderness Camp Trail Run/Walk 5k, 10k & 15k

Punta Gorda, FL

Saturday, April 25th, 2026

10K

15K

Trail

View details for race Gator Wilderness Camp Trail Run/Walk 5k, 10k & 15k

Luau 5K & 10K at Ann and Chuck Dever Regional P...

Englewood, FL

Saturday, May 16th, 2026

10K

Trail

View details for race Luau 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (20) 50

Medal Madness 5K & 10K at Ann and Chuck Dever R...

Englewood, FL

Saturday, June 20th, 2026

10K

Trail

View details for race Medal Madness 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (25) 50

Explore more in Fort Myers Beach, FL

Distances:

5K 10K Half Marathon Marathon

Months:

October November December

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Florida races

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