Bridgton
Trail Running Calendar near Bridgton 2026-2027
Explore the top trail runs near Bridgton for 2026-2027! We've gathered 10 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
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.
A 32.5 mile five lap trail ultra in Windham, ME on Red, Blue and Purple trails with two aid stations per loop and volunteer support.
A fundraising community event at Lost Valley in Auburn where participants climb the access road repeatedly over four hours to raise money for Tree Street Youth.
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.
September 2027
Backyard ultra race on a 4.2 mile wooded loop in New Gloucester, Maine, with double track, moderate elevation gain, and a $150 registration fee.