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The Berkshires

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Local Info

Berkshire County is loaded with hidden singletrack. Head to Balance Rock, Kirvin Park, Pittsfield State Forest, or Kennedy OPark where you can find friendly locals you can ride with or get beta from. The local bike shops like Arcadian Shop, Plaine's, and Berkshire Bike & Board have knowledgeable riders working in the shops who can also provide suggestions or tell you about their weekly rides.

Folks ride year round regardless of weather. Trails will have roots, rocks, downed trees, and other technical elements to navigate. In the fall expect heavy leaf coverage unless the trail fairies have been out blowing. In the winter, expect snow and ice; I recommend studs, bar mitts, and insulated boots. Spring can be wet and muddy. We generally stay off the trails for a day or two after heavy rain to minimize erosion. Enjoy a wonderful shaded canopy all summer long and into the foliage season.

Recommended Routes in The Berkshires - 1

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Favorite Views towards the north on the Taconic Skyline trail.
Difficult Difficult

Pittsfield State Forest

17.6 mi 28.3 km 2,401' Up 731.8 m Up 2,408' Down 734.11 m Down

Lanesbo…, MA
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The Berkshires Biking

  • 79 Miles 127 Kilometers of Trail
  • 1 Recommended Route
  • 5 Easy Trails Easy Trails
  • 25 Intermediate Trails Intermediate Trails
  • 19 Difficult Trails Difficult Trails
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Areas Within The Berkshires

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Trails in The Berkshires - 48

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1.0 mi 1.7 km #1Trail E
Difficult Difficult
Lanesborough, MA
Difficult Difficult
Lanesborough, MA
1.1 mi 1.8 km #2Trail B
Intermediate Intermediate
Lanesborough, MA
Intermediate Intermediate
Lanesborough, MA
1.2 mi 1.9 km #3Trail D
Difficult Difficult
Lanesborough, MA
Difficult Difficult
Lanesborough, MA
1.0 mi 1.6 km #4Trail C
Difficult Difficult
Lanesborough, MA
Difficult Difficult
Lanesborough, MA
1.5 mi 2.4 km #5Lulu Brook Trail
Difficult Difficult
Lanesborough, MA
Difficult Difficult
Lanesborough, MA
0.6 mi 1.0 km #6Tappan Zee
Intermediate Intermediate
Lanesborough, MA
Intermediate Intermediate
Lanesborough, MA
2.0 mi 3.3 km #7Turner Trail
Difficult Difficult
Lanesborough, MA
Difficult Difficult
Lanesborough, MA
2.8 mi 4.5 km #8PSF Honolulu Trail
Intermediate/Difficult Intermediate/Difficult
Lanesborough, MA
Intermediate/Difficult Intermediate/Difficult
Lanesborough, MA
13.3 mi 21.3 km #9Taconic Skyline Trail
Difficult Difficult
Lanesborough, MA
Difficult Difficult
Lanesborough, MA
2.1 mi 3.3 km #10Moser Farm Loop
Easy/Intermediate Easy/Intermediate
Adams, MA
Easy/Intermediate Easy/Intermediate
Adams, MA

Photos of The Berkshires - 10

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Views towards the north on the Taconic Skyline trail.
Nov 21, 2016 near Lanesbo…, MA
Harvey
Jan 4, 2018 near West St…, MA
Harvey Berry Field
Jan 7, 2018 near West St…, MA
jump.
Jul 25, 2018 near Lanesbo…, MA
Entering into Trail D.
Jul 25, 2018 near Lanesbo…, MA
Continuing on Trail D down Rock Ledge and over West Way ski trail.
Jul 25, 2018 near Lanesbo…, MA
The view on Trail E crossing West Way ski trail.
Jul 25, 2018 near Lanesbo…, MA
Top of the mountain-tour de downhill.
Jul 18, 2020 near Austerlitz, NY
Looking at the Berkshires.
Jul 24, 2021 near Austerlitz, NY
Monks Pond.
Jul 23, 2022 near Lenox, MA
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