Upcoming Races Near Wildwood, FL - Matching: Trail Races

Name: Labor Day Triple
Start: 2026-09-05
End: 2026-09-05
Location: Winter Park

DeLeon Dash 5K

De Leon Springs, FL

Saturday, November 8th, 2025

Featured

Trail

View details for race DeLeon Dash 5K

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Landbridge Trail 5k

Ocala, FL

Saturday, November 15th, 2025

Trail

View details for race Landbridge Trail 5k

Save the Manatee 5K

Orange City, FL

Saturday, November 15th, 2025

Trail

View details for race Save the Manatee 5K

Volusia County Schools Trails to Success 5k

DeBary, FL

Sunday, November 16th, 2025

Trail

View details for race Volusia County Schools Trails to Success 5k

5K with the 5-0

Oakland, FL

Saturday, November 22nd, 2025

Trail

View details for race 5K with the 5-0

Little Big Water River 5K Trail Run/Walk

Dade City, FL

Saturday, December 6th, 2025

1 Mile

Trail

View details for race Little Big Water River 5K Trail Run/Walk

CORE's 2025 Reindeer Run & Roll 5k

Altamonte Springs, FL

Saturday, December 6th, 2025

Trail

View details for race CORE's 2025 Reindeer Run & Roll 5k

Holiday Five

Winter Park, FL

Saturday, December 27th, 2025

Marathon

Half

10K

Trail

View details for race Holiday Five

Renegade Rehab Run

Lecanto, FL

Sunday, January 18th, 2026

Marathon

Half

Trail

Fast

View details for race Renegade Rehab Run

AdventHealth Nighthawk Trail Run - Night Owl 5K...

Lakeland, FL

Saturday, February 7th, 2026

15K

10K

Trail

View details for race AdventHealth Nighthawk Trail Run - Night Owl 5K and Coyote 10K

AdventHealth Lake Apopka Scenic Trail 30K Run, ...

Apopka, FL

Sunday, February 15th, 2026

Ultra

Trail

View details for race AdventHealth Lake Apopka Scenic Trail 30K Run, 8 Miler & 5K

Inua 5k Run and Walk

Winter Park, FL

Saturday, February 28th, 2026

Trail

View details for race Inua 5k Run and Walk

Inua 5k Run and Walk

Orlando, FL

Saturday, February 28th, 2026

Trail

View details for race Inua 5k Run and Walk

Thrive & Strive 5K/10K

Land O Lakes, FL

Saturday, February 28th, 2026

10K

Trail

View details for race Thrive & Strive 5K/10K

LSSC Shamrock Shuffle

Clermont, FL

Saturday, March 7th, 2026

1 Mile

10K

Trail

View details for race LSSC Shamrock Shuffle

AdventHealth Lake Minneola Half Marathon, 10K a...

Clermont, FL

Sunday, March 22nd, 2026

Half

10K

Trail

View details for race AdventHealth Lake Minneola Half Marathon, 10K and 5K

Cake by the Lake 5K Run and Walks

Inverness, FL

Saturday, April 4th, 2026

1 Mile

Trail

View details for race Cake by the Lake 5K Run and Walks

The Florida Run @ Colt Creek State Park

Lakeland, FL

Saturday, April 11th, 2026

Half

10K

Trail

View details for race The Florida Run @ Colt Creek State Park

Pat & Ed Northey 5K and 10K River Run

DeBary, FL

Saturday, April 11th, 2026

10K

Trail

View details for race Pat & Ed Northey 5K and 10K River Run

Withlacoochee Trail Marathon

Hernando, FL

Sunday, April 19th, 2026

Marathon

Half

10K

Trail

View details for race Withlacoochee Trail Marathon

Sunshine Double

Winter Park, FL

Saturday, May 2nd, 2026

Marathon

Half

10K

Trail

View details for race Sunshine Double

Stomp Out Suicide Trail Race

Dade City, FL

Saturday, May 9th, 2026

10K

1 Mile

Trail

View details for race Stomp Out Suicide Trail Race

The Florida Run LEFTOVER Trail Race

Clermont, FL

Saturday, June 13th, 2026

Trail

View details for race The Florida Run LEFTOVER Trail Race

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

Hot August Night Trail Race

Inverness, FL

Saturday, August 8th, 2026

Ultra

10 Miles

Trail

View details for race Hot August Night Trail Race

Labor Day Triple

Winter Park, FL

Saturday, September 5th, 2026

Marathon

Half

10K

Trail

View details for race Labor Day Triple

Explore more in Wildwood, 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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