Trail Running calendar near Englewood 2026-2027

We have found 25 Trailruns within 80 miles of Englewood. See below where and when you can find the races.

Join the Treat Trot at Gadsden Park in Tampa for a day of running with distances ranging from a Kids Dash to a 15K. Enjoy chip timed results, finisher medals, and free event photos in a scenic park setting.

InHouse Ultra is a 33-athlete indoor treadmill event at Run Unlimited where competitors run five miles each hour until one athlete remains. Runners are self-supported and one crew member is allowed with limited studio space for spectators.

July 2026

A multi distance running event in Tampa on July 19, 2026, featuring kids dash, 1 mile, 5K, 10K, half marathon, relay, volunteer run option, and a virtual race, with shirts, medals, and chip timing for timed events.

August 2026

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.

September 2026

A timed lake lap event at Lake Hollingsworth in Lakeland, FL offering 12 hour, 6 hour and team relay options. Runners complete 2.84 mile laps on a paved walkway and the field is limited to 200 entrants.

Choose a 5 km or a two loop 10 km course from HOB Brewing Company along the Pinellas Trail. Stroller and dog friendly with electronic timing, finisher medals, and a free draft beer for participants aged 21 and over.

Join this local running event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip-timed results, pacers, and finisher medals for all participants in a family-friendly atmosphere.

October 2026

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.

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.

November 2026

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.

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.

December 2026

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 Trifecta weekend at Skipper Ranch near Sebring, Florida, featuring Sprint, Super and Beast courses across farmland, marsh and calf-deep mud. A kids race, workshop and spectator options run alongside the main races.

Holiday distance runs at HOB Brewing in downtown Dunedin along the Pinellas Trail, with timed 5K, 10K, and 15K options, finisher medals, shirts, and a free draft beer for eligible participants.

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.

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