Hiking the Berkshires
Discover the breathtaking beauty of the Berkshires with our curated list of the best hikes. We've hand our favorites that offer stunning views and unforgettable experiences. Whether you're a seasoned hiker or just looking for a leisurely stroll, these trails promise to impress. Get ready to explore the great outdoors! Every hike includes a picnic at the top!​
Cheshire Cobble
Discover the Cheshire Climb, our shortest hike that’s is out and back but still a thrilling challenge! In 20 to 40 minutes, the summit for stunning views of the Reservoir and the beautiful Berkshire Valley, including Mount Greylock.
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1- 1.5 hours
1.5 mile round trip
566 feet elevation climb
$65/ person
Manahhamn Cobble
Experience a breathtaking loop with stunning views, taking a bit longer to reach the top than Cheshire cobble. Enjoy the journey and the multiple scenic overlooks along the way!
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1.5-2 Hours
2.25 miles Rd trip
709 Ft Elevation
$85/ person
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Lulu Brooke Climb
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Monument Mountain
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Mount Greylock Summit
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