Trail Running calendar near Waterford 2026-2027

The TruStrength Summer Series - Waterford will take place in Waterford on Tuesday 23 June 2026. You can run 3 miles.

Weeknight trail race series near Portland, Maine with small fields, courses of about 5K to 6.5 miles, partnerships with local land trusts, and series standings for runners who complete three or more events.

UltraTrax Cranmore is a single day endurance walk in North Conway where participants choose 7, 14, 21 or 28 miles to complete within 10 hours. Options include carrying 10, 20 or 35 pounds and earning a Grey Wolf medal at higher levels.

Team-based charity challenge in Bristol, NH on June 27, 2026 where teams of 6 to 12 complete Special Forces style stations at Recruit or Operator levels while fundraising supports veterans and first responders.

Second annual Kennebec Savings Bank East Bayside Trail Fest in Portland on June 28 2026 offers three trail events plus a post event celebration with music, food trucks and local beer. Proceeds support Portland Trails and the Bicycle Coaliti..

Muddy Princess Maine is a 5K obstacle mud run at Hemond's MX & Offroad Park in Minot, ME on June 28, 2026. The event supports the National Breast Cancer Foundation and includes medals, digital photos, hydration and rinse stations.

A community 5K in Tamworth on July 4, 2026 that runs from Ordination Rock to Kenneth Brett School over village streets and trails. Entry includes a commemorative gift, ice cream, and a bib raffle while youth under 18 run free.

Back Cove Backyard Ultra on July 11, 2026 has runners repeat a 4.16 mile loop on Portland's Back Cove Trail every hour for up to 24 hours, with staffed and unstaffed aid stations, drop-bag support, and porta potties on course.

A 50K made of five 10K loops on technical forest singletrack near Northfield, New Hampshire. The limited field and looped format bring runners back to aid and the start area each lap while navigating rocks, roots, and steady elevation chang..

An uphill mountain trail race to Loon Mountain North Peak in Lincoln, New Hampshire, roughly 6.03 miles with about 3,066 ft of gain and sections up to a 40 percent grade, featuring over $20,000 in prize money.

A *9 miles* two-lap trail race at Bradbury Mountain State Park featuring hilly, technical single-track, a three-hour cutoff, a 160-runner cap, and organization by the nonprofit Trail Monster Running as part of a multi-race series.

An obstacle-course event at Sunday River Resort in Newry, Maine on July 25, 2026, featuring a 5K route through ski trails, woods, and mountain terrain with custom obstacles. Multiple waves are scheduled and fees vary by wave.

A multi format event in Corinth VT featuring Last Man Standing loops, a weighted pack Last Rucker Standing, and an Honor Lap that benefits Northeast Slopes, with medals and guaranteed silkies for early registrants.

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 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..

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.

Trail races of 5k and 10k take place on KCT trails and finish at the headquarters with music, food and a beer tent for a family friendly festival.

A roughly 12 miles single-track loop at Bradbury Mountain in Pownal, ME, featuring rocky, rooty terrain and a notable final two-mile O-Trail section; entries are capped at 160 and the race has a 3 hour 36 minute cutoff.