Trail Running calendar near Milton 2025-2026

The In the Woods 30A 50K is an ultramarathon event held in Grayton Beach, Florida, showcasing the area's stunning natural beauty. Participants can choose from three categories: a solo 50K, a 2-person relay, or a 3-person relay. The course features scenic trails through the Point Washington State For..

The Guts To Try Ultra is an exciting running event held in Milton, FL, featuring various challenging races, including an 8-mile and a 25K run, as well as a unique Backyard Ultra format. This event encourages participants to push their limits while supporting the Special Operations Warrior Foundation..

Death by 5k Coldwater Creek is an exciting endurance event set in Milton, Florida, where participants challenge themselves to complete ten 5k runs over a 24-hour period. The event takes place at the Adventures Unlimited Outdoor Center, featuring a scenic loop course alongside Coldwater Creek. Runner..

The Bay to Breakfast 8K Trail Run is an exciting running event taking place at Big Lagoon State Park in Pensacola, Florida. Participants will enjoy the scenic beauty and challenges of an 8K trail run, followed by a delicious pancake and bacon breakfast at the Governor's Pavilion. The event emphasize..

The Blackwater 10 Mile Trail Run is an exciting running event organized by Run Pensacola, taking place at Blackwater State Park. Participants can expect a scenic point-to-point course along Juniper Creek Trail, featuring three aid stations with water and electrolyte drinks. Packet pickup is availabl..

The Do It In The Bush 5K is a trail running event organized by the Port City Pacers, taking place at Medal of Honor (Cottage Hill) Park in Mobile, Alabama. This event supports the Port City Pacers Scholarship Fund and features a cross-country course that offers a unique running experience. Participa..

The Wildcat Ultras is an ultramarathon event taking place at the Escambia County Equestrian Center in Pensacola, FL. This 12th edition features multiple race distances, including 100 miles, 100K, 50 miles, 50K, and 15 miles, all set on a 2.5-mile loop primarily composed of grass and dirt. The event ..