Upcoming Races Near Brooksville, FL - Matching: Trail Races

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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

$AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #2 logo$

AdventHealth Cool Sommer Mornings Triathlon\Dua...

Clermont, FL

Sunday, July 12th, 2026

Ultra

Trail

View details for race AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #2

Hot August Night Trail Race

Inverness, FL

Saturday, August 8th, 2026

Ultra

10 Miles

Trail

View details for race Hot August Night Trail Race

$AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #3 logo$

AdventHealth Cool Sommer Mornings Triathlon\Dua...

Clermont, FL

Sunday, August 9th, 2026

Ultra

Trail

View details for race AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #3

THe Dunedin Dog n' Suds Summer 5K At HOB Brewin...

Dunedin, FL

Saturday, August 22nd, 2026

Trail

View details for race THe Dunedin Dog n' Suds Summer 5K At HOB Brewing Company In Downtown Dunedin

$AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #4 logo$

AdventHealth Cool Sommer Mornings Triathlon\Dua...

Clermont, FL

Sunday, September 13th, 2026

Ultra

Trail

View details for race AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #4

The Dunedin Oktoberfest 5K 10K at HOB Dunedin B...

Dunedin, FL

Saturday, September 26th, 2026

10K

Trail

View details for race The Dunedin Oktoberfest 5K 10K at HOB Dunedin Brewing Company

The Dunedin Oktoberfest 5K 10K at HOB Brewing C...

Dunedin, FL

Saturday, September 26th, 2026

10K

Trail

View details for race The Dunedin Oktoberfest 5K 10K at HOB Brewing Company Downtown Dunedin

Camo & Cobwebs 5K & 1 Mile Fun Run/Walk

Palm Harbor, FL

Saturday, October 17th, 2026

1 Mile

Trail

View details for race Camo & Cobwebs 5K & 1 Mile Fun Run/Walk

A Kitten Place Black Cat 5K Fun Run

Valrico, FL

Saturday, October 24th, 2026

Trail

View details for race A Kitten Place Black Cat 5K Fun Run

Greenway Trick 'R Trot

Dunnellon, FL

Saturday, October 24th, 2026

10K

15K

Trail

View details for race Greenway Trick 'R Trot

Greenway Trick 'R Trot

Ocala, FL

Saturday, October 24th, 2026

10K

15K

Trail

View details for race Greenway Trick 'R Trot

AdventHealth Clermont Clay 15K & 5K presented b...

Clermont, FL

Sunday, October 25th, 2026

15K

Trail

View details for race AdventHealth Clermont Clay 15K & 5K presented by LiveTrends Design Group

Dunedin Halloween Costume 5K 10 At HOB Brewing ...

Dunedin, FL

Monday, October 26th, 2026

10K

Trail

View details for race Dunedin Halloween Costume 5K 10 At HOB Brewing Company 2 Story Beer Pavilion

The Florida Run @ Lake Louisa State Park

Clermont, FL

Saturday, November 7th, 2026

Half

10K

Trail

View details for race The Florida Run @ Lake Louisa State Park

The Dunedin Veterans Day 5K 10K and Kids Dash H...

Dunedin, FL

Sunday, November 8th, 2026

10K

Trail

View details for race The Dunedin Veterans Day 5K 10K and Kids Dash Honor Runs

Dunedin Veterans Day 5K 10K and Kids HONOR Dash...

Dunedin, FL

Sunday, November 8th, 2026

10K

Trail

View details for race Dunedin Veterans Day 5K 10K and Kids HONOR Dash Celebrating All USA Veterans

Turkey Trails - Tampa

Tampa, FL

Sunday, November 8th, 2026

1 Mile

10K

Trail

View details for race Turkey Trails - Tampa

The Veterans Run

Tampa, FL

Saturday, November 14th, 2026

10K

Half

Trail

View details for race The Veterans Run

Landbridge Trail 5k

Ocala, FL

Saturday, November 14th, 2026

Trail

View details for race Landbridge Trail 5k

5K with the 5-0

Oakland, FL

Saturday, November 21st, 2026

Trail

View details for race 5K with the 5-0

Turkey Day 5K Tampa Bay

Tampa, FL

Thursday, November 26th, 2026

Trail

Fast

View details for race Turkey Day 5K Tampa Bay

Your Next Step is the Cure

Plant City, FL

Saturday, December 5th, 2026

Trail

View details for race Your Next Step is the Cure

AdventHealth Howey-in-the-Hills Reindeer Dash 5...

Howey-in-the-Hills, FL

Saturday, December 12th, 2026

Trail

View details for race AdventHealth Howey-in-the-Hills Reindeer Dash 5K presented by LiveTrends Design Group

The Dunedin Holiday 5K 10K 15K At HOB Brewing C...

Dunedin, FL

Saturday, December 19th, 2026

10K

15K

Trail

View details for race The Dunedin Holiday 5K 10K 15K At HOB Brewing Company In Downtown With Annual Toy Drive

Downtown Dunedin Holiday 5K 10K and 15K With To...

Dunedin, FL

Saturday, December 19th, 2026

10K

15K

Trail

View details for race Downtown Dunedin Holiday 5K 10K and 15K With Toy Drive

Dunedin Holiday 5K 10K 15K with Holiday Toy Dri...

Dunedin, FL

Saturday, December 19th, 2026

10K

15K

Trail

View details for race Dunedin Holiday 5K 10K 15K with Holiday Toy Drive At HOB Brewing Company Downtown Dunedin

2027 All Day Running Co. Clearwater Marathon & ...

Clearwater, FL

Saturday, January 30th, 2027

Half

Marathon

Trail

View details for race 2027 All Day Running Co. Clearwater Marathon & Running Festival

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

Lakeland, FL

Saturday, February 6th, 2027

15K

10K

Trail

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

LSSC Shamrock Shuffle

Clermont, FL

Saturday, March 13th, 2027

1 Mile

10K

Trail

View details for race LSSC Shamrock Shuffle

Brighter Days 5K/Walk For Autism

Tarpon Springs, FL

Sunday, March 14th, 2027

1 Mile

Trail

View details for race Brighter Days 5K/Walk For Autism

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

Clermont, FL

Sunday, March 21st, 2027

Half

10K

Trail

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

The Florida Run @ Colt Creek State Park

Lakeland, FL

Saturday, April 17th, 2027

Half

10K

Trail

Fast

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

Withlacoochee Forest Trail Marathon

Hernando, FL

Sunday, April 18th, 2027

Marathon

Half

10K

Trail

View details for race Withlacoochee Forest Trail Marathon

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