The Top 20 Peaks in Massachusetts
Whether for the view or for the challenge, climbing the mountainous peaks in Massachusetts is the best way to experience more of this beautiful region. But with 20
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 Massachusetts 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 Massachusetts for you here — so you can easily add one to your next adventure.
Last updated: November 6, 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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Mount Wachusett
Highlight • Summit
Mount Wachusett is both the highest mountain and the highest point in in Massachusetts. Standing at 2,006 feet above sea level, this great local mountain is a must-do for any …
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Wachusett Mountain Summit Climb
Highlight • Climb
The 3,000-acre Wachusett Mountain State Reservation offers plenty of natural and recreational opportunities. You can hike and ride bicycles in the summer and ski in the winter.
Wachusett Mountain is …
Wachusett Mountain is …
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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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Hancock Hill
Highlight • Summit
Although Hancock Hill is not the tallest or the most famous summit in the Blue Hills Reservation, it arguably offers some of the best view of Downtown Boston from its …
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Peters Hill
Highlight • Viewpoint
On the final stretch, you'll have to turn off the road onto the small path and tackle the final climb to the summit. Then, a wonderful view of the city skyline opens up.
Translated by Google •
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Mount Watatic
Highlight • Summit
You probably won't experience loneliness on this popular summit, but you will get an incredible panoramic view of the Boston skyline, the proudly rising Mount Wachusett and Mount Monadnock, and …
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View of Boston Skyline from Boojum Rock
Highlight • Viewpoint
Boojum Rock stands as the city's highest point at approximately 280 feet above sea level. It's a great spot to rest and take in views of the Boston skyline. The …
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Pinnacle Rock
Highlight • Viewpoint
Pinnacle Rock is one stop along the Rock Circuit Trail. Black Rock, Melrose Rock and Eagle Rock are close by.
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Great Blue Hill Summit
Highlight • Summit
Ride your bike up the Big Blue Hill, and get a few minutes rest, and the view as a reward!
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