Trail Running calendar near Osprey 2026-2027

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.

Trail races at Alafia River State Park on December 4-5, 2026 offer individual options: a 5.3 mile Red Loop, a timed 6 hour ultra, and a 24 hour ultra. The village includes camping, bonfires, music, food trucks, and finisher items.

Experience the rugged beauty of Alva at Caloosa Fest featuring a half marathon and 5K trail race. Runners navigate scenic single track trails and rolling terrain through the Caloosahatchee Regional Park mountain bike system.

A marked 16.8 mile loop course preview and training run at Colt Creek State Park in Lakeland, FL. Unstaffed water stations provide water only, so participants should bring food and secure gear in vehicles. Primitive tent camping is availabl..

RunFluent Christmas in Lutz, Florida offers trail and timed events from a four mile loop to a new half marathon with awards and finisher woodals. Registration closes December 11 and refunds are not issued.

Central Florida Spartan Trifecta Weekend at Skipper Ranch in Sebring features obstacle races across farmland, marsh and mud. Distances include Sprint 5 km, Super 10 km, Beast 21 km and a kids race, with an obstacle workshop the day before.

A holiday run in downtown Dunedin on December 19, 2026 featuring 5K 10K and 15K routes on the Pinellas Trail with electronic timing finisher medals shirts and a post race beer option for those 21 and over.

A looped event at Lake Wailes offering 4.17 mile, 6 hour, 12 hour and 12 hour relay options. Food is available at the Runners Village and all participants receive a long sleeve shirt.

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 looped trail event at Colt Creek State Park near Lakeland, FL, offering a 100-mile Western States qualifier and a 12.5-mile 100 Furlongs option with staffed aid stations and loop drop bag access.

In-person and virtual races at Oscar Scherer State Park on January 23, 2027, featuring a mostly hard-packed 5K and a technical Scramble 10K with sugar-sand sections. Finisher medals, shirts while supplies last, chip timing and age-category..

A 5K and 10K trail run at Lake Manatee State Park featuring sandy paths, pine corridors, wildlife sightings, chip timing, finisher medal, and post-race refreshments. A lodging partner offers a promo code RUN for event dates.

Trail races at Bone Valley ATV Park include a 10K, 5K, and a 1 mile color run on hilly, uneven trails. Back to back challenge options require an 18 minute per mile pace and awards are given by age category.

Experience a scenic trail race through the Carlton Reserve in Venice with distances ranging from 5k to 15k. Enjoy post race snacks and unique handmade wood awards in a festive community atmosphere.

Turtle Trot is a 5K run and walk at SunWest Park in Hudson, Florida, with a paved course around old salt mines. Proceeds support Pasco County's PAIR program and every registered participant receives a finisher award.

An obstacle 5 km through Raymond James Stadium with 20 obstacles running past the pirate ship and stadium bleachers. The weekend also includes a kids race and spectator options, with team entries and an available service member discount.