Jackson
Trail Running Calendar near Jackson 2026-2027
Explore the top trail runs near Jackson for 2026-2027! We've gathered 14 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
Multi-distance mountain trail event near Waterville Valley offering 108 mile, 58 mile and 20 mile courses across the White Mountain National Forest with significant elevation gain.
Waterville Valley trail races on August 29 2026 offering 50K, 23K, 4 mile and 1 mile events with aid stations, a cupless policy, and required gear for the ultra.
September 2026
A weekly fall trail running and walking series at Great Glen Trails in Gorham, NH from Sep 3 to Oct 8, 2026. Choose from 5 km, 3 km or 1.5 km courses; dogs on leash are welcome and one-time entries are available on-site.
A noncompetitive, unsupported trail event in Shelburne, NH offering five drop-bag logistics, Garmin inReach tracking, and organized transport for participants tackling the Whites route.
A mountain ascent race alongside the Mount Washington Cog Railway offering a 2.75 mile summit climb or a 5.5 mile roundtrip over exposed alpine terrain.
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.
A one lap up and down mountain race in Waterville Valley, New Hampshire on September 20, 2026, part of the USATF-New England Mountain Racing Circuit. The course uses grassy ski slopes and gravel service roads and includes three aid stations.
A 21k trail race on Pleasant Mountain in Bridgton, ME, featuring steep ridge climbs, technical single-track, one aid station, and a finish-area afterparty with food and beer.
October 2026
Last person standing trail ultra in Center Conway, NH on a 3.5 mile forest loop with camping, meals, swag and a beer mile the following day.
November 2026
Thanksgiving morning trail event in Jackson, NH featuring a trail 5k and a kids 1k fun run, with day-of registration and awards for top finishers.