Trail Running calendar near Venice 2026-2027

Run a fast, groomed course at Holloway Park in Lakeland, FL, which hosts NCAA cross-country regionals. Choose from 10k, 30k, 50k, or a 5-person team relay.

Trail races at Lake Wales Ridge State Forest in Frostproof Florida with a 100k made of five 20k loops and a single 20k loop. Aid stations every 4 to 5 miles, on-site primitive camping and cooked food available.

Join the festive St. Patrick's Day run in Dunedin on the flat, paved Pinellas Trail. Choose from a 5K or 10K course, both starting at HOB Brewing Company. The event includes a medal, tech shirt, and a post-race party in a family and pet-fri..

Run the trails at Colt Creek State Park on April 11, 2026. Choose from a 5K, 10K, or Half-Marathon distance. The event features chip timing, aid stations, and post-race awards.

The Turtle Trot 10K & 5K is a run/walk at SunWest Park in Hudson, Florida, on a paved path circling old salt mines. Every participant gets a finisher award, and proceeds support the PAIR program for inclusive recreation. T-shirts are availa..

Kick off the Dunedin Highland Games with this 5K trail run and walk. The scenic course starts and finishes at Highlander Park, venturing into Hammock Park. Registration includes a t-shirt, medal, and entry to the festival with Celtic music..

A community road race in Sarasota on April 12, 2026 offering 5k and 10k distances. The event includes race-day packet pickup, awards by age group, participant t-shirts and refreshments, and walk-ins are welcome.

Tackle the rolling hills and sandy trails of an old phosphate mine at the Funest 50K. This event offers 50K, 30K, and 10K distances on a challenging 10K loop course in Loyce E. Harpe Park. Runners can enjoy post-race food and support trail..

Run a scenic 5k through the lush trails and coastal habitats of Lovers Key State Park, finishing near the beach. Your registration includes park admission, and proceeds help support the park's conservation and community programs. It's a uni..

Run on the sand at Englewood Beach for the Turtle Trot. Choose from a 5K, a 1 Mile fun run, or a virtual 5K. All participants get a sea turtle themed beach towel and a magnetic finisher medal.

A community 5K event on April 18, 2026 in Punta Gorda with timed and untimed 5K options, participant shirts, chip timing, trail and sidewalk course, on-site packet pickup, parking, and age group awards.

Run through the scenic woods of a 250-acre camp in Punta Gorda. This trail run offers 5k, 10k, and 15k distances with proceeds supporting a local school. Enjoy a family friendly day with a kids dash and post race food.

A 5K at Robinson Preserve in Bradenton on June 13, 2026, offering participant t-shirts, snacks and post-race hotdogs, age-group awards for male and female finishers, and a guided pre-race stretch session.

Run the Dunedin Oktoberfest 5K or 10K along the scenic Pinellas Trail, finishing at HOB Brewing for postrace Oktoberfest vibes. Stroller and dog friendly with a beer armband for 21 and over and finisher shirt and medal.

Celebrate Halloween with the Trick or Trot 5K at Ann and Chuck Dever Regional Park on October 17, 2026, featuring a 5K trail run and 1 mile walk on scenic dirt and gravel paths. Wear your best costume for prizes, grab a shirt and medal, and..

Hit the Pinellas Trail for a Halloween-themed run supporting veterans. The Camo & Cobwebs event offers a timed 5K and an untimed 1 Mile Fun Run/Walk, both starting and finishing at de Bine Brewing Company. Expect costumes, finisher medals,..

A Veterans Day running event in Dunedin on November 8, 2026 offering 5K, 10K and kids dashes along the paved Pinellas Trail with American themed finisher medals and family friendly kid runs.

A veterans focused race in Tampa along the Courtney Campbell Trail offering 5K, 10K, half marathon and 15.5 mile courses with virtual options, aid stations, a military discount code, and post race gatherings at Whiskey Joes.

Explore Tampa Bay on foot in this unique 100-mile urban tour. The point-to-point route winds from Ybor City to St. Petersburg, passing murals, beaches, and city landmarks. It's a self-reliant adventure with a 36.5-hour cutoff to earn your f..

Take on the Colt 45 Trail Race at Colt Creek State Park with four looped distances from a 14 mile loop to an epic 60 mile challenge. Aid stations, GPS files, handcrafted medals and a post race picnic create a welcoming trail festival.