Trail Running calendar near Dade City 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..

PawPals 4 Life 5k is an off-road trail run/walk in Sorrento, Florida at Rock Springs Run State Reserve Trail, 30601 Wekiva River Road, Sorrento, FL 32776. The event offers a live in-person 5K Run/Walk and a Virtual 5K, running Oct 1–31, 2025. The in-person field is limited, with proceeds supporting..

Lutheran Counseling Services hosts the We Care 5K Run and Walk in Longwood, Florida (2140 FL-434). The event features a 5K course where participants run or walk portions of the Seminole Trail and return to St. Stephen’s Church, suitable for all ages and fitness levels.An in-person option and a Virtu..

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..

The Itch is a rugged, no-frills 50K trail race in Ocala, Florida, running along the Florida National Scenic Trail’s West Corridor. This point-to-point course travels from the East-West Junction to the Baseline Road Trailhead, winding through Florida’s wilderness with minimal amenities. Runners recei..

Central 28 Monster Mash-N-Dash 5K Run and Walk takes place in Debary, Florida, beginning and ending at the Central 28 Taproom. The fourth annual event features a 3.1-mile out-and-back course along a paved trail. It embraces a Halloween-themed atmosphere, inviting runners and walkers to dress in cost..

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..

TB100 is a 100-mile point-to-point urban ultramarathon organized by Skunk Ape Events. The route starts in Ybor City, Tampa, and travels through Tampa Bay to finish at Vinoy Park in St. Petersburg, passing Safety Harbor, Dunedin, Clearwater; Gulf Blvd.The mostly flat course features city sights, mura..

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;..

Save the Manatee 5K is a running and walking event in Orange City, Florida, at Blue Spring State Park, the winter home of the manatee. The 5K Run/Walk follows the flat, scenic Spring-to-Spring Trail along the park, with park admission included. The event also offers virtual 5K options for domestic o..

Landbridge Trail 5k is a well-marked, 5-kilometer loop on the Florida Trail in Ocala, Florida. The course climbs to the top of the famed Landbridge in the Marjorie Harris Carr Cross Florida Greenway, following Blue and Orange blazed trails. Runners can race hard or slow to snap a photo at the Landbr..

Colt 45 Trail Run, staged by A1 Ultra Events, is held at Colt Creek State Park in Lakeland, Florida. Four distances are offered: Colt Double Malt (60 miles, four 14‑mile loops plus a bonus loop), Original Colt 45 (45 miles, three 14‑mile loops plus a 3‑mile starter loop), Colt Silver (45K, two 14‑mi..

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..