Trail Running calendar near Babson Park 2026-2027

A Halloween themed 5K and 1 Mile Fun Run on October 17 2026 along the Pinellas Trail supporting Club-214 Land & Sea. Proceeds fund veteran services; participants receive finisher medals and costume prizes.

A dog friendly off-road 5K at Rock Springs Run State Reserve in Sorrento, FL on October 24, 2026. Registration includes park admission, a t-shirt and finisher medals for runner and dog, with limited in-person spots.

An 8K trail run through Weedon Island Preserve with mangroves, salt marsh and Tampa Bay views; race proceeds support the Friends of Weedon Island and include a technical shirt, timing and awards.

An evening 5K and haunted trail in Sebastian that raises funds for counseling and peer support for local first responders. The event includes a race T shirt while supplies last, Halloween activities, awards by age group, and Trunk or Treat.

Experience the famous clay trails of Clermont in this hilly off road event featuring timed 15K and 5K distances. Run along scenic 5 Mile Road and enjoy a professional racing environment with full course support and finisher medals.

A Halloween 5K in Clermont with haunted spook zones, a costume contest, and a live DJ. A virtual 5K option includes shirt, bib, medal and domestic shipping.

A backyard ultra in Lake Wales where runners complete repeated 4.167 mile loops each hour until one runner finishes a final solo loop and is declared the winner.

Lake Louisa State Park Trail Run on November 7, 2026 offers 5K, 10K and half marathon routes through pine forests, lakeshores and meadows. The course is chip timed, has aid stations and on course restrooms, and includes medals and post race..

Celebrate Thanksgiving with a series of themed races including a Half Marathon, 10k, and 5k in Orlando. Enjoy chip timed results, finisher medals, and family friendly distances like the Kids Dash and 1 Mile fun run.

Buddy the Bull Stampede in Arcadia FL on 11/07/2026 features a 5K trail run, a 15K mountain bike race and a combined Stampede Challenge, with post-race food, finisher hats, activities for families, and support for Eirene Ranch.

A Veterans Day running event in Dunedin offering a 5K, a two-loop 10K and a kids Honor Dash on the paved, stroller friendly Pinellas Trail with American themed finisher medals and timed results.

Celebrate Thanksgiving with this family friendly event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip timed results, finisher medals, and festive treats at the finish line.

An obstacle race in Dade City, Florida on November 14, 2026 offering a Savage BLITZ with about 3 plus miles and 15 to 20 obstacles, and a full Savage Race with about 5 to 7 miles and 25 plus obstacles. Parking is $20 at the gate.

The 6th Annual Veterans Run in Tampa returns with in-person and virtual races along the Courtney Campbell Causeway, offering 5K, 10K, half marathon, and a 15.5 mile course with certified timing and aid stations.

A point to point 100 mile urban endurance run from Ybor City to St. Petersburg that follows city streets, beaches and causeways. The mostly flat course features five aid stations, drop bag locations and a 36.5 hour overall cutoff.

Experience the natural beauty of Lakeland at Colt Creek State Park for a trail event featuring distances from 14 miles to a 60 mile ultra. Enjoy a loop based course with handcrafted medals and a post race picnic.

A Thanksgiving-themed 5K at Waterfront Park in Clermont, FL on November 26, 2026. The out and back course runs on the Upper Tampa Bay Trail and registration includes chip timing, a shirt, a finisher medal, awards, and photos.

A Thanksgiving 5K on the Upper Tampa Bay Trail in Tampa, FL on November 26, 2026. The chipped timed 5K includes a finisher medal, a soft short sleeve shirt, age group awards, free photos, and holiday-themed elements.

Experience the natural beauty of Carlton Reserve at this Florida trail event. Runners can choose between three distances and enjoy a pre race stretch session with recovery snacks and awards for various age groups.

A trail running event at Lake Louisa State Park in Clermont FL offering 50K and 25K distances on a 16.2 mile loop with mainly singletrack, four aid stations, timing, and free race photos.