Trail Running calendar near Tilton 2026-2027

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 trail event at Ascutney Outdoors offering 50 mile and 50K ultra runs, team relays, mountain bike races and kids fun races. Proceeds support Vermont Adaptive and registration details are published for the 2026 race weekend.

A 21k trail race at Pleasant Mountain in Bridgton, ME, featuring steep ridge climbs, technical single-track, one aid station, and an afterparty with food, live music, and beer for attendees 21 and older.

Trail races at the Assabet River National Wildlife Refuge in Sudbury MA include a 10K, a 30K and a 6 hour timed event. The course uses dirt and gravel double track trails with two aid stations and cupless fueling.

A community run at Shedd Park featuring a 5K, a 10K trail run, and a 1-mile kids fun run, with educational displays and proceeds supporting LP&CT's conservation and education programs.

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.

A last person standing trail event in Center Conway, New Hampshire on October 3, 2026. Runners repeat a roughly 3.5 mile forest loop with minimal aid, camping options, food and event swag.

A 25 kilometer trail race through the Edwin L. Smith Preserve in Kennebunkport, Maine on October 3, 2026. Proceeds support the Kennebunkport Conservation Trust and registration is limited to 100 entrants.

Trail races in Groton, Massachusetts on October 4, 2026, organized by local running and trails groups. Two distances, 9.5 miles and 3.4 miles, total entries limited to 250, online registration closes October 3.

Keene Family YMCA Fall Foliage Trail Races feature 5K and 10K trail courses starting and finishing at the Keene YMCA, with chip timing, age-group prizes, and proceeds supporting YMCA programs and access.

A one-mile charity run at Gunstock Mountain Resort on October 4, 2026, benefiting Big Brothers Big Sisters of New Hampshire & Vermont. Online registration closes October 2; adult and teen entries are $20, children under 12 enter free.

A 5K trail race and 1-mile fun run at Tibbetts Field in Madbury, NH on October 4, 2026, featuring a 2-mile loop through Powder Major Forest over natural terrain. A portion of proceeds will support a local family in need.

Experience the peak of New England autumn on a journey through the mountains and fields of central Massachusetts. This trail event offers three distances crossing state borders for runners seeking adventure on the Midstate Trail.

Devil's Den Ultra is a trail event on Wright's Mountain in Bradford, VT on October 10 and 11, 2026. Runners complete laps of a 10K loop on mixed rocky and rooty terrain, with a 100 runner cap and themed tarot awards.

Join the 20th Wayland / HFC Striders Cross Country Festival on October 11, 2026, featuring youth 3K races and open 5K events that support Wayland High School cross country and track. Presented by Middlesex Savings Bank with awards and commu..

A rugged trail race at Pawtuckaway State Park featuring technical terrain, boulders, streams and a rocky climb. It offers a half marathon and a 5 mile option and lists $7500 in prize money for 2026.

Experience New Hampshire’s original 30 hour ultramarathon on the historic Granite Town Rail Trail. Choose from multiple distances and relay options in this flat and fast Halloween themed fundraiser for local trail conservation.

A mountain running event in North Conway, NH on October 17, 2026, featuring two race options on Cranmore Mountain and $7500 in cash prizes. The course uses ski slopes, singletrack, and service roads and includes one aid station.

A trail race at East Windham Conservation Area offering a five-loop 50k and a one-loop 10k; each loop is about 10k with roughly 900 ft of elevation gain and two aid stations.