Trail Running calendar near Babson Park 2026-2027

A multi-distance running event at Jay Blanchard Park on September 27, 2026 offering a half marathon, 10K, 5K, 1 mile, kids dash, volunteer option and a virtual race, with bibs, shirts and finisher medals provided for most entries.

Trail races on the Croom Hiking Trail in Brooksville, Florida offering 50K, 16 mile and 9 mile options plus a spectator entry. The route passes longleaf pines, scrub oak hills, creek bottoms and cypress ponds.

Orlando Spartan Weekend at Lake Nona on Oct 10 and 11, 2026 features obstacle course events from a 5 km sprint with 20 obstacles to a 10 km super with 25 obstacles. Team entries can secure shared start times and verified discounts are avail..

A Halloween themed trail event in Englewood offering a 5K and a 1 mile walk at Ann & Chuck Dever Regional Park. Shirts, bibs, 5K finisher medals, costume awards and proceeds benefit the Zoomers Scholarship Fund.

A Halloween themed 5K and 1 Mile Fun Run/Walk on the Pinellas Trail in Palm Harbor benefiting Club-214 Land & Sea, with finisher medals, costume prizes, age group awards, and proceeds supporting veterans and their families.

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.

An 8K trail race through Weedon Island Preserve on October 24, 2026, featuring natural trails, boardwalks, views of Tampa Bay and professionally timed results; proceeds support Friends of Weedon Island.

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 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.

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.

Savage Race and Savage Blitz come to Dade City, Florida on November 14, 2026, with new obstacles and multiple course options. Tiered ticket pricing applies, no extra checkout fees are added, and on-site parking is $20.

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..

Colt 45 Trail Run on November 21, 2026 offers four trail distances from 14 miles to 60 miles, organized by A1 Ultra Events. The single-day event uses an online registration platform.

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 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.

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.