Trail Running calendar near Tampa 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..

Location: Palm Harbor, Florida, on the Pinellas Trail with Start/Finish at De Bine Brewing Company (993 Florida Ave). Distances: a 5K (3.1 miles) and a 1-mile Fun Run/Walk. Atmosphere: inaugural Halloween-themed event encouraging participan..

Nightmare on the Clermont Trails 5K takes place in Clermont, Florida, on October 25, 2025. The event offers a 5K Run/Walk on the scenic Clermont Trails and a Virtual 5K option for remote participants. As dusk falls, the course is transforme..

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..

The Greenway Trick 'R Trot is a Halloween-themed trail race held at the Pruitt Trailhead in Dunnellon, Florida. Scheduled for October 25, 2025, the event offers multiple race options including 5K and 10K runs and rucks, as well as combined..

Run with the Bobcats 5K or 1 Mile is a cross-country event hosted by Pasco-Hernando State College in New Port Richey, Florida, at 10230 Ridge Rd. The day offers a 5K Run/Walk and a 1 Mile Fun Run/Walk along a flat, fast course, including a..

The Florida Run stages the Lake Louisa State Park Trail Run in Clermont, Florida, offering 5K, 10K, and Half-Marathon distances. Runners navigate a scenic course through pine forests, lakeshores, and open meadows with varied terrain and mod..

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..

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..

Turkey Day 5K Clermont is a Thanksgiving-themed 5K held at Waterfront Park in Clermont, Florida. The course is described as a nice down-and-back on the Waterfront Park paved trail, starting near the shelter past the splash pad and offering..

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..

Turkey Trails- Orlando, run by Bodies Race Company, unfolds at Waterfront Park in Clermont, Florida. This Thanksgiving-themed event offers 1 mile (untimed), 5k, 10k (two laps), a Kids Dash, plus Volunteer-then-Run and Virtual options. It fe..

Turkey Trails- Orlando, hosted by Bodies Race Company, is a Thanksgiving-themed running event in Orlando, Florida (ZIP 32789). The lineup includes 1 Mile, 5K, 10K, a Kids Dash, a Volunteer then Run option, and a Virtual Race. The event emph..

Run Thanksgiving weekend at Lake Louisa Park in Clermont Florida with 50K and 25K trail options across wooded singletrack and sandy hills. Tackle a scenic 17 mile loop with four aid stations, pro timing and a finisher medal.

Jingle Bell Dash 5K Run/Walk is set on the campus of Bishop McLaughlin Catholic High School in Spring Hill, Florida. The cross-country style course spans the school’s 88 acres and winds through fields, trails, and open pavement, welcoming r..