Trail Running calendar near Bradenton 2026-2027

A 30K trail race at Green Swamp West Tract near Dade City, FL, featuring varied Florida terrain, aid stations every 3 to 5 miles, a Berm drop bag location, finisher glassware awards, and a post-race potluck.

Summer Sizzler in Tampa on 08/01/2026 features timed 5K 10K and 15K races, untimed 1 mile and kids dash, and a virtual option. The event includes chip timing, shirts and medals, free photos and finish line treats.

A six-hour Fat Ass running event at Walsingham Park in Seminole, FL on August 1, 2026. Runners self record laps on a roughly 3 mile paved out and back loop; the event is self supported and free with voluntary cash donations.

An ultramarathon along the Pinellas Trail covering just over 46 miles in an out and back format between St. Petersburg, Tarpon Springs and Dunedin. Registration closes Sep 2 and a Facebook group is listed for updates.

Wild Boar Night Run on September 12, 2026 is a half marathon and half marathon ruck in Green Swamp West Tract near Dade City, FL. The out-and-back trail is marked with pink flags, has an aid station at the turnaround, and a post-race potluc..

Tick Tock Ultra on September 19, 2026 offers timed running formats including 12 hour, 6 hour, and a 12 hour five person relay, organized by Ultra Ultras.

Tick Tock Ultra is a lake-lap timed event at Lake Hollingsworth in Lakeland, FL offering 12-hour and 6-hour individual races plus a 12-hour relay for teams of 3 to 5; portions of entries support the Pheel Good Foundation.

A multi distance running event in Tampa with a half marathon, 10K, 5K, 1 mile, kids dash and virtual option. Features include chip timing, designer shirts and finisher medals, with youth pricing for ages 12 and under.

A community 5K/10K/15K on the Pinellas Trail in downtown Dunedin at HOB Brewing Company on September 27, 2026, with electronic timing, finisher medals and a post-race party including one free draft beer for participants 21 and over. The eve..

The John Holmes Trail Run takes place at Croom Park and Withlacoochee State Forest on October 3, 2026, offering 50K, 16 mile and 9 mile options. The field is limited to 250 runners and this is the event's 34th running.

A timed climb of 861 steps to the rooftop of Tampa City Center with official timing to the 39th floor, bailout floors, water stations and on site medics.

A Halloween themed trail event in Englewood on October 17, 2026 featuring a 5K run and a 1 mile walk, costume awards, finisher medals, post-race refreshments, and proceeds supporting the Zoomers Scholarship Fund.

A Halloween themed 5K and 1 Mile Fun Run on October 17 2026 along the Pinellas Trail supporting Club-214 Land & Sea. Proceeds fund veteran services; participants receive finisher medals and costume prizes.

An 8K trail run through Weedon Island Preserve with mangroves, salt marsh and Tampa Bay views; race proceeds support the Friends of Weedon Island and include a technical shirt, timing and awards.

A backyard ultra in Lake Wales where runners complete repeated 4.167 mile loops each hour until one runner finishes a final solo loop and is declared the winner.

Buddy the Bull Stampede in Arcadia FL on 11/07/2026 features a 5K trail run, a 15K mountain bike race and a combined Stampede Challenge, with post-race food, finisher hats, activities for families, and support for 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.

An obstacle race in Dade City, Florida on November 14, 2026 offering a Savage BLITZ with about 3 plus miles and 15 to 20 obstacles, and a full Savage Race with about 5 to 7 miles and 25 plus obstacles. Parking is $20 at the gate.

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.