The Top 13 Peaks in Berkshire County
Whether for the view or for the challenge, climbing the mountainous peaks in Berkshire County is the best way to experience more of this beautiful region. But with 13
to choose from, it can be tough to know which peak to proceed with. That’s why we’ve collected the best peaks and summits in Berkshire County for you here — so you can easily add one to your next adventure.
to choose from, it can be tough to know which peak to proceed with. That’s why we’ve collected the best peaks and summits in Berkshire County for you here — so you can easily add one to your next adventure.
Last updated: December 3, 2025
Veterans' War Memorial Tower at the summit of Mount Greylock
Highlight • Monument
Visible from afar, the Veterans War Memorial Tower at the top of Mount Greylock was erected in 1934 in memory of all who served the U.S. during World War I. …
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Bascom Lodge
Highlight • Mountain Hut
The Bascom Lodge was built in the 1930s at the summit of Mount Greylock. It was managed by the Appalachian Mountain Club for 16 years until 2000 when it came …
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Mount Everett Lookout
Highlight • Viewpoint
Mount Everett (2,602 ft) is one of Massachusetts’ highest peaks. While the Appalachian Trail crosses the summit, you can also reach it via several day-hike options. The shortest route starts …
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Stony Ledge
Highlight • Summit
The summit of Stony Ledge and the campsite of the same name can only be reached on foot.
Stony Ledge is one of a series of mountains in the Taconic …
Stony Ledge is one of a series of mountains in the Taconic …
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Highest Point in Connecticut
Highlight • Summit
Mount Frissell is a prominent peak of the Taconic Range. It is traversed by the Mount Frissell Trail which connects with the South Taconic Trail to the west and the …
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Summit View - The Cobbles
Highlight • Summit
The trail up to the summit is considered a moderate trail. As it is part of the Appalachian Trail, it is a popular spot for day hikers, birdwatchers and camping. …
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Spruce Hill
Highlight • Summit
Spruce Hill is a majestic peak nestled in Hoosac Ranch, standing proudly at 2,542 feet. With breathtaking views that captivate in every season, this scenic destination beckons adventure seekers.
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Alander Mountain Summit
Highlight • Summit
Alander Mountain is a heavily wooded mountain on the border of New York and Massachusetts. The trail to get to the peak is straightforwards and moderately challenging. It is worth …
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Jug End
Highlight • Viewpoint
At Jug End, the trees give a wonderful view over the woods and neighboring mountains to the northwest and southeast.
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Pittsfield State Forest
Highlight • Forest
Pittsfield State Forest is a popular hiking area in Berkshire County. There are several miles of trails to choose from, including one that leads you to the top of Shaker Mountain. There are also picnic areas and public restrooms.
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