Best Hiking Trails in Vermont | Trailmonger

About hiking in Vermont

Vermont has 2,096 named trails tagged for hiking on the map, covering 2,396 miles, an average of 1.1 miles each. The longest is North Country National Scenic Trail (VT) in Addison County, at 50.4 miles. 59 run 5 miles or longer. 14 of the state's counties have at least one; Chittenden County has the most, with 402 trails.

Top 100 hiking trails, longest first

North Country National Scenic Trail (VT)HikeAddison County50.4 mi Appalachian Trail;Long TrailHikeBennington County43.2 mi Bluff Ridge TrailHikeEssex County31.6 mi Trail Around MiddleburyHikeAddison County28.5 mi Long TrailHikeAddison County27.9 mi Catamount TrailHikeRutland County21.9 mi Appalachian Trail;Long TrailHikeRutland County18.2 mi Middle Mountain TrailHikeEssex County16.1 mi VAST trailHikeMTBChittenden County14.2 mi Appalachian Trail; Long TrailHikeRutland County12.9 mi North TrailHikeOrleans County10.2 mi Catamount Trail Section 4HikeWindham County9.9 mi Halfdan Kuhnle TrailHikeMTBAddison County9.9 mi Slack Hill TrailHikeWindsor County9.6 mi Old Long TrailHikeChittenden County9.6 mi South Pond LoopHikeWindham County9.3 mi Catamount TrailHikeOrleans County8.7 mi Hedgehog Brook TrailHikeWashington County8.5 mi Wheeler Mountain TrailHikeCaledonia County8.5 mi Widow's Clearing TrailHikeAddison County8.4 mi Sucker Brook - Blueberry Hill TrailHikeAddison County8.1 mi Oak Ridge TrailHikeAddison County8.0 mi Mimi's TrailHikeOrange County7.9 mi Catamount TrailHikeMTBLamoille County7.8 mi Gore Mountain TrailHikeEssex County7.7 mi Long Pond TrailHikeOrleans County7.7 mi Catamount TrailHikeBennington County7.6 mi West Ridge TrailHikeBennington County7.5 mi Branch Pond TrailHikeBennington County7.4 mi Power Line RoadHikeEssex County7.3 mi Shrewsbury Peak TrailHikeRutland County7.3 mi Burlington GreenwayHikeMTBChittenden County7.1 mi Appalachian Trail; Long TrailHikeBennington County7.1 mi LaPlatte Nature Park TrailHikeMTBChittenden County7.0 mi Goshen Dam TrailHikeAddison County7.0 mi Lye Brook TrailHikeBennington County7.0 mi Bucklin TrailHikeRutland County6.9 mi Bill Ballard TrailHikeWindsor County6.8 mi East TrailHikeWindham County6.6 mi Appalachian Trail; Long TrailHikeWindham County6.5 mi Sparrow Farm TrailHikeMTBWashington County6.4 mi Indian Brook Outer LoopHikeChittenden County6.3 mi Monadnock Mountain TrailHikeEssex County6.3 mi Sherburne Pass TrailHikeRutland County6.1 mi Catamount TrailHikeWindsor County6.1 mi Castle Brook RoadHikeMTBBennington County6.1 mi Valley TrailHikeWindham County6.1 mi Preston Pond LoopHikeChittenden County6.0 mi Ridgeline TrailHikeChittenden County6.0 mi Bolton - Trapp TrailHikeChittenden County5.9 mi Keewaydin TrailHikeAddison County5.9 mi Echo Lake TrailHikeOrleans County5.8 mi South TrailHikeOrleans County5.5 mi Beane TrailHikeChittenden County5.4 mi Bald Mountain TrailHikeBennington County5.3 mi Old Job TrailHikeRutland County5.2 mi Skyline TrailHikeWashington County5.1 mi IP RoadHikeWindham County5.1 mi Sucker Brook TrailHikeAddison County5.0 mi Mad Brook TrailHikeOrleans County5.0 mi Pond LoopHikeWindham County5.0 mi Ruschp Sterling Ridge TrailHikeLamoille County4.9 mi Gore Mountain East TrailHikeEssex County4.7 mi North RoadHikeEssex County4.7 mi Green Mountain TrailHikeRutland County4.6 mi Sunset Ridge TrailHikeChittenden County4.4 mi Norcross TrailHikeMTBWindsor County4.4 mi Calkins TrailHikeChittenden County4.3 mi Little Pond RoadHikeMTBBennington County4.3 mi Haul RoadHikeMTBLamoille County4.3 mi Snowmobile TrailHikeCaledonia County4.3 mi Catamount TrailHikeWashington County4.3 mi Mt Moses TrailHikeMTBWindsor County4.2 mi Nebraska Notch TrailHikeChittenden County4.2 mi Kent Brook TrailHikeRutland County4.2 mi State Forest HighwayHikeMTBWindsor County4.2 mi Chandler Ridge TrailHikeAddison County4.2 mi Laura Cowles TrailHikeChittenden County4.2 mi West TrailHikeWindham County4.1 mi Black Swamp TrailHikeRutland County4.1 mi North Brookwood TrailHikeWindham County4.1 mi hikingHikeChittenden County4.1 mi Burrows TrailHikeChittenden County4.0 mi CCC RoadHikeChittenden County4.0 mi Salt Ash Mountain TrailHikeWindsor County4.0 mi Futures TrailHikeWindsor County3.9 mi Old VAST TrailHikeMTBChittenden County3.9 mi Leicester Hollow TrailHikeAddison County3.9 mi Siboinebi PathHikeMTBWashington County3.9 mi Ranch Camp TrailHikeLamoille County3.9 mi Hazen TrailHikeWindsor County3.9 mi Ridgeline TrailHikeWindham County3.9 mi Ridge TrailHikeAddison County3.9 mi Out 'n BackHikeMTBChittenden County3.8 mi Silver Lake Loop TrailHikeAddison County3.8 mi Moose LoopHikeAddison County3.8 mi Pond Circuit TrailHikeChittenden County3.7 mi Telephone Line TrailHikeMTBCaledonia County3.7 mi Peacham Bog LoopHikeCaledonia County3.7 mi Sterling Pond TrailHikeLamoille County3.7 mi

Hiking Trails by county

Chittenden County

Washington County

Lamoille County

Caledonia County

Bennington County

Franklin County

Grand Isle County

← All of Vermont

Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt August 28, 2026.