Trail Running calendar near Roxbury 2026-2027

We have found 49 Trailruns within 80 miles of Roxbury. See below where and when you can find the races.

This late winter trail race in Gilbert Lake State Park offers 50K, 25K, and 10K distances on a looped, mixed-terrain course. Runners can choose to use snowshoes and will find aid and warmth at a cabin finish line. Proceeds support The Neigh..

Snowshoe races at Moreau Lake State Park on February 28, 2026, with 15K and 4.7 mile single loops plus a kids 1 mile out and back. Snowshoes are mandatory and limited rentals are available on a first come first serve basis.

April 2026

Mountain trail event at Harriman State Park on April 4, 2026 offering a half marathon, a 10K and a 10K ruck. Rugged technical courses with substantial elevation gain and a capped field size.

A USATF certified point to point half marathon in Albany County on April 11, 2026, mostly on paved rail trail with a net downhill and a 500 foot elevation drop to a Hudson River finish. The event offers live tracking, bus to the start, post..

Run or walk a 5K through the orchards of Brooklyn Cider House. Registration includes a cider glass, donut, and finisher medal. The event is open to all ages and welcomes dogs and strollers.

Run or walk for ospreys at the Lacawac Sanctuary. This event on April 19, 2026 features a scenic 10K trail run and a 5K walk. Proceeds support habitat conservation at the Browning Beaver Meadow Sanctuary.

A mountain trail event on the Shawangunk Ridge in Ellenville, NY on April 25, 2026 offering a technical **25K** (near 17 miles) and a **10 Miler**. The race is sold out but charity bibs are available with a $500 donation to Run Wild, Inc.

Trail running at Wawayanda State Park across a 26 plus mile loop with four distance choices and varied terrain including rhododendron tunnels, marsh bridges, gravel roads and single track. Aid stations, camping and finisher awards are provi..

A 15K trail race at Grafton Lakes State Park covering about 9.3 miles with 900 ft of elevation gain. The technical yet runnable spring course can be muddy and is described as accessible for new trail runners.

May 2026

A Run to Remember in Red Hook NY features 5K and 10K trail races plus a 5K walk on May 2, 2026. Courses run through meadows, forest, orchards and berry patches and cash prizes are awarded.

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.

Hit the trails in Pittsfield State Forest for the Tails & Trails run, supporting local animal rescues. Choose from 50K, 25K, or 5-mile distances on a scenic course through pine woods and past boulders. Camping is available onsite for a full..

Celebrate a Hudson Valley tradition dating back to 1983 with the Run Like The Wind 5K in Ellenville. This scenic course runs along the Shawangunk Mountains and features a section on the newly resurfaced Rail Trail. All event proceeds suppor..

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.

Join a small group trail running camp in the Catskill mountains for a weekend of guided coaching. The program includes long runs on technical terrain and mental performance sessions to prepare for local mountain races. All skill levels are..

June 2026

A multi day endurance series at Mohawk Mountain in Connecticut offering solo and team trail events from 15 to 152+ miles with timed formats up to 84 hours. Tenting, support stations, and personalized bibs and medals are provided.

A unique trail festival centered on a rugged 3.8-mile loop featuring the infamous "staircase of death." Run solo, join a flexible relay team, or take on the casual Fun Run over a 12-hour period. Start when you like and enjoy the community a..

Plattekill Mountain Race on June 7, 2026 in Roxbury, NY features a 6.5 mile mountain race with 3500 ft of climbing and a steep 5k. Top three men and women will receive awards and finisher swag is planned.