About mountain biking in Windsor County

Windsor County, Vermont has 89 named trails tagged for mountain biking, covering 110 miles, an average of 1.2 miles each. The longest is Blue Ribbon Trail, at 11.1 miles. 3 run 5 miles or longer.

What the mountain biking trails in Windsor County are like

By length, 58 are under a mile, 28 run 1 to 5 miles, and 3 are 5 miles or longer. 3 are loops, ending where they start; the longest is Blue Ribbon Trail, at 11.1 miles.

Every one carries a difficulty rating: 30 easy, 56 moderate, and 3 hard. Of the 89 with measured elevation, Blue Ribbon Trail climbs the most, about 2,486 ft, and 4 gain 1,000 ft or more.

All 89 mountain biking trails, longest first

Blue Ribbon TrailMTB11.1 mi Toonerville TrailMTB7.1 mi Upper Valley Loop TrailMTB5.3 mi Norcross TrailHikeMTB4.4 mi Mt Moses TrailHikeMTB4.2 mi State Forest HighwayHikeMTB4.2 mi Tunnel RidgeMTB3.8 mi Town Highway 15HikeMTB3.3 mi Parcel 5HikeMTB3.2 mi Swoops and Loops TrailHikeMTB2.7 mi Reading Pond RoadHikeMTB2.5 mi Burton Woods RoadHikeMTB2.0 mi Sand Hill TrailHikeMTB1.7 mi Sap BoilerMTB1.7 mi Grassy LaneHikeMTB1.6 mi Creamery RunMTB1.6 mi Town Highway 67HikeMTB1.5 mi Town Highway 22HikeMTB1.4 mi Swan DiveMTB1.3 mi Blue Ribbon ConnectorHikeMTB1.3 mi Round Top RoadHikeMTB1.3 mi Cassidy's ChaseMTB1.3 mi Last MileHikeMTB1.2 mi Green TrailHikeMTB1.2 mi Old Gents (up)MTB1.1 mi McIndoe Farm TrailHikeMTB1.1 mi Bobo LinkMTB1.1 mi Colby Pond TrailHikeMTB1.1 mi Luvin' ItHikeMTB1.1 mi AtlasMTB1.0 mi Randolph Gap TrailMTB1.0 mi West Side LoopHikeMTB1.0 mi Hay RideHikeMTB1.0 mi Town Highway 21HikeMTB1.0 mi SpreaderMTB1.0 mi Earl's TrailMTB1.0 mi Town Highway 25HikeMTB1.0 mi WB Brown TrailHikeMTB0.9 mi Otto Merrill RoadHikeMTB0.9 mi RidgebackHikeMTB0.9 mi Town Highway 51HikeMTB0.9 mi Upper Turnpike RoadHikeMTB0.9 mi Village TrailHikeMTB0.8 mi StonewallHikeMTB0.8 mi King Arthur TrailHikeMTB0.8 mi Gravel Pit RoadHikeMTB0.8 mi 42nd StreetHikeMTB0.8 mi Paradise Hill FlowHikeMTB0.8 mi Boulder DashHikeMTB0.7 mi TNTHikeMTB0.7 mi Rube's RunMTB0.7 mi Joshua RoadHikeMTB0.7 mi LT4HikeMTB0.6 mi Pine TwisterHikeMTB0.6 mi Moose Brook TrailHikeMTB0.6 mi Chantrea HillMTB0.6 mi Wind UpHikeMTB0.6 mi Wight Cemetery RoadHikeMTB0.5 mi Old Gents (down)MTB0.5 mi Rock N' RollHikeMTB0.5 mi Valley of the FernsMTB0.5 mi Town Highway 26HikeMTB0.5 mi Home AgainHikeMTB0.5 mi Burke LoopHikeMTB0.5 mi Lou's LoopMTB0.4 mi Marsh Brook ConnectorMTB0.4 mi Middle RoadHikeMTB0.4 mi Simonds WayHikeMTB0.4 mi Mountain View LoopHikeMTB0.4 mi Chantrea FieldMTB0.4 mi Giddy UpHikeMTB0.4 mi Lower Rum StreetHikeMTB0.4 mi Town Highway 58HikeMTB0.4 mi Tower TrailMTB0.4 mi Middle Rum StreetHikeMTB0.4 mi Blood Hill TrailHikeMTB0.3 mi Powers TrailHikeMTB0.3 mi Newton LaneHikeMTB0.3 mi Woody Adams TrailHikeMTB0.3 mi Wright Farm TrailHikeMTB0.3 mi Corridor 12HikeMTB0.2 mi Lower Fielder's ChoiceHikeMTB0.2 mi Big DogMTB0.2 mi Daisy Lane TrailHikeMTB0.2 mi North Dike PathHikeMTB0.2 mi VCR ConnectorMTB0.2 mi Quad BypassHikeMTB0.1 mi CoronaryHikeMTB0.1 mi Upper Loveland TrailHikeMTB0.1 mi

← All Windsor 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 October 25, 2026.