Trail Running calendar near Englewood 2025-2026

Trick or Trot 5K Trail Run, presented by Mazda of Port Charlotte, takes place at Ann & Chuck Dever Regional Park in Englewood, Florida. The event features a 5K trail run on a mostly dirt and gravel course, plus a 1-mile trail walk dubbed th..

The Gopher Weedon Trail Run is an 8K trail race held at Weedon Island Preserve in northeast St. Petersburg, Florida (1800 Weedon Dr NE, 33702). The course covers about 4.9 miles of natural trails through mangroves, salt marsh and Florida sc..

Tampa Bay 100 Mile Endurance Run is a point to point urban ultramarathon from Ybor City to Vinoy Park in St Petersburg. Mostly flat coastal miles blend city scenery with a self guided endurance vibe while finish times are tracked.

The Dunedin Veterans Day 5K, 10K and Kids Dash Runs take place in downtown Dunedin, FL. The course starts and finishes near the VFW at the Dunedin Hale Center, 330 Douglas Avenue, and runners traverse the paved Pinellas Trail on a northboun..

Take on the Colt 45 Trail Race at Colt Creek State Park on November 22, 2025 with distances from 14 mile to 60 miles on scenic marked loops. Enjoy wildlife views, aid stations, handcrafted finisher awards and a relaxed post race picnic.

Turkey Trails- Fort Myers, organized by Bodies Race Company, takes place at South County Regional Park in Punta Gorda, Florida. The Thanksgiving-themed event offers multiple distances—1 Mile, 5k, 10k—plus a Kids Dash, Volunteer-then-Run opt..

Turkey Trails - Tampa, organized by Bodies Race Company, is a Thanksgiving-themed, family-friendly running event in Tampa, Florida (location listed as TBD, 33611). It offers 1 Mile, 5k, 10k, Kids Dash, a Virtual Race, and a Volunteer-then-r..

Event details The Legacy Trail Ultra is a free, 60K ultramarathon in Sarasota, FL, organized by the Manasota Track Club. It is the fourth annual running of the event and uses the Legacy Trail as its course. The route is an out-and-back that..

The 14th Annual FGCU XC Gobbler 5K is a community running event held at Florida Gulf Coast University’s Alico Arena in Fort Myers, Florida. The event features a 5K run/walk that loops around the scenic campus, a 1-mile run/walk, and a Tot T..

Turkey Day 5K Tampa Bay is a Thanksgiving-themed 5K run/walk held along the Upper Tampa Bay Trail in Tampa, Florida (near Citrus Park). The scenic, nice-down-and-back course follows the trail with a street crossing assisted by Hillsborough..

The Trail Hog Half Marathon is a trail running event held at Carlton Preserve in Venice, Florida. It features three race distances: a half marathon, a 10k, and a 5k, catering to a wide range of runners. Participants enjoy a festive atmosphe..

Caloosa Fest Ultra : Dec 6, 2025, Alva, FL Caloosa Fest Ultra is a trail race held at Caloosahatchee Regional Park in Alva, Florida. Distances offered include: 50K 25K 5K The event uses an 11.1 mile loop on varying terrain. The 50K is run..

The Caloosa Fest 5K is a trail running event held at Caloosahatchee Regional Park in Alva, Florida. Scheduled for December 6, 2025, it is part of a day-long festival that also features ultra races of 25K and 50K distances. The event offers..

Candy Cane Course- Tampa, organized by Bodies Race Company, takes place in Tampa, Florida (venue to be announced) on December 13, 2025. It offers 1 mile, 5k, 12k, Kids Dash, and Virtual Race, plus a Volunteer option. The holiday-themed, fam..

Event status and distances The Peace River 100 Miler, scheduled for December 20, 2025 in Bartow, FL (2200 C.R. 640, Mosaic Peace River Park), has been cancelled. Registration for the event closed on August 12, 2025. Planned distances: 10 M..

The Downtown Dunedin Holiday 5K, 10K, and 15K With Toy Drive is held at HOB Brewing Company in downtown Dunedin, Florida. It offers three distances: a 5K, a 10K (two 5K loops), and a 15K (three 5K loops), all on a fully paved course along t..

Bodies Race Company presents the Candy Cane Course in Punta Gorda, Florida, held at South County Regional Park-Baseball Field. The holiday-themed race offers 5k and 12k, plus family-friendly options including a 1-mile run and a Kids Dash, p..

Event overview The Long Haul 100 is a trail running event at Colt Creek State Park in Lakeland, Florida. The event includes a 100-mile race that uses a multi-loop course through park terrain. It is designated as a Western States Endurance R..

The Scrub Jay Races, held annually at Oscar Scherer State Park in Osprey, Florida, feature a 5K and a challenging Scramble 10K trail run. The 5K course is road-runner friendly, mostly on asphalt, pavers, and crushed shell paths, with the fi..

Event overview The Coo-Wah-Chobee takes place on January 31, 2026, at Carlton Preserve in Venice, FL. The organizer is RunFluent. This is the second annual running of the event and it uses a single loop course through Carlton Preserve. Race..