Monument Mountain, Great Barrington, Massachusetts
The signature Berkshire hike featuring spectacular cliffs, breathtaking views, history, and ever-present raptors soaring overhead. Over the past few years the trail system at Monument Mountain has undergone extensive renovati... trails.com
Ward Reservation, Andover, Massachusetts
The reservation is split evenly by the Andover and North Andover town line, with drumlins on either side: Holt Hill in Andover and Boston and Shrub Hills in North Andover. The Cat Swamp lies between them, ensuring that your l... trails.com
Lowell Holly Reservation
Here is another hike 2 minutes from my house that I never tire of. There are two parking areas, one starts on a dirt road and the other a trail. This reservation is a finger stretching out into Wakeby Lake. There is one bi... trailpeak.com
Noanet Woodlands
The appeal of the Noanet Woodlands is the view from the top of Noanet Peak. You'll be hard pressed to find a vista that conceals nearby suburbia so well this close to Boston. This unique rock-top can be found by Caryl Trai... trailpeak.com
Middlesex Fells
For many years Middlesex Fells has been a very popular spot for Boston area mountain bikers and hikers. "The Fells" is just 7 miles north of downtown Boston and offers exceptional trails. Mountain biking is allowed at the ... trailpeak.com
Worlds End Reservation Trail, Hingham, Massachusetts
Worlds End, a figure-eight?shaped peninsula dividing Hingham Harbor and the Weir River, is well known for its spectacular topography and landscaping. Families have enjoyed hiking its tree-lined gravel roads and admiring its d... trails.com
Rocky Woods
The reservation features over six miles of former woods roads and footpaths through rolling hills of white pine and red oak that are part of both the Neponset River Watershed and the Charles River Watershed. Rocky ledges a... trailpeak.com
Weir Hill Reservation, North Andover, Massachusetts
Weir Hill Reservation combines the best of woodlands, fields, and water. A hiker gets treated to views not only from the hilltop but also from the shores of beautiful Lake Cochichewick, a water-supply reservoir. The reservati... trails.com
Wachusett Mountain State Reservation
Rising above the surrounding forest to a height of 2,006 feet, Mount Wachusett stands as a unique landmark within the central New England landscape. From the summit, a clear day reveals views of Mt. Monadnock in New Hampsh... trailpeak.com
Brooks Woodland Preserve, Petersham, Massachusetts
This loop begins and ends along the water in the Swift River valley. Following well-marked numbered intersections throughout the hike, you climb into the Harvard Forest, then drop back down to the riverside. The trail passes ... trails.com
Noon Hill Reservation, Medfield, Massachusetts
There are a number of reasons why I visit heavily wooded Noon Hill over and over again, but its seclusion and diversity of wildlife are at the top of my list. Few people even know of its existence; as an added bonus it abuts ... trails.com
Moose Hill Wildlife Sanctuary, Sharon, Massachusetts
This loop begins with a quick climb to the Moose Hill Fire Tower, then settles in for a flat, sweeping stroll through the woods. At the park?s southern edge, you get terrific views from Allen Ledge and Bluff Head, where grani... trails.com
Blue Hills State Reservation
Located only minutes from the bustle of downtown Boston, the Blue Hills Reservation stretches over 7,000 acres from Quincy to Dedham, Milton to Randolph, providing a green oasis in an urban environment. Rising above th... bostoncentral.com
Upton State Forest, Upton, Massachusetts
Well-marked dirt trails lead you past Lady?s Slipper flowers and lichen-crusted boulders to Dean Pond, a great place to stop for lunch. Return to your car on the Mammoth Rock Trail, scrambling between more boulders as you pas... trails.com
Menemsha Beach
Put on your sunglasses and hit the beach, Menemsha Beach in Dukes County, Massachusetts is such a tremendous place. Among the amusing things you can do near Menemsha Beach are fishing, boating, and swimming, so you wont... goingoutside.com
Purgatory Chasm State Reservation
This unique natural landmark, Purgatory Chasm is different than any other state park around. Instead of just walking through the woods, it's about climbing rocks big and small. The chasm trail runs for a quarter of a m... bostoncentral.com
Maudslay State Park
The former Moseley family estate on the Merrimack River, this park features 19th century gardens and plantings, rolling meadows, towering pines, and one of the largest naturally-occurring stands of mountain laurel in M... bostoncentral.com
Halibut Point State Park
The weather-beaten bluffs of Halibut Point comprise a low rocky coastal shelf covered in bayberry, greenbriar, and shadbush. During storms, waves crash over the rocky shore. Tidal pools harbor snails, hermit crabs, and... bostoncentral.com