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Hiking the woodland trail at sunset | © anslatadams/Flickr
Hiking the woodland trail at sunset | © anslatadams/Flickr
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The Best Places to Go Hiking in Massachusetts

Picture of Dave Afshar
Updated: 4 October 2017
From casual day hikes to week-long wilderness excursions, the Commonwealth boasts miles of trails for novice and expert hikers alike. Known for rocky terrain, colorful foliage and seemingly endless rivers and streams, New England will impress even the most seasoned hiker. We take a look at some of the best hikes and climbs in Massachusetts.

Mt. Greylock

Part of the Mount Greylock State Reservation, this massive park boasts miles of separate hiking trails, each with its own unique natural sights. Waterfalls, woodlands, and high mountain peaks await experienced hikers and anyone up for a wilderness adventure. Novices and small children may want to sit this one out.

"Between every two pines is a doorway to a new world" -John Muir Berkshire County | MA | 2016

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Brooks Woodland Preserve

With over 13 miles of hiking trails and various starting points, this scenic woodland preserve is perfect for a day-long hike through the woods. Scattered throughout the area are old stone walls and farmsteads from a bygone era.

Mt. Holyoke

Also known as Skinner Mountain, this challenging climb rewards hikers with picturesque views of the New England countryside. Beautiful as the landscape may be, this is not an ideal hike for beginners.

Soon #autum will be gone and #winter will come.. I don't want to say# goodbye# but I know you can't stay forever

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Pine Hills

For novices and those looking for something a bit more family-friendly, Pine Hills in Plymouth is a safe bet. The trails are easily accessible and not too difficult for young children.

North Bridge

This section of the Minute Man National Historic Park offers more than just a fun trek through the woods. Home to the first battle of the American Revolutionary War, the park features historical landmarks and information for the history buff in your group.

Parker River National Wildlife Refuge

These coastal wetlands in Newburyport boast more than 4,700 acres of marsh, dunes, beach, forest, and cranberry bogs. This is the ideal trip for anyone who wants to explore nature without having to hike up a mountain.

If you don't know where you are going, any road will get you there. Lewis Carroll #morningwalk

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Tully Trail

This 22-mile loop is great for novice or intermediate hikers looking to take on an overnight or weekend excursion. The trail boasts three waterfalls as well as various scenic views from Tully Mountain.

The Appalachian Trail

Stretching over 2,100 miles from Maine to Georgia, the legendary Appalachian Trail holds the title of being the longest hiking-only footpath in the world. Massachusetts is home to about 90 miles of the trail and offers shelters and campsites for hikers looking to stay the night. For those only interested in a day-hike, the best sections of the trail are in the northern and southern parts of the state.