Trail Running calendar near Roxbury 2026-2027

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.

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..

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.

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..

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.

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..

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..

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.

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.

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.