Trail Running calendar near Oakland 2026-2027

A timed endurance event at Ravine Gardens State Park in Palatka, Florida offering 12 hour, 24 hour, 50K and 50 mile formats on a paved USATF measured two mile loop. Aid stations and mandatory personal lighting are provided.

Join this patriotic honor run on the scenic Pinellas Trail to celebrate military veterans. Choose from 10K, 5K, or Kids Dash distances in a stroller friendly environment at Dunedin.

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.

Savage Race Florida Fall takes place November 14, 2026 in Dade City, Florida, offering two obstacle-course options and rewards for completing multiple courses.

Honor America's veterans at this scenic out and back race along the paved Courtney Campbell Causeway Trail. Choose from multiple timed distances and enjoy panoramic views of Tampa Bay while supporting veteran suicide prevention.

A 100 mile point to point urban ultramarathon from Ybor City to St. Petersburg. The self guided endurance tour passes Safety Harbor, Dunedin, Clearwater and Gulfport with staffed aid stations, mandatory navigation gear and timed cutoffs.

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.

Trail ultraruns at Lake Louisa State Park in Clermont, FL offering 50K and 25K on a 16.2 mile loop with mostly singletrack, varied terrain and about 700 feet of elevation on the 50K. Four aid stations and professional timing are provided.

Experience a team relay through the shaded pine forests and palm trees of Alafia River State Park. Run together in teams of four or eight and enjoy a festive weekend village with campfires and star lit camping.

Celebrate the holidays at the Candy Cane Course in Orlando featuring distances from a Kids Dash to a 15k. Enjoy chip-timed results, designer shirts, finisher medals, and festive treats at the finish line.

Conquer a variety of obstacle courses at Skipper Ranch including 5K, 10K, and 21K distances. Experience a unique terrain of flat farmland and deep marsh mud in the heart of Florida.

Holiday races in downtown Dunedin at HOB Brewing Company offer 5K, 10K (2 loops) and 15K (3 loops) on a paved, timed course along the Pinellas Trail, with medals, event shirts and a post-race beer for participants over 21.

Holiday-themed races at Gadsden Park in Tampa on December 27, 2026, with distances from a kids 50 m dash to 15K, plus a virtual option, chip-timing, shirts, medals, photos, and finish-line treats.

A trail event at Colt Creek State Park offering a six-loop **100-mile** race and a single-loop **12.5-mile** 100 furlongs course with staffed aid stations, looped drop bag access, and a rollover credit policy.

A trail race weekend in Christmas, Florida featuring point to point 100 and 50 mile ultras plus Sunday 15 and 8 mile loops through Tosohatchee, Seminole Ranch and Little Big Econ. Wildlife viewing, trail maintenance support, and early regis..

A free, donation-supported 12 hour trail event at Whispering Pines City Park with a 5 mile loop, an aid station and a finisher award for 10 miles. Capacity is 185 and there is no waitlist.

An ultramarathon on Florida’s Space and Treasure Coasts offering 100 mile, relay, 50 mile and 33.3 mile options. Field size is limited and all events require a support crew.

Experience a unique single loop trail run through the Withlacoochee State Forest featuring 33 1/3 mile, half marathon, and 6K distances. Enjoy riverside trails and celebrate your finish with a post race barbecue and handcrafted medals.

The Amazing Race: Chamber Series will take place in New Smyrna Beach on Saturday 3 April 2027. You can run 5 miles.