The Top 5 Peaks in Middlesex County
Whether for the view or for the challenge, climbing the mountainous peaks in Middlesex County is the best way to experience more of this beautiful region. But with 5
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 Middlesex 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 Middlesex County for you here — so you can easily add one to your next adventure.
Last updated: September 29, 2025
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 is one stop along the Rock Circuit Trail. Black Rock, Melrose Rock and Eagle Rock are close by.
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A quiet, narrow hill takes you to the bottom of the Pegan Hill Trsutees of Reservation land. It's worth the climb for the lovely view from the top.
The 'Private Road' stops you continuing through to the north section.
The 'Private Road' stops you continuing through to the north section.
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Mount Misery is a modest hill that has intrigued hikers for centuries. Its name hints at its challenging terrain, but it's nothing unmanageable. The summit offers wonderful views of the surrounding Lincoln & Concord areas.
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Tippling Rock is one of the best (if not THE best) overlook within the boundaries of the Nobscot Scout Reservation. You can see over miles of treetops and hillsides from this high point.
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