About hiking in Caledonia County

Caledonia County, Vermont has 175 named trails tagged for hiking, covering 158 miles, an average of 0.9 miles each. The longest is Wheeler Mountain Trail, at 8.5 miles. 1 runs 5 miles or longer.

What the hiking trails in Caledonia County are like

By length, 128 are under a mile, 46 run 1 to 5 miles, and 1 is 5 miles or longer. 9 are loops, ending where they start; the longest is Wheeler Mountain Trail, at 8.5 miles.

Of the 129 with a difficulty rating, 7 easy, 115 moderate, and 7 hard. Of the 175 with measured elevation, Wheeler Mountain Trail climbs the most, about 3,288 ft, and 2 gain 1,000 ft or more.

All 175 hiking trails, longest first

Wheeler Mountain TrailHike8.5 mi Snowmobile TrailHike4.3 mi Telephone Line TrailHikeMTB3.7 mi Peacham Bog LoopHike3.7 mi Foster Pond RoadHikeMTB3.6 mi White SchoolHikeMTB3.3 mi Flower Blook TrailHike2.6 mi Campfire LoopHikeMTB2.4 mi Red TrailHikeMTB2.4 mi River RunHikeMTB2.3 mi Ware's DavisHikeMTB2.2 mi Moose Mountain TrailHike2.1 mi Big Deer Mountain TrailHike2.0 mi Moose AlleyHikeMTB2.0 mi Osmore Pond LoopHike1.9 mi New SchoolHike1.9 mi J-Bar TrailHikeMTB1.9 mi Stormin' NormanHikeMTB1.8 mi Owls Head TrailHike1.7 mi Black BearHikeMTB1.7 mi Bog Loop to Devils HillHike1.7 mi Good 'n YouHikeMTB1.7 mi Dead Moose AlleyHikeMTB1.6 mi Butter TubsHikeMTB1.6 mi Dashney LoopHikeMTB1.5 mi Kirby ConnectorHikeMTB1.5 mi Burnham DownHikeMTB1.5 mi Last CallHikeMTB1.4 mi Haul RoadHikeMTB1.4 mi BurklynHikeMTB1.4 mi Devil's Hill TrailHikeMTB1.4 mi BeltwayHikeMTB1.3 mi East Branch SouthHikeMTB1.3 mi ShireHikeMTB1.3 mi Cross Cut TrailHike1.3 mi BesawHikeMTB1.2 mi East BranchHikeMTB1.2 mi Fence LineHikeMTB1.2 mi Coldwater Brook TrailHike1.2 mi Hosmer Brook TrailHike1.2 mi Pudding HillHikeMTB1.2 mi Old Web'sHikeMTB1.2 mi Wilder WayHikeMTB1.2 mi Less LumberHikeMTB1.1 mi Private TrailHike1.1 mi Upper J-BarHikeMTB1.0 mi Shonter ShuffleHikeMTB1.0 mi JesterHikeMTB1.0 mi Moose DeuceHikeMTB1.0 mi Summit Loop TrailHike1.0 mi Swamp DonkeyHikeMTB0.9 mi Burrington BenchHikeMTB0.9 mi Herbert Hawkes TrailHike0.9 mi Path to the KnobHike0.9 mi Yellow TrailHike0.9 mi Coldwater Brook RoadHike0.9 mi Newark Pond TrailHike0.9 mi Bear BackHikeMTB0.9 mi Sunny'sHikeMTB0.9 mi OziasHikeMTB0.9 mi Blue TrailHike0.9 mi West BranchHikeMTB0.8 mi Beat BogHikeMTB0.8 mi Heaven's BenchHikeMTB0.8 mi Widow MakerHikeMTB0.8 mi Magill FieldsHikeMTB0.8 mi Little Loop TrailHike0.8 mi Hog BackHikeMTB0.8 mi North PastureHikeMTB0.8 mi Holbrook TrailHike0.8 mi CamptownHikeMTB0.8 mi KnightslayerHikeMTB0.8 mi Parr's YardHikeMTB0.8 mi TrilliumHikeMTB0.8 mi West BenchHikeMTB0.8 mi North TrailHike0.8 mi RimHikeMTB0.7 mi West Peak TrailHike0.7 mi KnobHikeMTB0.7 mi StubbornHikeMTB0.7 mi Reggae RoundaboutHikeMTB0.7 mi Herb'sHikeMTB0.7 mi Coronary BypassHikeMTB0.7 mi NewTHikeMTB0.7 mi Upper Pond LoopHikeMTB0.7 mi Pastore PointHikeMTB0.7 mi Free RideHikeMTB0.7 mi KitchelHikeMTB0.7 mi HED NorthHikeMTB0.7 mi Enchanted ForestHikeMTB0.7 mi Black ForestHikeMTB0.7 mi Sugar HillHikeMTB0.7 mi Moriah's AscentHike0.7 mi HarpHikeMTB0.6 mi Emma's SanctuaryHikeMTB0.6 mi PoundcakeHikeMTB0.6 mi Two BridgesHikeMTB0.6 mi Church PathHikeMTB0.6 mi Pastore Point LoopHikeMTB0.6 mi Magill FieldHikeMTB0.6 mi FarmjunkHikeMTB0.6 mi JawHikeMTB0.6 mi Lower Pond LoopHikeMTB0.6 mi Eager BeaverHikeMTB0.6 mi Another RoundHikeMTB0.6 mi Culvert CutHikeMTB0.6 mi RidgeHikeMTB0.5 mi Park LoopHikeMTB0.5 mi Marthas PinesHike0.5 mi Shepard's TraceHikeMTB0.5 mi BorderHikeMTB0.5 mi New Discovery to Osmore Pond TrailHike0.5 mi Grin & Bear ItHikeMTB0.5 mi JCTHikeMTB0.5 mi Piggy BackHikeMTB0.5 mi Wheeler Pond TrailHike0.5 mi X-mas tree LoopHikeMTB0.5 mi Pete's PondHikeMTB0.5 mi River WalkHikeMTB0.5 mi Brookside TrailHike0.4 mi Groton Nature TrailHike0.4 mi SkydiveHikeMTB0.4 mi Littte Deer Mountain TrailHike0.4 mi Keenan RoadHikeMTB0.4 mi Wild WestHikeMTB0.4 mi Profile TrailHike0.4 mi Pavillion-Rail Trail Connector PathHike0.4 mi To Farmjunk and SkydiveHikeMTB0.4 mi DrawbridgeHikeMTB0.4 mi Wiley CoyoteHikeMTB0.4 mi Black Bear ExtensionHikeMTB0.4 mi Swan DiveHikeMTB0.3 mi Blue and Green TrailHike0.3 mi BFRHikeMTB0.3 mi Pump TrackHikeMTB0.3 mi UptownHikeMTB0.3 mi BlacksmithHikeMTB0.3 mi Doe's DiveHike0.3 mi Hawk EyeHikeMTB0.3 mi Moore Dam PortageHike0.3 mi Lou Lou'sHikeMTB0.3 mi Sneaky PeteHikeMTB0.3 mi SidewinderHikeMTB0.3 mi LynxHikeMTB0.3 mi Nose DiveHikeMTB0.3 mi Culvert ConnectorHikeMTB0.3 mi Dave's DropHikeMTB0.3 mi Winnie's WayHikeMTB0.3 mi Ridge RunHikeMTB0.3 mi Pete's DragonHikeMTB0.3 mi Cow PathHikeMTB0.3 mi WebsHikeMTB0.3 mi Bottom UpHikeMTB0.3 mi Billings BypassHikeMTB0.3 mi MaxillaHikeMTB0.3 mi MerlinHikeMTB0.2 mi Sarah's Sweet RideHikeMTB0.2 mi Rocky TopHikeMTB0.2 mi Great Falls Dam PortageHike0.2 mi Climbing Trail to Farmjunk and SkydiveHikeMTB0.2 mi Kevin's KlimbHikeMTB0.2 mi Sean's ShowdownHikeMTB0.2 mi Moose ConnectorHike0.2 mi Sugar Ridge Connector TrailHike0.2 mi Town Highway 45HikeMTB0.2 mi Shoots & LaddersHikeMTB0.2 mi Easy OutHikeMTB0.1 mi Upside DownHikeMTB0.1 mi Pink TrailHike0.1 mi No Fun AllowedHikeMTB0.1 mi Green TrailHike0.1 mi Parrs YardHikeMTB0.1 mi Pierce Mills Dam PortageHike0.1 mi Millie's WayHikeMTB0.1 mi Boiling Spring TrailHike0.1 mi

← All Caledonia 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.