Trail Running calendar near Billings 2026-2027

A fundraising trail event in the Shawangunk Mountains on May 2, 2026 offering a 50 mile Ultra Marathon, a 26.2 mile Trail Marathon and two to four person relays. Proceeds support Mohonk Preserve conservation, education and stewardship.

Trail races at Bear Mountain State Park near New York City on May 2, 2026, featuring 10K, half marathon and 50K options across singletrack with rocky, rooted, and forested sections offering occasional views.

A technical trail event near Beacon, NY on May 3, 2026 offering half and full courses with steep exposed climbs, significant elevation gain, aid stations, limited on-site camping, and a participant shirt and finisher item.

The The Blue 2 Blue Challenge will take place in Woodbridge on Sunday 3 May 2026. You can run 50 kilometers.

A trail event at The Hartsbrook School in Hadley featuring a 5K Dandelion Dash and a 1 mile Mushroom Mile. Proceeds support school land stewardship and a virtual 5K option is offered.

Trail races in Lyme, Connecticut offering a 9.2 mile loop and a 3 mile sprint on Mount Archer trails. Chip timed and rain or shine, with 100% of proceeds donated to local emergency services.

The XC Summer Series will take place in Parsippany-Troy Hills on Tuesday 5 May 2026. You can run 5 kilometers.

A community trail event on May 9, 2026 in Orangeburg NY offering looped courses of 3.75, 7.5, and 11.25 miles to support Rex Runs Kindly and NAMI of Rockland, with aid stations and participant T shirt and medal.

The Tails & Trails State Forest Run will take place in Pittsfield on Saturday 16 May 2026. You can run between 5 and 50 kilometers.

A spring trail event at Muscoot Farm featuring a *5 mile* race plus two kids races by age group; participants receive Farm Bucks for the farmers market and shirts are available by pre-order. Service dogs only; no other dogs permitted.

C'mon Armageddon is a rugged trail race in Norvin Green State Park offering 50K, 10 Miler and 5 Miler routes over boulder fields and river crossings. The 50K requires specific gear and has multiple aid stations and course maps via GAIA GPS.

Run Like The Wind 5K in Ellenville winds along the base of the Shawangunks and a scenic stretch on the Rail Trail. Finish in Aroma Thyme Bistro's garden with beer, wine and food while supporting food pantries and youth scholarships.

A new Soapstone Mountain Half Marathon debuts in 2026 alongside the Jerry Stage 6K. Both are trail races in Shenipsit Forest starting at Reddington Rock Riding Club, organized by the Shenipsit Striders with proceeds to trail stewardship gro..

Annual May trail races on the Ashuwillticook Rail Trail including a marathon, half marathon, 8K and a free kids Mo Mile, with proceeds supporting trail maintenance in Pittsfield and event perks for participants.

A *3.5 mile* trail run/walk at Woodtick Recreation Area in Wolcott, CT on May 17, 2026. Proceeds support the Wolcott Cross Country Teams and participants receive a free entry to the CT Food Truck Battles Festival.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

Sharpen your trail skills at a three day Spring Training Camp in Oliverea NY. Expert coaching and guided runs on technical Catskill ridgelines include a 13 mile day with 5000 ft of climbing, plus lodging, meals and great camaraderie.

A community 5K trail run at Blydenburgh County Park on May 23, 2026, with in-person and virtual options, a free Kiddie Dash, on-site hydration and refreshments, parking guidance, and proceeds supporting the Never Stop Running Foundation.

A road half marathon in Roxbury, Connecticut on May 24, 2026 that features mixed pavement and dirt sections, notable climbs including a 250 foot gain near the halfway point, and a post race celebration at Mine Hill Distillery.

A 4 mile out-and-back road and trail race in Forest Park, Queens on May 24, 2026, starting and finishing at Victory Field Track; entries capped at 500, guaranteed technical shirts for pre-registrants, custom medals for finishers and cash aw..