Trail Running calendar near Bartow 2026-2027

Lutheran Counseling Services holds the We Care 5K on October 10, 2026 in Longwood to raise funds and awareness for mental health. The event offers an in person 5K along parts of the Seminole Trail and a virtual 5K option.

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 and walk supporting Club-214 Land & Sea, held on the Pinellas Trail with awards, costume prizes, finisher medals, and proceeds benefiting veteran services.

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.

Gopher Weedon Trail Run is an 8K through Weedon Island Preserve in St. Petersburg, Florida, passing mangroves, salt marsh and Florida scrub. Proceeds support the Friends of Weedon Island and participants receive a technical shirt, timing an..

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, FL on October 31, 2026 where runners complete a 4.167 mile loop each hour until one runner remains. Support is allowed between loops but no aid is permitted while on course.

Trail races at Lake Louisa State Park on November 7, 2026 include 5K, 10K and a Half Marathon over natural trails. The event features chip timing, aid stations, on-course restrooms and finisher medallions.

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 20K Stampede Challenge combining both events. The event includes awards, finisher hats, food, live music and supports 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.

Savage Race Florida Fall in Dade City on November 14, 2026 offers a 3+ mile BLITZ with 15 to 20 obstacles and a 5 to 7 mile main race with 25 or more obstacles. Entry fees rise by date and 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 urban 100 mile endurance tour through Tampa Bay on November 14, 2026, covering city streets, beaches, and bridges. Navigation uses directional cards and the CalTopo app; several aid stations, drop bags, and mandatory safety..

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 set of runs on November 21, 2026 in Brooksville, Florida features a 5K trail run, a 2.5K Turkey Trot with costumes encouraged, and a short Color Fun Run with colored powder. Proceeds support 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.