Hiking in Bennington County
163 named trails · 573 miles · 39 trailheads
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Trails, best known first
- Long Trail
- Appalachian Trail
- Summit Trail (Blue)
- Summit Trail
- Bald Mountain Trail
- Dyke (Downhill Only)
- Old Rootville Road
- West Ridge Trail
- Masters Mtn Trail
- Old Town Road
- Griffith Lake Trail
- Hatch Trail
- Lodge Road
- Little Pond Road
- Mount Bluff Traili (White)
- Mountain trail
- Maidenhair Trail (Orange)
- Dome Summit Trail
- Beebe Pond Trail
- Gilberts Lookout (Blue)
- Zaphod's Run
- Barton Trail
- Delaware & Hudson Rail Trail
- Owls Head Loop (Red)
- Trillium Trail (Green)
- Zaphod's Run
- Hawthorn
- Jackson's Crossing
- Shea's rebellion
- Ski Trail
- Broad Brook Trail
- Pond Loop (White Green)
- Taconic Crest Trail
- unmaintained
- Snicket (Orange Black Stripe)
- Trout Lily Trail (White Purple)
- Catamount Trail
- East Dorset Trail
- Woodford Trail
- Flood Dam Trail
- Robert Frost Trail
- Dome Trail
- Lye Brook Trail
- Trillium Trail (Green)
- Branch Pond Trail
- Vista Trail
- Discovery Trail
- East Branch Trail
- Everett Cave Trail
- Grime's Grind
- Robert Frost Trail
- skin track
- Robin's Look Out (Green Black Bar)
- Corridor 9 Trail
- Forest Road 324
- Halloween Tree
- Historic Marble Rail Trail
- Hops & Vines
- Jones Brook Trail
- Longshot
- Meadow Trail
- Overgrown
- PEW trail
- Lift Line
- Yankee Doodle
- IP Road
- Gettysburg Alternative (Yellow)
- Kalarama Trail
- Maple Trail
- Niles Trail
- Oak Loop
- Wildlife Trail
- Agawon Trail
- Dutch Meadows
- Entrance (Green)
- Farm Trail
- Hay Field Trail
- Loop Trail
- Lower Beacon
- Lunch (bike)
- The Grotto
- Ursa Way
- Castle Brook Road
- Forest Road 268
- Stagecoach Road
- Boomerang
- Chicadee
- Danish Delight
- Dorset Hollow Trail
- East Dorset Trail
- East Dorset Trail
- Hoosac Tunnel and Wilmington Railroad
- Kouwenhoven Rd
- Lake Trail
- Lightfoot Camp Road
- Lourie Trail
- McCormick Trail
- Siviculture Trail
- Snail Trail
- SVAC Loop (Orange Black Stripe)
- Upper Trail
- VRS (VTR) former Rutland Railroad
- Woodpecker
- Workout
- Delaware & Hudson Rail Trail
- Farm Loop
- Flatlander's Pass
- Forest Road 373
- Forest Road 376
- Gettysburg Quarry (Blue)
- Lower Prince Quarry Loop (Orange)
- Red Gate Trail
- Sidehill Wampus (bike)
- Woodford Trail
- Gettysberm (bike)
- Green Man
- Mountain Dew
- Atwood Loop
- Beaver pond loop
- Catamount
- duke's loop
- Historic Marble Rail Trail
- Hoosic Bend Trail
- Lye Brook Falls Trail
- Mansion Trail
- Rich Woods Trail
- Trail To Area C
- Viewpt Trail
- Whistlepig
- Link to Little Pond
- Forest Road 272
- Jacob's Ladder
- Maple Creemee (bike)
- TBN Downhill (bike)
- TBN Traverse (bike)
- Initial Rock
- Three Fields
- Tom's Trail
- Branch Pond Connector Trail
- Battenkill Trail
- Cedar Rock Trail
- Coach Road
- Delaware and Hudson Railway Washington Branch
- E-Z way
- Everett Ballcourt
- Flat Tire
- Hill 2290
- Hobbit Hollow
- Hoosic Bend Trail
- Klondike Quarry (Blue)
- Loose Moose
- Mo-Joe
- Running Bear
- Slingshot
- Steffen
- Stone Place Trail
- This Way
- Trail To Area B
- Viewpt Trail
- X-mas Tree
- Groms Way (bike)
- Sawmill Road
- Singletrack Connector
Parking in Bennington County
Lots with a gold seal are verified. The rest are not yet confirmed.
- Bald Mountain Trail Trailhead
- Broad Brook Trail Trailhead
- Catamount Trail Trailhead (Wilmington)
- Catamount Trail Trailhead (Wilmington)
- Delaware & Hudson Rail Trail Trailhead
- Discovery Trail Trailhead
- Dome Trail Trailhead
- Dyke (Downhill Only) Trailhead
- East Branch Trail Trailhead
- East Dorset Trail Trailhead
- Entrance (Green) Trailhead
- Everett Ballcourt Trailhead
- Farm Loop Trailhead
- Halloween Tree Trailhead
- Hay Field Trail Trailhead
- Hay Field Trail Trailhead (Old Bennington)
- Historic Marble Rail Trail Trailhead
- Historic Marble Rail Trail Trailhead (Manchester Center)
- Historic Marble Rail Trail Trailhead (Manchester Center)
- Historic Marble Rail Trail Trailhead (Manchester Center)
- Historic Marble Rail Trail Trailhead (Manchester Center)
- Historic Marble Rail Trail Trailhead (Manchester Center)
- Hops & Vines Trailhead
- Long Trail Trailhead (Peru)
- Long Trail Trailhead (Peru)
- Long Trail Trailhead (Woodford)
- Mansion Trail Trailhead
- Mountain Meadow Preserve Vermont Parking
- Old Rootville Road Trailhead
- Pine Valley Parking Lot
- Robert Frost Trail Trailhead
- Robert Frost Trail Trailhead (North Bennington)
- Summit Trail (Blue) Trailhead
- Summit Trail (Blue) Trailhead (Manchester)
- Summit Trail (Blue) Trailhead (Manchester)
- VRS (VTR) former Rutland Railroad Trailhead
- VRS (VTR) former Rutland Railroad Trailhead (Bennington)
- Woodford Trail Trailhead
- Woodford Trail Trailhead (Woodford)