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Ma Trail Guides

16 trail guides — Hiking Trails

🥾 Hiking Trails

Appalachian Trail to Summit

Appalachian Trail to Summit

📍 Lanesborough, MA
Strenuous 📏 6.0 Out-and-Back

The Appalachian Trail to Mount Greylock's summit is the signature route in all of western Massachusetts. Beginning from …

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Bash Bish Falls Trail

Bash Bish Falls Trail

📍 Mount Washington, MA
Moderate 📏 1.0 Out-and-Back

Bash Bish Falls Trail leads to the most spectacular waterfall in Massachusetts, a dramatic 80-foot cascade where Bash Bi…

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Bray Trail to Summit

Bray Trail to Summit

📍 Holyoke, MA
Moderate 📏 3.0 Out-and-Back

The Bray Trail climbs to the 1,202-foot summit of Mount Tom along the spine of the Holyoke Range, a dramatic traprock ri…

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Cape Cod Rail Trail Section

Cape Cod Rail Trail Section

📍 Brewster, MA
Easy 📏 6.0 Out-and-Back

The Cape Cod Rail Trail section through and adjacent to Nickerson State Park follows the former Old Colony Railroad righ…

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Cliff Pond Loop

Cliff Pond Loop

📍 Brewster, MA
Moderate 📏 5.0 Loop

The Cliff Pond Loop circles the largest kettle pond in Nickerson State Park, which is itself the largest state park on C…

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Hopper Trail

Hopper Trail

📍 Williamstown, MA
Strenuous 📏 5.6 Out-and-Back

The Hopper Trail approaches Mount Greylock from the northwest through one of the most ecologically significant landscape…

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Lake Bray Loop

Lake Bray Loop

📍 Holyoke, MA
Easy 📏 2.0 Loop

The Lake Bray Loop circles the scenic reservoir at the base of Mount Tom's eastern slope, combining pleasant waterside w…

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Metacomet-Monadnock Trail

Metacomet-Monadnock Trail

📍 Holyoke, MA
Moderate 📏 4.0 Out-and-Back

The Metacomet-Monadnock Trail traverses the dramatic basalt cliff edge of the Holyoke Range through Mount Tom State Rese…

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Moose Trail Loop

Moose Trail Loop

📍 North Easton, MA
Moderate 📏 6.6 Loop

The Moose Trail Loop is the premier hiking route in Borderland State Park, circling the park's outermost perimeter throu…

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Mount Greylock via AT

Mount Greylock via AT

📍 Mount Greylock State Reservation, Berkshire County, Massachusetts
Strenuous 📏 7.6 Out-and-Back

Mount Greylock at 3491 feet is the highest point in Massachusetts and one of the finest summit destinations along the Ap…

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Namskaket Marsh Trail

Namskaket Marsh Trail

📍 Brewster, MA
Easy 📏 3.0 Loop

The Namskaket Marsh Trail explores the transition zone between Nickerson State Park's upland pitch pine forest and the e…

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Pond Walk Trail

Pond Walk Trail

📍 North Easton, MA
Easy 📏 3.0 Loop

The Pond Walk Trail is Borderland State Park's most accessible and family-friendly route, threading past three distinct …

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South Taconic Trail

South Taconic Trail

📍 Mount Washington, MA
Strenuous 📏 4.0 Out-and-Back

The South Taconic Trail runs along the spine of the Taconic Range directly on the New York–Massachusetts state line, off…

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Thunderbolt Ski Trail

Thunderbolt Ski Trail

📍 Adams, MA
Strenuous 📏 2.8 Out-and-Back

The Thunderbolt Ski Trail on Mount Greylock's eastern slope is one of New England's most storied historic ski runs. Cut …

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Upper Leach Pond Trail

Upper Leach Pond Trail

📍 North Easton, MA
Easy 📏 2.0 Loop

The Upper Leach Pond Trail loops around the northern end of Leach Pond, the larger of Borderland State Park's two main w…

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