About hiking in Rutland County

Rutland County, Vermont has 133 named trails tagged for hiking, covering 183 miles, an average of 1.4 miles each. The longest is Catamount Trail, at 21.9 miles. 7 run 5 miles or longer.

What the hiking trails in Rutland County are like

By length, 96 are under a mile, 30 run 1 to 5 miles, and 7 are 5 miles or longer. 9 are loops, ending where they start; the longest is Shrewsbury Peak Trail, at 7.3 miles.

Of the 49 with a difficulty rating, 16 easy and 33 moderate. Of the 133 with measured elevation, Appalachian Trail;Long Trail climbs the most, about 6,073 ft, and 12 gain 1,000 ft or more.

All 133 hiking trails, longest first

Catamount TrailHike21.9 mi Appalachian Trail;Long TrailHike18.2 mi Appalachian Trail; Long TrailHike12.9 mi Shrewsbury Peak TrailHike7.3 mi Bucklin TrailHike6.9 mi Sherburne Pass TrailHike6.1 mi Old Job TrailHike5.1 mi Green Mountain TrailHike4.6 mi Kent Brook TrailHike4.2 mi Black Swamp TrailHike4.1 mi Healdville TrailHike3.0 mi Healdville Trail (Blue)Hike3.0 mi High Pond TrailHikeMTB2.9 mi Tim's TrailHike2.7 mi Aitken State Forest TrailHike2.5 mi Lake TrailHike2.3 mi Lefferts Pond TrailHike2.3 mi Homer Stone TrailHike2.3 mi Canty Trail (Blue)Hike2.2 mi Cany TrailHike2.2 mi Chittenden Brook TrailHike2.0 mi Noodle's RevengeHikeMTB1.9 mi Susan Bachner Memorial TrailHike1.9 mi Hardy's HillHike1.7 mi Plymsbury Wildlife Management Area TrailHike1.6 mi Catamount Trail - Side TrailHike1.5 mi Upper LedgesHikeMTB1.4 mi Laird's LoopHike1.3 mi Ohly RollerHikeMTB1.2 mi Deer Leap TrailHike1.2 mi Deer Leap Trail (Blue)Hike1.2 mi Haystack mountain trailHike1.1 mi Shale ShifterHike1.1 mi Velomont - Pesky Cairn TrailHikeMTB1.1 mi Lower LedgesHikeMTB1.1 mi Killington A Trail (Flume)Hike1.1 mi Tinmouth Ridge TrailHike1.1 mi Round Robin TrailHike1.0 mi Spartan loopHikeMTB1.0 mi green trailHike1.0 mi The StairsHike1.0 mi Upper LoopHike0.9 mi New Boston TrailHike0.9 mi Baker Peak TrailHike0.9 mi Meadow TrailHike0.9 mi Leahy RoadHikeMTB0.9 mi Hayes Brook TrailHike0.8 mi Mind EraserHikeMTB0.8 mi Lewis Deane Original TrailHike0.8 mi SVT Rt 1Hike0.8 mi Ice Bed TrailHike0.8 mi StegosaurusHikeMTB0.7 mi Svelte TigerHikeMTB0.7 mi Eastern Meadow TrailHike0.7 mi Yale Road NorthHikeMTB0.7 mi Droopy MuffinHikeMTB0.7 mi Franz's FallsHike0.7 mi Pittsford TrailsHike0.7 mi Paca's PathHikeMTB0.6 mi Milk RunHikeMTB0.6 mi OverlookHikeMTB0.6 mi Dewey Wood RoadHike0.6 mi Ridge RunnerHike0.6 mi PA4JHikeMTB0.5 mi Carriage TrailHike0.5 mi UnderdogHikeMTB0.5 mi Pond ViewHikeMTB0.5 mi Orourke TrailHike0.5 mi Strong AngelHikeMTB0.5 mi Barn DanceHike0.5 mi EscalatorHikeMTB0.5 mi Lower GiorgettiHike0.5 mi Sherburne Pass Trail (Blue)Hike0.5 mi Sore ElbowHikeMTB0.5 mi Town Highway 20HikeMTB0.5 mi Woods RoadHike0.5 mi Crazy MazieHike0.4 mi Lonely RockHikeMTB0.4 mi Jersey TurnpikeHikeMTB0.4 mi Wetmore Gap TrailHike0.4 mi Hoot's LoopHike0.4 mi Little Rock Pond LoopHike0.4 mi Keewaydin TrailHike0.4 mi Hemlock TrailHike0.4 mi Cave TrailHike0.4 mi Salt Ash RoadHikeMTB0.4 mi Rembrandt's BrushHikeMTB0.4 mi SisyphusHikeMTB0.4 mi Town Highway 17HikeMTB0.4 mi Half Moon Shore TrailHikeMTB0.4 mi Poultney River LoopHike0.4 mi Upper GiorgettiHike0.4 mi Dawley RoadHikeMTB0.4 mi Yale Road SouthHikeMTB0.4 mi Single StitchHike0.4 mi North Woods TrailHike0.3 mi Springs TrailHike0.3 mi Bloodroot Mountain TrailHike0.3 mi Ledges LaneHike0.3 mi Falls TrailHike0.3 mi Broken Handlebar SouthHikeMTB0.3 mi South Meadow TrailHike0.3 mi Moot Point TrailHike0.3 mi East TrailHike0.3 mi Alyssa trailHike0.3 mi ShimmerHikeMTB0.3 mi Lower Lincoln Hill RoadHike0.3 mi Pico LinkHike0.3 mi Middle GiorgettiHike0.3 mi Santa's Little HelperHikeMTB0.3 mi BackstairsHike0.3 mi Peak LoopHike0.3 mi Birdseye mountainHike0.2 mi JigsawHikeMTB0.2 mi FurloughHikeMTB0.2 mi Garden TrailHike0.2 mi BirchesHikeMTB0.2 mi Evergreen FallHikeMTB0.2 mi Farm RoadHike0.2 mi Buck SnortHike0.2 mi SalamanderHikeMTB0.2 mi Overlook spurHike0.2 mi Casey's CrossHikeMTB0.1 mi Buczek Wildlife access foot path (orange)Hike0.1 mi VoldemortHikeMTB0.1 mi Kit's TrailHike0.1 mi Deer Leap Overlook TrailHike0.1 mi Deer Leap Overlook Trail (Blue)Hike0.1 mi VistaHikeMTB0.1 mi Peak WalkwayHike0.1 mi Howe Hill trailsHike0.1 mi Kinne-Grey ConnectorHike0.1 mi Churchill Scott Shelter TrailHike0.1 mi

← All Rutland 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 4, 2026.