Trail Running calendar near New Port Richey 2025-2026

Choose a 12 hour, 6 hour, 12 hour relay or 5 mile loop at scenic Lake Wailes on December 20, 2025. Field limited to 100, all entrants receive a long sleeve shirt and a lively runners village with hot grilled food.

Run a 12 hour or 24 hour solo event or a 24 hour relay on a shaded 3.2 mile loop through Wekiwa Springs with chances to see wildlife. Camp, race into the night with finish area support and chase top honors Jan 3 and 4 in Apopka FL.

Croom Zoom in Brooksville, FL invites you to run shaded trails through oak hammocks in Withlacoochee State Forest, with 50K, 20 mile and 10 mile options. The looped course keeps aid stations and drop bags within reach for a great day on the..

Join the Time Travel Half Marathon in Tampa on Jan 11, 2026 with 5k, 10k, 1 mile and kids races plus virtual entries. In person runners enjoy a designer shirt, custom medal, chip timing and free photos for a lively finish line.

Tackle scenic Florida trails at Long Haul 100 in Colt Creek State Park, Lakeland. Choose the epic 100 mile challenge or a shorter 12.5 mile loop and enjoy wildlife, aid stations and a finisher buckle.

Join the 26th annual Scrub Jay Races at Oscar Scherer State Park on January 24, 2026, offering in person 5K and 10K plus virtual options. Scenic trails, finishers receive medals, and proceeds support Florida scrub jay and park programs.

Run or walk a chip timed 5k through the scenic vineyards at Masaryk Winery, then enjoy a shatterproof wine glass and a wine pour for eligible participants. Proceeds benefit Nik's Wish and finishers receive a bottle stopper medal.

Join The Couple Shuffle in Tampa on January 31, 2026 for a festive couples friendly race offering a Kid's Dash, 2 Mile, timed 5k, 10k and 15K plus a virtual option. Expect shirts, medals, chip timing and age group awards.

Celebrate Mardi Gras at Celery Fields with 5k, 10k and canicross races for runners and their dogs. Expect shirts, post race snacks, live music, vendors and age group awards plus a guided warm up.

Hit the scenic trails at Lake Manatee State Park on Feb 7, 2026 for the Gopherdillo Trail Run, with 5K and 10K routes that showcase lake views and local wildlife. All finishers receive a medal and both distances follow separate no loop cour..

Hunt for Sasquatch at Bone Valley ATV Park in Mulberry for a playful trail race with a chance to spot Sasquatch. Choose a 1 mile color fun run, 5K, 10K or multi race challenges and enjoy a t shirt, swag bag and awards.

Run under the stars at AdventHealth Nighthawk Trail Run on Feb 7, 2026 at Colt Creek State Park in Lakeland, Florida. Pick a 5K, 10K or 15K Nighthawk Challenge and enjoy rugged trail scenery, race shirt, medal and awards.

Take on Skunk Ape’s Revenge at Green Swamp West by choosing 60K, 30K or a 30K Ruck and tackle sandy trails, single track and dirt roads through wild Florida scenery. Bring pet food for Cindy’s Pets and earn a finisher hat.

Explore shaded single and double track trails at Whispering Pines City Park on a scenic 5 mile loop that starts and ends at the pavilion. Free to join with donations welcome and complete 10 miles to earn a finisher award.

Choose from 30K, 8 Mile, 5K or a virtual trail run, walk or bike along the scenic Lake Apopka trails starting at Magnolia Park. Enjoy lakeside views and birding, finisher medals and tech shirts, and remember the event is cupless so bring yo..

Join the 39th Real Florida 5K 10K at Wekiwa Springs State Park for a scenic off road run through natural Florida. Choose 5K or 10K, enjoy a capped field for a relaxed race vibe and a tech shirt and finisher medal for all entrants.

Run Ocala's Painted Horse Urban Ultra, a low key, self supported navigation adventure from the Where's the Finish? Podcast on Feb 21 2026. Choose 55k or 25k loops that visit dozens of painted horses for a noncompetitive, unsupported adventu..

Explore Lakeland on a 30k urban adventure visiting painted swans from the Swansation art trail while navigating with a race book. This low key, self supported run from the Where's the Finish? Podcast mixes city charm and relaxed challenge.

Experience cross country style racing at Holloway Park in Lakeland Florida with groomed trail and road loops. Choose from 10k, 30k, 50k or a five person relay where each teammate runs a 10k loop for a total of 50k.

Run scenic single track through Withlacoochee State Forest along the river at the Long Play Trail Run in Brooksville, Florida. Choose 33.3 miles, a half marathon or 6K and finish with a vinyl record and post race picnic.