The trail begins at the Long Island Sound, a large estuary that is home to diverse wildlife and marine ecosystems.
One of the first challenges on the trail is Chauncey Peak, a 688-foot high traprock ridge that offers panoramic vistas of the surrounding area.
Another traprock landmark is Castle Craig, a stone tower that stands on the summit of East Peak in Meriden.
Ragged Mountain is a popular destination for hikers, climbers, and nature lovers.
Talcott Mountain is a prominent ridge that features the Heublein Tower, a 165-foot high structure that was once a summer home and a lookout point.
Mount Tom is the highest peak in the Holyoke Range, a series of traprock hills that form a natural barrier between the Connecticut River and the Pioneer Valley.
Mount Holyoke is another notable peak in the Holyoke Range, famous for its historic summit house, which is now a museum.
Mount Norwottuck is the highest point in the Holyoke Range, reaching 1,106 feet above sea level.
Mount Monadnock is the final and most challenging peak on the trail, rising 3,165 feet above sea level.
Royalston Falls is a stunning waterfall that plunges 45 feet into a gorge.
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The trail ends at Long Pond, a serene lake that is part of the Quabbin Reservoir watershed.
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