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Pittsfield

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Trails in Pittsfield - 83

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89.7 mi 144.4 km #1AT: AMC - Berkshire Chapter (MA)
Intermediate/Difficult
Sheffield, MA
Intermediate/Difficult
Sheffield, MA
2.4 mi 3.8 km #2Yokun Ridge Trail
Intermediate
Lenox, MA
Intermediate
Lenox, MA
12.4 mi 20.0 km #3Ashuwillticook Rail Trail
Easy
Dalton, MA
Easy
Dalton, MA
0.7 mi 1.1 km #4Carriage Road
Easy
Pittsfield, MA
Easy
Pittsfield, MA
1.0 mi 1.7 km #5Field Loop
Easy/Intermediate
Lanesborough, MA
Easy/Intermediate
Lanesborough, MA
2.7 mi 4.4 km #6Shaker Mountain Loop Trail
Intermediate/Difficult
Pittsfield, MA
Intermediate/Difficult
Pittsfield, MA
38.2 mi 61.4 km #7Taconic Crest Trail
Difficult
Richmond, MA
Difficult
Richmond, MA
0.9 mi 1.5 km #8Mahanna Cobble Trail
Intermediate/Difficult
Lenox, MA
Intermediate/Difficult
Lenox, MA
1.5 mi 2.5 km #9Lulu Brook Trail
Difficult
Lanesborough, MA
Difficult
Lanesborough, MA
0.4 mi 0.7 km #10Owl Trail
Easy
Pittsfield, MA
Easy
Pittsfield, MA

Photos of Pittsfield - 10

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The Crack of Dawn (Jan. 2, 2019)
Jan 2, 2019 near Dalton, MA
Walking into the big field
Aug 4, 2020 near Lanesbo…, MA
Rock Formation.
Jan 30, 2020 near Lanesbo…, MA
Overturned Tanker?
Feb 16, 2019 near Lanesbo…, MA
Constitution Hill Oak.
Mar 26, 2020 near Lanesbo…, MA
Mary England Bridge below the hills.
Aug 26, 2019 near Pittsfield, MA
View over the Housatonic River.
Aug 26, 2019 near Pittsfield, MA
Lulu Cascade
Apr 10, 2019 near Lanesbo…, MA
The Wolf Pine of Wolf Pine Trail.
Aug 26, 2019 near Pittsfield, MA
Balance Rock State Park
Jan 6, 2019 near Lanesbo…, MA

Pittsfield Hiking

  • 236 Miles 381 Kilometers of Trail
  • 0 Recommended Routes
  • 11 Easy Trails Easy Trails
  • 40 Intermediate Trails Intermediate Trails
  • 32 Difficult Trails Difficult Trails
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Areas Within Pittsfield

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