Trail Running Calendar United States 2026-2027

A community 5k in Wyoming, MN on Sept 19, 2026, organized by True North Adventures. Entry fee includes a race shirt and proceeds benefit Wyoming Fire Relief.

A multi-surface 5K run and walk on the Laurel Ridge Community College Middletown campus; family friendly and open to walkers. A portion of proceeds will support the Recovery Connection Scholarship and registration costs $30.

The Run for the Widows & Orphans 5K will take place in Rockmart on Saturday 19 September 2026. You can run 5 kilometers.

A 6-hour trail endurance challenge where runners complete a 5K each hour and must finish each lap to continue. Partial finishers earn patches, full finishers earn a medal, and combined times count toward national ranking and prize awards.

An 18 mile out and back trail run from Windblown Ski Area toward Watatic Mountain Reservation, featuring steep, technical single track and uneven terrain. Prior trail running experience is strongly recommended.

Hope House 5K Trail Run and Walk for Recovery on September 19, 2026 at Schodack Town Park includes a 5K run or walk and a children's 1 mile fun run. Proceeds support Hope House services for people affected by substance use disorder.

A 12th annual 5K through Glacier Ridge Metro Park on September 19, 2026, presented by the Dublin Coffman Marching Band to raise funds for band students, with the band performing along the route.

Trail races on Cedar Mountain include canicross, a dog friendly 5k, a trail run without dogs, and a virtual option, with awards for top finishers and a traditional hunt breakfast.

A 5K cross country race at Pine Grove Middle School in East Syracuse on 19 September 2026, run on a varsity XC course with mostly trails and grass; registration runs from March 7 to September 18, 2026.

A first annual 4.06K fun run through Playfair Park and midtown Missoula with a tailgate themed finish featuring fried chicken and beer. Registration opens June 16, 2026 and the fee is $35.

The Bramble Ramble will take place in Sidney Township on Saturday 19 September 2026. You can run between 5 and 10 kilometers.

Honest Abe Trail Run at Lincoln State Park offers marathon, 14K and 5K courses on trails and roads with aid stations, drop bag support for marathoners, tiered entry fees, and no participant cap.

Experience a scenic 8k trail race through the forests and wetlands of Lake Conestee Nature Park. Run or walk a five mile loop featuring natural trails and boardwalks with views of the lake and local wildlife.

A 13.6 mile loop race starting and finishing at High Knob Observation Tower in Wise County, held Sunday September 20, 2026. The course runs mainly on Forest Service roads and proceeds support trail development in the Flag Rock and High Knob..

Trail half and full marathons at High Cliff State Park near Sherwood, WI on September 20, 2026, featuring technical singletrack, prairie sections and escarpment views; cupless event with aid stations and a post-race pasta buffet.

Experience a 26.2 mile mountain run from Manitou Springs to the summit of Pikes Peak and back. This historic event features over 7800 feet of elevation gain and a 10 hour time limit.

The 30th annual Spoonbread Festival 5K in Berea KY offers a chip timed 5K on a flat paved trail, an untimed 1 mile fun walk, and a virtual 5K option with commemorative shirts and age group awards.

Experience the unique terrain of the driftless region at Yellow River State Forest. Choose from 5K 10K or half marathon distances and enjoy post race food games and sponsor giveaways.

Trail races in Ridgefield CT offering a single loop of about 4.25 miles or a double loop of about 8 miles through Hemlock Hills and Pine Mountain. The technical, rocky course starts and ends at the Lake Windwing ballfields.

TAM Trek is a trail race and fun run in Middlebury, Vermont supporting the Trail Around Middlebury. Events range from a full 19 mile route around the village to shorter trail races and a family friendly two mile run.