Trail Running calendar near Billings 2026-2027

This 4-mile trail run in Schenectady Central Park uses a flexible time trial format. All proceeds support addiction recovery services, honoring a personal legacy. A pre race stretching session is included.

Experience a scenic trail festival at Thacher State Park featuring races from 10k to 50k miles. Run through wide paths and single track trails with beautiful escarpment views in a sustainable cupless event.

Explore the scenic Shawangunk Ridge on a rugged 70-mile trail. Choose from three distances: a 70-miler, 30-miler, or half marathon. This unsupported event celebrates the preserved beauty of the 'Gunks' mountains.

A mixed-surface trail event at South Mountain Reservation in South Orange offering distances from 5K up to 50M, with aid stations roughly every three miles and course maps available.

Explore the singletrack of Macedonia Brook State Park in Connecticut. Choose from 12K, 25K, or 50K distances on a course featuring climbs, technical trails, and the famous viewpoint atop Cobble Mountain. Enjoy a post-race celebration with f..

The Corporate Fun Run Pier 84 Manhattan will take place in New York on Monday 14 September 2026. You can run 5 kilometers.

The Wild Goose Trail Festival is a multi-day trail running event in New Jersey's Wawayanda State Park. It features distances from a kids' mile to a 100-miler with a generous 36-hour cutoff. The weekend includes free camping, pre-race panels..

The Hook Mountain Ultra is a demanding 50-mile or 27-mile trail race in Upper Nyack, NY. The course features repeated loops with significant climbs, ridge running, and scenic Hudson River views. It includes full aid station support and has..

The Where the Pavement Ends trail race offers a technical 4.25-mile single loop or an 8-mile double loop through the Hemlock Hills. It's part of the multi-race Trail Mix Series. Both races start and finish at the Lake Windwing ballfields in..

Run a scenic 5K trail race through 300 acres of natural terrain at Winding Trails in Farmington. Compete for age group awards and the local Lee Chisholm Award on a course surrounding Walton Pond.

The Caldwell Cougar Chase 5K and 8K will take place in Woodland Park on Friday 25 September 2026. You can run between 5 and 8 kilometers.

A point-to-point, rugged trail marathon with nearly 7000 feet of elevation gain in New York's Catskill Mountains. The route features technical climbs, scenic views, and multiple aid stations, with proceeds supporting land conservation.

Run the scenic McDade Trail through the historic Delaware Water Gap. The non-technical, rolling course is a mix of cinder path and singletrack. Each entry includes a finisher's item and supports trail maintenance.

The Front Runners New York Cross Country 5K will take place in Bronx County on Saturday 26 September 2026. You can run 5 kilometers.

The Gardiner Dump Run offers 5k and 10k trail races through the scenic Riverbend Trails. The course winds along wooded hillsides and fields near the Wallkill River. Day-of registration is available, and the event features a sneaker recyclin..

IronHike Endurance Series runs October 1 to October 4, 2026 at Mohawk Mountain Ski Area in Cornwall CT. The series offers multiple ultra trail events from about 61 miles to 152 miles with large elevation gains and run, hike or walk options.

This 24-hour trail challenge in Cornwall, CT, covers over 28 miles and 13,685 feet of elevation gain. Participants can run, hike, or walk the double marathon distance or tackle it as a relay.

Run an 8K or 5K through the autumn scenery of Pindar Vineyards on a flat trail course. Your entry includes chip timing, a tech shirt, and a post race party with wine, music, and food. The event supports the NY Cancer Foundation.

Event Overview The Tesla Hertz Run is a multi-distance trail running event held in Rocky Point, New York, on Long Island. The races take place over a weekend in early October. Participants can choose from several distances, with specific st..

Challenge your legs on the slopes of Mohawk Mountain Ski Resort in Cornwall, CT. Choose from marathon, half marathon, 10K, or 5K distances on a course featuring climbs, descents, and fall foliage views. Hikers are welcome on the shorter tra..