About mountain biking in Bennington County

Bennington County, Vermont has 38 named trails tagged for mountain biking, covering 43.0 miles, an average of 1.1 miles each. The longest is Castle Brook Road, at 6.1 miles. 1 runs 5 miles or longer.

All 38 mountain biking trails, longest first

Castle Brook RoadHikeMTB6.1 mi Little Pond RoadHikeMTB4.3 mi HumphriesMTB2.5 mi Historic Marble Rail TrailHikeMTB2.3 mi Old Military RoadMTB2.1 mi Forest Road 373HikeMTB1.9 mi Sidehill Wampus (bike)HikeMTB1.8 mi Dome TrailHikeMTB1.7 mi Lunch (bike)HikeMTB1.7 mi Halloween TreeHikeMTB1.5 mi Stagecoach RoadHikeMTB1.4 mi Lower BeaconHikeMTB1.3 mi Hops & VinesHikeMTB1.0 mi Maple Creemee (bike)HikeMTB1.0 mi Zaphod's RunHikeMTB0.9 mi Grime's GrindHikeMTB0.8 mi Forest Road 376HikeMTB0.8 mi Mountain DewHikeMTB0.8 mi VRS (VTR) former Rutland RailroadHikeMTB0.8 mi Gettysberm (bike)HikeMTB0.7 mi Forest Road 272HikeMTB0.7 mi Jacob's LadderHikeMTB0.7 mi Snail TrailHikeMTB0.6 mi TBN Downhill (bike)HikeMTB0.6 mi Green ManHikeMTB0.6 mi Westerhoff CutoffMTB0.6 mi TBN Traverse (bike)HikeMTB0.5 mi Ursa WayHikeMTB0.5 mi Initial RockHikeMTB0.4 mi The GrottoHikeMTB0.4 mi Coach RoadHikeMTB0.4 mi Flat TireHikeMTB0.4 mi Running BearHikeMTB0.3 mi Three FieldsHikeMTB0.2 mi Singletrack ConnectorHikeMTB0.2 mi Sawmill RoadHikeMTB0.2 mi Everett BallcourtHikeMTB0.2 mi Groms Way (bike)HikeMTB0.1 mi

← All Bennington County trails

Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt August 23, 2026.