Trails Near Ascutney, VT | Trailmonger

About trails near Ascutney, Vermont

34 named trails lie within about 25 miles of Ascutney, covering 25.3 miles in total. 34 of them are tagged for hiking and 8 for mountain biking.

The closest is Swoops and Loops Trail, about 1.1 miles away. 34 of them lie within 10 miles of town. The longest nearby is Futures Trail, at 3.9 miles. These trails fall in Windsor County.

What the trails near Ascutney are like

By length, 28 are under a mile and 6 run 1 to 5 miles. 1 is a loop, ending where it starts; the longest is Burke Loop, at 0.5 miles.

Of the 34 with measured elevation, Weathersfield Trail climbs the most, about 2,559 ft, and 2 gain 1,000 ft or more.

All 34 trails, nearest first

Swoops and Loops TrailHikeMTBWindsor County2.7 mi Futures TrailHikeWindsor County3.9 mi Steam Donkey Cut-OffHikeWindsor County0.1 mi Summit TrailHikeWindsor County0.4 mi Futures LinkHikeWindsor County0.1 mi Castle Rock TrailHikeWindsor County0.2 mi Slab TrailHikeWindsor County0.3 mi Hang Glider TrailHikeWindsor County0.4 mi Weathersfield TrailHikeWindsor County2.5 mi EscalatorHikeWindsor County1.1 mi Bicentennial TrailHikeWindsor County2.3 mi Upper Cloud ClimberHikeWindsor County0.5 mi Rock N' RollHikeMTBWindsor County0.5 mi LynxHikeWindsor County1.4 mi Quarry ChaseHikeWindsor County0.3 mi WeazelHikeWindsor County0.2 mi WeaselHikeWindsor County0.2 mi Paradise Hill FlowHikeMTBWindsor County0.8 mi Pass the BuckHikeWindsor County0.3 mi Falls From GraceHikeWindsor County0.4 mi Falls TrailHikeWindsor County0.2 mi Cloud 9.9HikeWindsor County0.2 mi The Grassy KnowlHikeWindsor County0.3 mi Cloud Climber 2HikeWindsor County0.2 mi NimbusHikeWindsor County0.2 mi CoronaryHikeMTBWindsor County0.1 mi Burke LoopHikeMTBWindsor County0.5 mi Quad BypassHikeMTBWindsor County0.1 mi Lower Cloud ClimberHikeWindsor County0.6 mi Gravel Pit RoadHikeMTBWindsor County0.8 mi Southern BelleHikeWindsor County0.7 mi South Ridge RunHikeWindsor County1.0 mi Class 4 RoadHikeWindsor County0.7 mi RidgebackHikeMTBWindsor County0.9 mi

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Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt October 4, 2026.