« Back to Massachusetts

Great Barrington, Massachusetts

37 mi   gravel

New Marlborough Gravel

Gravel route from Hartsville Mill River Rd to Mill River Great Barrington Rd, New Marlborough, Berkshire County, Massachusetts

0 mi   gravel

Nicholson Rd

Gravel route on Nicholson Rd, Great Barrington, Berkshire County, Massachusetts

0 mi   gravel

Tyrell Rd

Gravel route from Hillsdale Rd to Tyrell Rd, Great Barrington, Berkshire County, Massachusetts

0 mi   gravel

River Rd

Gravel route on River St, Great Barrington, Berkshire County, Massachusetts

   1
1 mi   gravel

Sisson Hill Rd

Gravel route from Sisson Hill Rd to Sisson Hill Rd, Great Barrington, Berkshire County, Massachusetts

   1
1 mi   gravel

Harmon Rd

Gravel route from New Marlboro Rd to Harmon Rd, Great Barrington, Berkshire County, Massachusetts

1 mi   gravel

Rood Hill Rd

Gravel route from Rood Hill Rd to Rood Hill Rd, Sandisfield, Berkshire County, Massachusetts

3 mi   gravel

Chestnut Hill Rd

Gravel route from Chestnut Hill Rd to Cronk Rd, Sandisfield, Berkshire County, Massachusetts

"Cronk Rd, between Chestnut Hill Rd and West St, is marked as unmaintained and closed winters. That stretch is more adventurous, with ruts and potholes."

1 mi   gravel

Sky Peak "Trail"

Gravel route from Mt Wilcox Rd to Beartown Mountain Rd, Monterey, Berkshire County, Massachusetts

"1-lane, loose"

5 mi   gravel

Beartown Mountain Rd

Gravel route from Beartown Mountain Rd to Beartown Mountain Rd, Monterey, Berkshire County, Massachusetts

"SE end is 2-lane and well-maintained, NW end within Beartown SF is not so much."

2 mi   dirt

Brace Hill Rd

Dirt route from Brace Hill Rd to Beartown Mountain Rd, Great Barrington, Berkshire County, Massachusetts

"Single lane, not maintained except at NE end. Upper SW end muddy at times. Little or no traffic, so a bad place for an emergency!"

4 mi   dirt

Mt Wilcox Rd

Dirt route on Mt Wilcox Rd, Great Barrington, Berkshire County, Massachusetts

"Mostly single lane. Steep sections are loose"

2 mi   dirt

Old Beartown Rd

Dirt route from Old Beartown Rd to Benedict Pond Rd, Great Barrington, Berkshire County, Massachusetts

"Wider at southern end. Not maintained within Beartown SF, overgrown, single lane. Gate at north end."

1 mi   dirt

Lime Kiln Rd

Dirt route from Bow Wow Rd to Lime Kiln Rd, Great Barrington, Berkshire County, Massachusetts

"Very scenic"