Trail Running calendar near Conway 2026-2027

Big Brad Ultras at Bradbury Mountain State Park offers 25K and 50K options on a 15.5 mile single track loop. The course features technical terrain, multiple aid stations, drop bag access, and significant elevation gain.

The 12th Annual Skyline Farm 5K Trail Run & Walk on September 13, 2026 offers a scenic course through fields, hills and woods, a free Kids' 1K with prizes, post-event food and music, and awards including gift certificates and pies.

A remote, unmarked mountain event in Stark New Hampshire offering 50 Mile, 25 Mile, and 25K routes along the Kilkenny Ridge Trail. Runners navigate with provided GPS tracks, use limited backcountry aid, and must carry mandatory safety gear.

Experience the summit of Mount Agamenticus with a 5K or 1 mile trail race. Support local conservation efforts while running or hiking through Maine trails and participate in a raffle for all entrants.

Experience a scenic run through wooded conservation trails finishing at the Hooksett Public Library. This community event features a 5K trail race and a half mile kids fun run to support local youth programs.

A 5K trail race at Loon Mountain on September 20, 2026, as part of the 51st NH Highland Games, with 800 ft of elevation gain across dirt trails, service roads and ski trails. Registration includes a race shirt and festival admission.

Pair up for a three hour endurance relay on a two mile loop of trails and fields. Alternate laps with your partner to accumulate the maximum distance possible in this team based challenge.

A community 5K in Hillsborough, NH on September 20, 2026, organized by the Hillsboro Fire Department. The off-road course may be uneven and strollers are not recommended; registration runs March 25 to September 19 with a $30 fee.

A traditional up and down mountain race in Waterville Valley, NH on September 20, 2026 covering about 7 miles with 3000 feet of ascent; youth entry is available and day of registration is offered.

One day across five Westmore peaks covering up to 26 miles and about 6142 feet of climb, with shuttle drop offs, staffed water and rest stations, limited entries to protect trails, and post-hike services at the NorthWoods campus.

A community trail festival in Arundel, Maine offering 5k, 10k and half marathon distances on the ACT and Eastern Trail, with participant shirts and medals, a free kids' bike race, live music, and food.

An inclusive multisport festival at Pawtuckaway State Park on 09/26/2026 offering a 0.4 mile swim, 5.5 mile trail bike and 3 mile run in single sport, two sport, relay or full triathlon formats. No chip timing; safety gear is required.

A trail based 5K obstacle course race at Wasserman Park on September 26, 2026, featuring 12 or more beginner to intermediate obstacles. Entry is limited to 200 participants and the fee is $40.

A weekend of endurance mountain biking and trail ultrarunning at Ascutney Outdoors in West Windsor Vermont, offering 50 mile and 50 km solo races, multiple relay formats, and kids fun races. Proceeds support Vermont Adaptive.

A looped trail ultra at Wolfe's Neck Farm in Freeport, ME, on a just over 5 mile dirt loop with stairs, bridges, and about 570 feet of gain per loop. Distances include 50 mile, 30 mile, and 10 mile options.

A 21k trail race on Pleasant Mountain in Bridgton, Maine on September 27, 2026. The route includes steep climbs, technical single track, one aid station, and a postrace gathering with food, beer for 21 plus, and live music.

Marathon Mont-Hereford on 27 September 2026 in East Hereford QC features trail races from 1 km to the marathon, a relay and a children's race. The event is listed with ITRA as 1 point and 4 mountain points.

The 4th annual Paine Mountain races in Northfield Vermont on September 27, 2026 include the Anchor Challenge 6k, a 7.5 mile summit race and free youth races. Proceeds benefit the Northfield Town Forest and Norwich cross country program.

An ultramarathon in Center Conway NH using the Last Person Standing format on a 3.5 mile loop of forest singletrack, trails, fields, and logging roads with about 250 feet of gain per lap. Camping is available the night before.

A 25 kilometer trail race at the Edwin L. Smith Preserve in Kennebunkport on October 3, 2026, with proceeds supporting the Kennebunkport Conservation Trust. Registration is capped at 100 and a shirt-included cutoff is on September 5.