Trail Running calendar near Kissimmee 2026-2027

A multi-format Spartan Race weekend at Lake Nona in Orlando with Sprint and Super obstacle races, a kids course, an obstacle workshop and a 4 hour Hurricane Heat. Team registration is available, and qualifying service member discounts apply..

A point-to-point 50K on the Florida National Scenic Trail Western Connector near Ocala, FL. The rugged route follows orange blazes with required GPX navigation, on-course aid, and one drop-bag zone; runners handle their own transport.

A dog-friendly, off-road 3.1 mile trail event at Rock Springs Run State Reserve offering timed results, participant and dog finisher medals, event shirts while supplies last, included park admission for one guest, and on-site packet pickup.

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 near Lake Wales, FL where runners complete repeating 4.167 mile loops each hour until one runner remains. Crews and personal aid are allowed between loops and total distance is recorded for all participants.

A chip-timed trail run at Lake Louisa State Park with 5K, 10K and half-marathon options, aid stations roughly every two miles, on-course restrooms, post-race food and awards for individual and team categories.

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.

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 in Dade City on November 14, 2026 offers a Blitz of 3+ miles with 15 to 20 obstacles and a main course of 5 to 7 miles with 25+ obstacles; parking is $20 and spectator passes start at $25.

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 through Tampa Bay from Ybor City to St Petersburg, passing Safety Harbor, Dunedin, Clearwater and Gulfport. Five staffed aid stations, supplies caches, drop bags, and mandatory navigation and sa..

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 community running day at Sand Hill Scout Reservation on November 21, 2026, featuring a 5 km trail run, a 2.5 km turkey trot with costumes encouraged, and a 0.8 km color run. Proceeds support local Scouting programs.

Turkey Day 5K Clermont is a Thanksgiving tradition themed 5K at Waterfront Park in Clermont, FL on November 26, 2026. The out and back course uses the Upper Tampa Bay Trail and entries include chip timing, a finisher medal and a shirt.

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.

A trail ultramarathon at Lake Louisa State Park in Clermont, FL offering 50K and 25K on a 16.2 mile loop with varied terrain, mostly singletrack, four aid stations, timing, medals, and free race media.

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.

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.