Hiking in Caledonia County
204 named trails · 155 miles · 22 trailheads
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Trails, best known first
- Wheeler Mountain Trail
- Owls Head Trail
- Herbert Hawkes Trail
- Red Trail
- Moose Mountain Trail
- Cross Vermont Trail
- DH Trail
- Kettle Pond Loop Trail
- Upper J-Bar
- Big Deer Mountain Trail
- West Peak Trail
- Osmore Pond Loop
- Bog Loop to Devils Hill
- Holbrook Trail
- Hosmer Brook Trail
- Telephone Line Trail
- Big Deer Mountain Trail
- Burklyn
- Free Ride
- Profile Trail
- Summit Loop Trail
- Yellow Trail
- Coldwater Brook Trail
- New Discovery to Osmore Pond Trail
- Devil's Hill Trail
- Wheeler Pond Trail
- Ozias
- Path to the Knob
- Littte Deer Mountain Trail
- Ware's Davis
- Poundcake
- Cross Cut Trail
- Peacham Bog Loop
- Boiling Spring Trail
- Beat Bog
- New School
- J-Bar Trail
- Owls Head Trail
- Blue Trail
- Little Loop Trail
- Park Loop
- Beltway
- Burnham Down
- Butter Tubs
- Flower Blook Trail
- Good 'n You
- Harp
- North Trail
- Old Web's
- Ozias
- Shonter Shuffle
- Snowmobile Trail
- Snowmobile Trail
- Black Bear
- Reggae Roundabout
- Shepard's Trace
- Two Bridges
- Jester
- Blue and Green Trail
- Dead Moose Alley
- Groton Nature Trail
- Shire
- Uptown
- Moose Alley
- Another Round
- Burrington Bench
- Church Path
- Coronary Bypass
- Eager Beaver
- East Branch South
- Emma's Sanctuary
- Heaven's Bench
- HED North
- Knightslayer
- Marthas Pines
- Moriah's Ascent
- Newark Pond Trail
- Private Trail
- Roly Grail
- Sunny's
- Swamp Donkey
- Winnie's Way
- Beat Bog
- Campfire Loop
- Coldwater Brook Trail
- Dashney Loop
- Fence Line
- Harp
- Last Call
- Less Lumber
- Pudding Hill
- River Run
- Sneaky Pete
- Stormin' Norman
- White School
- Wild West
- Wilder Way
- Wiley Coyote
- Bear Back
- Black Forest
- Enchanted Forest
- Hog Back
- NewT
- Parr's Yard
- West Bench
- Widow Maker
- BFR
- Black Bear Extension
- Bottom Up
- Brookside Trail
- Butter Tubs
- Dave's Drop
- Doe's Dive
- Hawk Eye
- Hosmer Brook Trail
- Lou Lou's
- Moore Dam Portage
- Private Trail
- Pump Track
- Ridge Run
- Ware's Davis
- Multi Use connector trail
- Besaw
- Coronary Bypass
- Culvert Cut
- East Branch
- Farmjunk
- Grin & Bear It
- Jaw
- Kirby Connector
- Kitchel
- Knob
- Lower Pond Loop
- Magill Field
- Magill Fields
- Moose Deuce
- North Pasture
- Pastore Point
- Pastore Point Loop
- Ridge
- Rim
- Roly Grail
- Stubborn
- Trillium
- Upper Pond Loop
- West Branch
- Blacksmith
- Border
- Border
- Camptown
- Green Trail
- Pete's Dragon
- Pink Trail
- Sean's Showdown
- X-mas tree Loop
- Billings Bypass
- Culvert Connector
- Besaw
- Climbing Trail to Farmjunk and Skydive
- Cow Path
- Drawbridge
- East Branch
- Easy Out
- Good 'n You
- Great Falls Dam Portage
- Herb's
- Hog Back
- Keenan Road
- Kitchel
- Lynx
- Maxilla
- No Fun Allowed
- Nose Dive
- Parrs Yard
- Pete's Pond
- Piggy Back
- River Walk
- Rocky Top
- Sarah's Sweet Ride
- Sidewinder
- Skydive
- Sugar Hill
- Sugar Hill
- Swan Dive
- To Farmjunk and Skydive
- Upside Down
- Webs
- Kevin's Klimb
- Merlin
- Shoots & Ladders
- Telephone Line Trail
- Violet's Outback
- Connector Trail
- Coronary Bypass
- Moose Connector
- Sugar Ridge Connector Trail
- Camptown
- Knob
- Millie's Way
- Pines
- Town Highway 45
- White School
- Connector
- Connector
Parking in Caledonia County
Lots with a gold seal are verified. The rest are not yet confirmed.
- Beltway Trailhead
- Blue and Green Trail Trailhead
- Blue Trail Trailhead (Saint Johnsbury)
- Bottom Up Trailhead
- Church Path Trailhead
- Church Path Trailhead (East Burke)
- Cross Vermont Trail Trailhead
- Groton Nature Trail Trailhead
- Herbert Hawkes Trail Trailhead
- Holbrook Trail Trailhead
- J-Bar Trail Trailhead
- Kettle Pond Day Use Area Parking
- Kettle Pond Loop Trail Trailhead
- Moose Mountain Trail Trailhead
- Old Web's Trailhead
- Owlshead Trail Trailhead
- Parrs Yard Trailhead
- Poundcake Trailhead
- Ricker Pond State Park
- Sarah's Sweet Ride Trailhead
- Shepard's Trace Trailhead
- Wheeler Mountain Trail Trailhead