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Upcoming Races Near Holly Hill, FL - Matching: Trail Races

PawPals 4 Life 5k

Sorrento, FL

Saturday, October 4th, 2025

5K

Trail

View details for race PawPals 4 Life 5k

Lutheran Counseling Services: We Care 5K

Longwood, FL

Saturday, October 11th, 2025

5K

Trail

View details for race Lutheran Counseling Services: We Care 5K

2025 Enchanted Forest Sanctuary 5K/2K Trail Run...

Titusville, FL

Sunday, October 12th, 2025

5K

Trail

View details for race 2025 Enchanted Forest Sanctuary 5K/2K Trail Run/Hike

Ormond Beach Senior Games

Ormond Beach, FL

Saturday, October 18th, 2025

Trail

View details for race Ormond Beach Senior Games

The Rising

Oviedo, FL

Saturday, October 25th, 2025

5K

1 Mile

10K

Trail

View details for race The Rising

Central 28 Monster Mash-N-Dash 5K Run and Walk

Debary, FL

Saturday, October 25th, 2025

5K

Trail

View details for race Central 28 Monster Mash-N-Dash 5K Run and Walk

DeLeon Dash 5K

De Leon Springs, FL

Saturday, November 8th, 2025

5K

Trail

View details for race DeLeon Dash 5K

Endless Summer 10K & 5K

St. Augustine, FL

Saturday, November 15th, 2025

10K

5K

Trail

Fast

View details for race Endless Summer 10K & 5K

Family Color Run 5k

Elkton, FL

Saturday, November 15th, 2025

5K

Trail

View details for race Family Color Run 5k

Save the Manatee 5K

Orange City, FL

Saturday, November 15th, 2025

5K

Trail

View details for race Save the Manatee 5K

Trail Fest at Graham Swamp

Palm Coast, FL

Saturday, November 22nd, 2025

5K

10K

Ultra

Trail

View details for race Trail Fest at Graham Swamp

Shut Up and Run 5K

Saint Augustine, FL

Thursday, November 27th, 2025

5K

Trail

View details for race Shut Up and Run 5K

CORE's 2025 Reindeer Run & Roll 5k

Altamonte Springs, FL

Saturday, December 6th, 2025

5K

Trail

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

Trail Running Festival

New Smyrna Beach, FL

Saturday, December 13th, 2025

Ultra

Trail

View details for race Trail Running Festival

Holiday Five

Winter Park, FL

Saturday, December 27th, 2025

Marathon

Half

10K

Trail

View details for race Holiday Five

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

Apopka, FL

Sunday, February 15th, 2026

Ultra

5K

Trail

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

Unicorns among us 5k

Ormond Beach, FL

Saturday, February 21st, 2026

5K

Trail

View details for race Unicorns among us 5k

Inua 5k Run and Walk

Winter Park, FL

Saturday, February 28th, 2026

5K

Trail

View details for race Inua 5k Run and Walk

Tomoka Brave, Strong & Healthy 5K Run/Walk

Ormond Beach, FL

Saturday, March 7th, 2026

5K

Trail

View details for race Tomoka Brave, Strong & Healthy 5K Run/Walk

The Spring Rising

Oviedo, FL

Saturday, March 21st, 2026

5K

1 Mile

10K

Trail

View details for race The Spring Rising

Sunshine Double

Winter Park, FL

Saturday, May 2nd, 2026

Marathon

Half

10K

Trail

BQ

View details for race Sunshine Double

Labor Day Triple

Winter Park, FL

Saturday, September 5th, 2026

Marathon

Half

10K

Trail

BQ

View details for race Labor Day Triple

Explore more in Holly Hill, FL

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Florida races

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