Trail Running calendar near Englewood 2025-2026

We have found 38 Trailruns within 80 miles of Englewood. See below where and when you can find the races.

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 the scenic Harns Marsh 5K or family friendly 1 Mile on January 24, 2026, through marsh lined trails alive with birds. The race is part of the Wings Over Water festival with vendors and activities and benefits Unite Lehigh.

Run the second annual Coo Wah Chobee at Carlton Preserve in Venice, FL on Jan 31, 2026 over scenic single track and double track trails with 50k, 25k, 5k and youth 5k options. Enjoy signature swag and Wicked Skin awards from RunFluent.

Lace up for the Pine Island Calusa Trail 5K Run and Walk in Bokeelia on January 31 2026, a family and pet friendly outing that blends scenic Calusa Heritage Trail views with quiet neighborhood streets. Proceeds benefit the Kiwanis Club of G..

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.

February 2026

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.

Race under the stars at AdventHealth Nighthawk Trail Run in Colt Creek State Park with 5K, 10K and a 15K Challenge. Rugged unpaved loops, headlamp required for the 5K, finisher medals and a race shirt promise a memorable night on the trails..

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.

Take on the trails in Venice Florida at Carlton Reserve for Sasquatch on February 15, 2026, with 15k, 10k, 5k and a virtual option. Expect music, local vendors, a guided group stretch, a race shirt and post race snacks after a scenic run.

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.

All Day at Holloway returns Saturday, Feb 28, 2026 at Holloway Park in Lakeland FL, featuring 50k, 30k, 10k and a five person 50k relay on fast groomed 10k loops. Enjoy a mix of trail and road like sections on a well maintained course.

March 2026

Celebrate St Patrick's season with the Time to Paddy 5k, 10k, half marathon and fun runs in Tampa on March 21, 2026. Choose live or virtual options and enjoy shirts, medals and family friendly races for all ages.

April 2026

Run scenic trails at Colt Creek State Park in Lakeland, FL on April 11, 2026, with chip timed 5K, 10K and half marathon options for all abilities. Family friendly event includes race swag, finisher medallion and post race snacks.

Dive into The Kraken in Sarasota on April 12, 2026 with 5k and 10k options for runners of all paces. Enjoy music, vendors, pre race group stretching, snacks, commemorative tee and a finishers bottle opener while awards honor top finishers.

Run the Funest 50k at Loyce E. Harpe Park in Mulberry with 50k, 30k, and 10k options over rolling sand and dirt trails. Entry is limited to 100 runners with aid, finisher swag, and funds supporting Polk County parks.

Join the Turtle Trot at Lovers Key State Park on April 18, 2026 for a scenic 5K through maritime hammocks, coastal dunes and mangroves, finishing by the Gulf. Enjoy wildlife sightings while supporting Friends of Lovers Key.

Run or walk scenic trails through woods and shaded hammocks at Gator Wilderness Camp in Punta Gorda on April 25, 2026. Choose from 5k, 10k, 15k or a kids fun dash and support a residential school for local boys.