Chatham
Trail Running Calendar near Chatham 2026-2027
Explore the top trail runs near Chatham for 2026-2027! We've gathered 12 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
A one lap up and down mountain race in Waterville Valley, New Hampshire on September 20, 2026, part of the USATF-New England Mountain Racing Circuit. The course uses grassy ski slopes and gravel service roads and includes three aid stations.
A 21k mountain race in Bridgton featuring technical single track trails and significant elevation gain across the iconic ridge of Pleasant Mountain.
October 2026
A last person standing trail ultra in Center Conway NH on October 3, 2026 run on a 3.5 mile forest loop with a minimal aid station, camping option, and a Sunday Beer Mile.
A 5k trail run and walk in Oxford, Maine, starting and ending at Oxbow Beer Garden to benefit Mission Working Dogs, offered in-person and virtually.
The 26th North American Wife Carrying Championship returns to Sunday River in Newry, Maine on October 10, 2026. Teams of one man and one woman race a 278 yards obstacle course with log hurdles, a sand trap, and the Widow Maker water hazard.
A community race day in Waterville Valley offering a 10 mile trail race, a mostly flat 5K road race, and a 1 mile kids run during the town's fall festival.
A rugged self supported 10 km trail race in the Great North Woods near Randolph, New Hampshire, run without aid stations and requiring a mandatory gear list.
November 2026
Thanksgiving morning trail event in Jackson, NH with a 5 km turkey trot and a 1 km kids fun run, plus awards and local school beneficiaries.
July 2027
A 5K obstacle course at Sunday River Resort in Newry, Maine, featuring ski-trail and wooded terrain with custom built obstacles.
August 2027
Multi-distance trail ultras in the White Mountains centered on Waterville Valley with long mountain routes, large elevation gains, strict mandatory gear, and limited crew access.