Upcoming Races in Wesley Chapel, FL 2026-2027

6th Annual Summer Heat 5K Run/Walk

Thonotosassa, FL

Saturday, June 6th, 2026

Featured

5K

Trail

View details for race 6th Annual Summer Heat 5K Run/Walk

Want to feature your race?

Get your race seen first by thousands of runners

Feature My Race

Learn how to feature your race

Don't see your race?

Add it for free — it only takes a minute

Add Race (Free)

Add your race for free

The Florida Run LEFTOVER Trail Race

Clermont, FL

Saturday, June 13th, 2026

Trail

View details for race The Florida Run LEFTOVER Trail Race

Best Bling Of The Year Summer 5K At HOB Brewing...

Dunedin, FL

Sunday, June 14th, 2026

5K

10K

Trail

View details for race Best Bling Of The Year Summer 5K At HOB Brewing Co Dunedin

The Best Bling Selection Of The Year 5K At HOB ...

Dunedin, FL

Sunday, June 14th, 2026

5K

Trail

View details for race The Best Bling Selection Of The Year 5K At HOB Brewing Company In Downtown Dunedin Florida

AdventHealth Cool Sommer Mornings Triathlon-Dua...

Clermont, FL

Sunday, June 14th, 2026

5K

Ultra

Trail

View details for race AdventHealth Cool Sommer Mornings Triathlon-Duathlon-5K Series #1

BIGFOOT CHALLENGE 5k Flag Day Run/Walk

Tampa, FL

Sunday, June 14th, 2026

5K

1 Mile

Trail

View details for race BIGFOOT CHALLENGE 5k Flag Day Run/Walk

AdventHealth Clermont Freedom 5K presented by L...

Clermont, FL

Saturday, July 4th, 2026

5K

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

5K

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

5K

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

5K

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

5K

Ultra

Trail

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

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

Dunedin, FL

Saturday, September 26th, 2026

5K

10K

Trail

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

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

Dunedin, FL

Saturday, September 26th, 2026

10K

5K

Trail

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

Run The Point

Palmetto, FL

Saturday, October 3rd, 2026

5K

1 Mile

Trail

View details for race Run The Point

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

Palm Harbor, FL

Saturday, October 17th, 2026

5K

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

5K

Trail

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

Gopher Weedon Trail Run

Saint Petersburg, FL

Saturday, October 24th, 2026

Trail

View details for race Gopher Weedon Trail Run

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

Clermont, FL

Sunday, October 25th, 2026

15K

5K

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

5K

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

5K

Trail

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

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

Dunedin, FL

Sunday, November 8th, 2026

5K

10K

Trail

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

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

Dunedin, FL

Sunday, November 8th, 2026

10K

5K

Trail

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

The Veterans Run

Tampa, FL

Saturday, November 14th, 2026

5K

10K

Half

Trail

View details for race The Veterans Run

The Sand Hill Adventure Run

Brooksville, FL

Saturday, November 21st, 2026

5K

Trail

View details for race The Sand Hill Adventure Run

Run Manatee - Rye Preserve 5K -2026

Parrish, FL

Saturday, November 21st, 2026

5K

Trail

View details for race Run Manatee - Rye Preserve 5K -2026

5K with the 5-0

Oakland, FL

Saturday, November 21st, 2026

5K

Trail

View details for race 5K with the 5-0

Turkey Day 5K Tampa Bay

Tampa, FL

Thursday, November 26th, 2026

5K

Trail

Fast

View details for race Turkey Day 5K Tampa Bay

Ultra Ultras Turkey Trot 5k

Lake Wales, FL

Thursday, November 26th, 2026

5K

Trail

View details for race Ultra Ultras Turkey Trot 5k

Your Next Step is the Cure

Plant City, FL

Saturday, December 5th, 2026

5K

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

5K

Trail

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

Chase the Dreidel 5K

Saint Petersburg, FL

Sunday, December 13th, 2026

5K

Trail

View details for race Chase the Dreidel 5K

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

Dunedin, FL

Saturday, December 19th, 2026

5K

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

5K

10K

15K

Trail

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

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

Dunedin, FL

Saturday, December 19th, 2026

5K

10K

15K

Trail

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

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

Clearwater, FL

Saturday, January 30th, 2027

Half

5K

Marathon

Trail

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

The Hunt for Sasquatch

Mulberry, FL

Saturday, February 6th, 2027

10K

5K

1 Mile

Trail

View details for race The Hunt for Sasquatch

LSSC Shamrock Shuffle

Clermont, FL

Saturday, March 13th, 2027

1 Mile

5K

10K

Trail

View details for race LSSC Shamrock Shuffle

Brighter Days 5K/Walk For Autism

Tarpon Springs, FL

Sunday, March 14th, 2027

5K

1 Mile

Trail

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

Upcoming Races Near Wesley Chapel, FL - Matching: Trail Races