Trail Running calendar near Billings 2025-2026

Run lakeside singletrack at Dickerson Mine Preserve on scenic mostly flat trails. Choose 21K half marathon, 10K or 5K, then enjoy Black River Barn with outdoor dining and beer on tap.

Notchview Ultra invites runners July 10 to 13, 2026 in Windsor, MA, offering formats from 100.7 miles down to 6 hour on a scenic 1.9 mile loop. Enjoy frequent aid, camping, swag, and proceeds supporting local conservation.

Run Pinky’s Rock n Rolla on July 11 in Richmond Hill NY: a rugged 4 mile trail through 100 year old pines and Queens longest oak forest. All finishers get medals, top three earn prizes, dogs welcome, and proceeds benefit Puppy Kitty NYCity.

The Soapstone Assault is a rugged 5.5 mile trail race in Somers, CT with six climbs and about 1,500 feet of ascent. Limited to 50 runners, it is a tough course for experienced runners and includes a pre race safety briefing and breakfast.

Run the Ridge Reaper at Ward Pound Ridge Reservation with 25K, 50K, and 50M courses through technical singletrack and scenic carriage roads. Big climbs, ridge views, and a cupless format so carry your own hydration.

Interstate 17 is a challenging 17 mile trail run on August 8, 2026 in Closter NJ that traces Hudson River viewpoints. Expect rugged technical singletrack, steep climbs and boulder scrambles across four loops with fully stocked aid stations.

Join the Sweltering Summer Ultra, an 8 hour track challenge at Clapp Park in Pittsfield where runners and walkers lap a cinder loop and hit a marathon split. Chip timing, live leaderboard, refreshments and awards support the AYJ Fund.

Thunder Chicken Squatch invites trail runners and hikers to tackle technical rock and root trails at Stokes State Forest in Branchville NJ on Sunday, August 9, 2026. Choose 5K, 10K with a ruck division, or a 17 mile loop with aid stations a..

The Shenipsit Striders Fatass will take place in Tolland on Saturday 15 August 2026. You can run 5 kilometers.

Climb It For Climate invites trail runners to tackle scenic routes at Belleayre Mountain in Highmount, NY on August 16, 2026, with 25K and 8K options and a hike option for the longer course. Registration offsets travel carbon and supports T..

Run the Jug End Loop Ultra on August 22, 2026 at Jug End State Reservation in Egremont MA, a six hour timed event on a scenic, hilly 4.2 mile loop through woods and an apple orchard. Rack up laps, earn a handmade mug and support local chari..

Tackle the Shawangunk Ridge Trail near Rosendale NY for sweeping Hudson Valley views across cliffs, sky lakes and rocky ridgelines. Choose 70 Miler, 30 Miler or half marathon for a rugged, self supported navigation challenge.

Tackle technical single track and big climbs at the Macedonia Trail Race in Kent, Connecticut. Choose 12K, 25K, or 50K loops with Cobble Mountain views and rugged trails for a rewarding, scenic challenge.

Experience a three day trail running festival at Wawayanda State Park in mid September 2026 with races from a 1 mile kids run to a 100 mile ultra. Free camping and a partnership with Bigger Than The Trail support community and mental health..

Tackle the Hook Mountain Ultra, a rugged multi loop trail outing in Upper Nyack, NY that crowns each circuit with a climb to the Hook Mountain summit. Choose marathon or 50 mile distances and enjoy panoramic Hudson River views and big eleva..

Take on the Cat's Tail Trail Marathon in the Catskills on Sept 26, 2026, a 26 mile trail with nearly 7,000 feet of climbing and rugged, scenic terrain. Aid stations, race swag and proceeds support land conservation.

Take on the Iron Hike Fall Everest, a 61+ mile ultra trail at Mohawk Mountain with over 29,029 feet of climb and a 72 hour time limit. Run, hike, or walk this epic challenge hosted by veteran owned IronHike Endurance Productions.

Take on a 24 hour trail challenge at Mohawk Mountain with a 28 plus mile course and huge elevation gain that rewards grit and strategy. Run, hike, or walk solo or as a relay with veteran owned IronHike Endurance Productions.

Tackle a scenic 5K or 8K through Pindar Vineyards on flat packed trails while supporting the NY Cancer Foundation. Finish with live music, food trucks and a complimentary glass of Pindar wine for a festive fall celebration.

Conquer Mohawk Mountain on scenic but rugged trail courses with 5K, 10K, half marathon and marathon options, big climbs and singletrack. Runners earn finisher medals, enjoy aid stations and follow a cupless policy to reduce waste.