Oxford
Trail Running Calendar near Oxford 2026-2027
Explore the top trail runs near Oxford 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 community 5K trail run and walk at Skyline Farm across fields, rolling hills and woods, with a free kids 1K, after-race food, music and prizes.
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 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 100k trail run and bike event in Norway, Maine on October 11, 2026 combining 25k running and 75k cycling across six trail systems to benefit local nonprofits.
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.
February 2027
Ski endurance event in Rumford ME on February 5, 2027 using the Allagash Trail, about 1.5 miles up and 1,200 feet gain, with 6, 12 and 24 hour options.
July 2027
A 5K obstacle course at Sunday River Resort in Newry, Maine, featuring ski-trail and wooded terrain with custom built obstacles.
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.