Trail Running calendar near Palm Harbor 2025-2026

The 22nd Annual Dunedin OkotBEERfest 5K and 10K takes place at HOB Brewing Company in downtown Dunedin, Florida. Runners and walkers can choose OktoBEERfest 5K or 10K, with the 10K run as a two-loop course on the fully paved Pinellas Trail through downtown Dunedin. The event is dog- and family-frien..

Tick Tock Ultra is a Lakeland, Florida lake-lapping endurance event offering 12-hour and 6-hour races, plus a 12-hour relay for teams of 3–5. Runners complete 2.84-mile laps on a paved walkway around Lake Hollingsworth, aiming to log as many laps as possible before the finish. The atmosphere centers..

John Holmes Trail Run takes place in Brooksville, Florida, at Croom Park within the Withlacoochee State Forest. Now in its 33rd running, this Southeast’s oldest 50K trail race began as the Croom Trail 50K and was renamed in 2006 to honor founder John Holmes. The challenging course runs along the Cro..

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 participants to wear “Creepin' It Real” costumes, creating a festive c..

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 transformed into a spine-chilling Halloween experience with ghastly gh..

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 scrub, with dirt and boardwalk sections and frequent views of..

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 5K+10K challenge races. Participants race through scenic tra..

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 route on the scenic Wellness Trail. The event features overa..

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 modest elevation gains (about 69 ft for 5K, 135 ft for 10K, and..

The Tampa Bay 100 is a point-to-point urban ultramarathon of 100 miles held on November 8, 2025 in the Tampa Bay area, hosted by Skunk Ape Events. The route begins in Ybor City, Tampa, and finishes near the 11th Ave Pier at Vinoy Park in St. Petersburg. The course is described as mostly flat with s..

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 northbound out-and-back route. The 10K is two loops of the 5K course;..

The Colt 45 Trail Run is scheduled for November 22, 2025 at Colt Creek State Park, 16000 State Rte 471, Lakeland, FL 33809. The event is organized by A1 Ultra Events and offers multiple trail distances on park trails. Distances offered: 60 miles 45 miles 45K 14 miles The course is composed of re..

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-run option. The course is designed around local parks with ma..

The Legacy Trail Ultra is a free 60-kilometer ultramarathon held in Sarasota, Florida. In its fourth year, the event follows an out-and-back course along the Legacy Trail, starting at Payne Park and heading south about 18.6 miles before returning to the start. There are no road closings and only lim..

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 County Sheriff, starting from near Citrus Park. The event in..

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 scenic views overlooking Lake Minneola. The event is chip-ti..

Turkey Burn Ultra is a trail ultramarathon staged at Lake Louisa State Park in Clermont, Florida, featuring 50K and 25K distances. Runners traverse diverse park ecosystems on a 17.1-mile loop (50K) with wooded singletrack, open grass, sandy hills, and shell-rock gravel, totaling about 700 feet of el..

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 atmosphere with local vendor booths, music, and community spirit.The..

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 features a family-friendly, festive atmosphere with designer s..

Fit Together Fitness RC presents the inaugural Little Big Water River 5K Trail Run/Walk in Dade City, FL. The course starts on a narrow Florida Trail path (about 0.77 miles), then joins the wider blue trail around Withlacoochee River Park and returns to the starting pavilion. A 5K option and a 1-mil..