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  2. Overview. Appalachian Trail runs 2175 miles, stretching from Georgia to Maine. The trail provides a continuous green pathway through a chain of mountains and hills. Of the vast trail way, 90 miles is home to Massachusetts.

    • E 1,508.3: Sages Ravine
    • E 1,511.9: Mount Race
    • E 1,513.7: Mount Everett
    • E 1,521.0: Last Battle of Shays’ Rebellion
    • E 1,522.8: Great Barrington
    • E 1,542.4: Jerusalem Road Farm Stand
    • E 1,550.5: Upper Goose Pond Cabin
    • E 1,571.1: Dalton and Pittsfield
    • E 1,588.1: Mount Greylock

    Just past the Connecticut border, a stream tumbles into a shallow bedrock gully via a series of cascades and deep pools. This is Sages Ravine, and we think it’s pretty epic. The ravine’s cooling waters beckon to prospective swimmers, while the music of the cascades reverberates gently off slick stone. It’s a perfect spot to eat lunch and rest sore ...

    As you climb Mount Race, the rich soil and resplendent forest of the lower elevations give way to naked bedrock and low, shrubby vegetation. You’ll be able to take in a veritable ocean of trees, ponds, and pastures on this vertiginous 0.6-mile ridge walk.

    After rocketing steeply down the north face of Mount Race, the AT immediately begins climbing again, this time to the summit of Mount Everett. The steep, unrelenting slab walk to the top of Everett is the only calf workout you’ll ever need. For those wondering what New Hampshire’s White Mountains are like, this hike is a good indicator. At the top,...

    In 1786 and 1787, disgruntled Massachusetts citizens mounted an uprising against the fledgling US government’s taxation policies. The rebellion led to the Constitutional Convention and ultimately to the birth of our current Constitution. The AT passes through the site of this historic rebellion’s final battle, and a stone marker alongside the trail...

    Great Barrington is larger and more developed than your average trail town. It features a bustling downtown area with a multitude of dining and lodging options, along with some of the friendliest townsfolk you’ll ever meet.

    An idyllic farm stand bedecked with a large AT symbol greets hikers emerging from the woods near Tyringham, MA. The stand isn’t manned, but if it’s unlocked you can leave money in an honor box in exchange for snacks, drinks, and farm-fresh goodies. In lieu of a logbook, the owners provide chalk so that hikers can sign their names on the shack’s int...

    If you’re willing to make a half-mile detour off trail, Upper Goose Pond Cabin will reward you generously. The picturesque red cabin features a dock for swimming and canoes that are free for hikers to use. If you’re lucky, you may even be the beneficiary of one of the caretaker’s fabled pancake breakfasts.

    After some 15 miles of relatively flat walking, the white blazes will lead you directly down the main street of one Dalton, Massachusetts. Dalton is the epitome of a charming New England town, replete with pizzerias and ice cream parlors. For hikers looking for an adventurous side trip, the nearby town of Pittsfield has an Amtrak stationwith servic...

    Mount Greylock is the highest peak in Massachusetts at 3,491 feet above sea level. The climb isn’t overwhelmingly steep, but it is long—eight miles from base to summit (northbound). The wide, grassy summit is an ideal spot for picnics, naps, and epic photo shoots. What’s more, you can see five states from the top of the stone veterans memorial towe...

  3. Massachusetts. Expansive highlands, distinctive mountains, layered ridgelines, lush river walks and shaded glens are part of the A.T.’s diverse and captivating experiences through the Berkshire region of Massachusetts. 90.2 MILES A.T. Miles in State. RATING: 1-6 Easy to Challenging. 650′-3491′ Elevation Range in Feet.

    • What is the Massachusetts Appalachian Trail?1
    • What is the Massachusetts Appalachian Trail?2
    • What is the Massachusetts Appalachian Trail?3
    • What is the Massachusetts Appalachian Trail?4
    • What is the Massachusetts Appalachian Trail?5
  4. The Appalachian Trail here leads through the Berkshires. Pleasant stretches through wooded hills and valleys feature such outstanding peaks as Mt. Greylock and Mt. Everett, and the Trail passes through several small New England towns. Water is plentiful.

    • 90.2 miles
    • 650-3,491 feet
    • 3-6
  5. Explore Appalachian Trail: Massachusetts: Best Day Hikes - view hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

  6. The Appalachian Trail, also called the A.T., is a hiking trail in the Eastern United States, extending almost 2,200 miles (3,540 km) between Springer Mountain in Georgia and Mount Katahdin in Maine, and passing through 14 states. The Appalachian Trail Conservancy claims the Appalachian Trail to be the longest hiking-only trail in the world.

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