Trail Running calendar near Guilford 2025-2026

IronHike Series Spring '26 at Mohawk Mountain June 4 to 7, 2026 offers solo and team FlexRelay options with repeat climbs by day and night to amass mountain level elevation. Expect on course support and finisher medals.

Enjoy the Nipmuck South Trail Race in Mansfield CT, a 15.7 mile out and back along the Fenton River that winds through woods, fields and over small bridges. Organized by Shenipsit Striders, proceeds benefit local trail stewardship.

Event overview The Centurion Ultra Trail Event takes place in Roosevelt Forest, Stratford, Connecticut on Saturday June 27, 2026. The main race challenges runners to complete 100 miles within a 33-hour limit. The field is limited to 50 part..

Pinky’s Rock n Rolla is a unique 4-mile trail race held in Richmond Hill, New York, offering runners an authentic trail running experience on natural hiking trails rather than typical bridle paths or gravel roads. The course, located in For..

Push your limits at the Pawling 24 Hour Trail Festival in Lakeside Park Sept 19 to 20 with timed 3 to 24 hour loop races day or night. Enjoy a scenic loop, food, music and a welcoming runner community.

Run a scenic 13.1 mile trail half in Roosevelt Forest with eight laps on a marked loop, aid on every lap, awards and costume prizes, plus a book drive for local kids. All get a medallion and Athletic Brewing non alcoholic beer.