Trail Running calendar near Chatham 2026-2027

We have found 68 Trailruns within 80 miles of Chatham. See below where and when you can find the races.

Trail races in Hartford, Vermont, through the Hartford Town Forest and Conservation Area. Courses mix logging roads, packed trails, and single track, with a 5K mostly downhill and a 10K that earns Western NH series points.

An outdoor obstacle race at Sunday River in Newry, Maine, featuring a **5K** course of mud, water, walls and woods, two new obstacles for 2026, a slopeside music event and a separate Mini Mountain kids race.

A Last Man Standing style event in Corinth, VT honoring KIA Marines, with one-mile loops for runners and ruckers. Ruckers carry required pack weights and medals and timed awards are given based on completion and speed.

Trail races in Chatham NH across the Baldfaces with two options, **29KM** (two loops) and **14KM** (single loop); mountain exposure, mandatory gear, aid station for the long course, and a parking area on private property.

A 5K trail race around Barre's historical granite quarries on wooded double and single track trails, with rocky and rooty terrain. Walkers and families are welcome; registration dates and age based fees apply.

A roughly 3.8 mile trail race at Kingman Farm in Madbury, NH on July 26, 2026, featuring rolling nordic style paths and switchback singletrack; proceeds support the Doug Flutie Jr. Foundation for Autism and day of registration is available.

A 5k trail run through Crooked River Forest that starts and finishes at historic Scribner's Mill in Harrison, Maine. Proceeds support Loon Echo Land Trust; registration is via UltraSignup and day-of entries are cash or Venmo only.

A multi-day 75-mile stage race and a point-to-point 50K on the Sunapee Ragged Kearsarge Greenway featuring technical single-track, significant elevation gain, on-course aid stations and transported overnight gear, plus a $35,000 prize purse..

August 2026

A 12 km trail run on the Oak Hill XC and Trescott Trails in Hanover, NH on August 1, 2026, featuring rolling singletrack, about 1,446 feet of climb and on-course support; pre and day of registration options are available.

The event is cancelled. It had been planned as a 10K ruck obstacle course at Pineland Farms in New Gloucester, Maine, featuring The Crucible with 20+ obstacles and prize rules requiring participants to ruck the full course with a pack.

The 15th Annual 5k Race to the Ledges in Concord, NH on August 8, 2026 features a short road and trail course and includes post-race brunch boxes to take away. Registration includes an adult 5 km entry and a free kids 5 km for ages 6 and un..

A 4.5 miles trail race on Frye Island on 08/08/2026 that starts and finishes at the Community Center and loops around the island through wooded trails. Registration opens 07/10/2026 and the fee is $10.

The Trust Trail Fest will take place in Kennebunkport on Sunday 9 August 2026. You can run between 5 and 10 kilometers.

A 12 mile single track trail race at Bradbury Mountain in Pownal, ME on August 9, 2026. The course features rugged New England terrain, a 3 hour 36 minute cutoff, and a field limited to 160 runners.

Multi-distance trail ultras in the White Mountain National Forest around Waterville Valley, NH, featuring long climbs, exposed ridgelines, mandatory mountain gear, and live split tracking for the 100, 50, and 20 mile courses.

Wanakee Wilderness 5K on August 15, 2026 is a trail run across 227 acres of hills and woodland valleys in the White Mountains and Lakes Region of New Hampshire. Proceeds support the camp scholarship fund and the day includes a Homecoming BB..

A family friendly 5K on the Webb Forest trails organized by Wilmot Learning Place, featuring a signed course, water stations, timing for runners, post-race recognition, and nearby parking with overflow at local fields.

Trail races in Windham, ME offering 13M, marathon and 50K on technical single track through Lowell Preserve and North Falmouth Community Forest. The event supports local trail nonprofits and requires a participant donation and proof to conf..

Join the PRHS XC Alumni Race in Minot for a 5K trail run and kids fun run. This community event features friendly competition between alumni and current students followed by a barbecue and kickball.

A trail ultramarathon at Prospect Acres Ranch where runners complete repeated 2.2 mile laps in 2, 4, or 8 hour formats. Field camping is available Friday evening and registration is $40 with proceeds supporting future events.

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