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
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
Middlesex Fells
Nice park, close to the city. Some nice hiking with views of Boston. Mountain biking is limited to one marked loop. Bikers are urged not to deviate from this path due to the tenuous relationship between MTBers and some of ... trailpeak.com
Blue Hills: Ponkapoag Pond Trail, Canton, Massachusetts
A short hike to a quaking bog through the Avenue of Maples offers hikers a chance to see diverse and rare plant species. Due to its location near Route 128, Ponkapoag Pond is a popular hiking, cross-country skiing, and mounta... trails.com
Ponkapoag Pond Trail
This is not your average trail. I would recommend wearing cloths you wouldn't mind getting wet. The reason for this is you will be walking on planks through the bog on the northern part of the pond. Don't worry you will no... trailpeak.com
Cutler Park
The parking area for Cutler Park is located in Needham MA. But the park itself extends into Dedham, Newton, Brookline and Boston. The park consists of a few hills and a lot of trails near an 800-acre marsh along the Charle... trailpeak.com
Millenium Park
This is one of the best places to walk your dog in Boston. The folks here are real laid back and there are dogs running free everywhere. You can also take the path into the woods for some bird watching or just to get away ... trailpeak.com
Boston, Ma: North Skyline Trail
This 9-mile loop offers a challenging ridgetop hike in one of Boston's best-kept secrets. The Blue Hills Reservation is 7,000 acres of upland and bottomland forests, wetlands, meadows, ponds, and an Atlantic white ce... trimbleoutdoors.com
Boston (With Or Without A Car): Exploring The Hub, Boston,...
A college crew team muscling up the Charles. A mime surrounded by a crowd of eager viewers at Faneuil Hall marketplace. A fragrant basement bakery on Beacon Hill. Like any major city, Boston has its share of famous historical... trails.com
A Foliage Hike In The Blue Hills, Milton, Massachusetts
New England's dramatic fall foliage isn?t just an upcountry phenomenon. You can drink in the full palette of fall colors with picturesque views and grand panoramas at the largest of the Metropolitan District Commission parks,... trails.com
Echoes Of Camelot: Irish Roots Of American Loyalty,...
A whole generation of couples once modeled themselves after John Fitzgerald Kennedy and Jacqueline Bouvier Kennedy. When they entered the White House in 1961, America was launched on a thousand days of Camelot?a new golden ag... trails.com
Blue Hills - Skyline Trail
Park, and walk on the north direction (.25mi) that closely follows the trail until you hit the Skyline Trail (blue marked). Take the Skyline trail West. At 1.5 miles on the Skyline Trail you will cross a road and be able ... localhikes.com
Squantum Point
Squantum Point is a small park that sits on the southern portion of Dorchester Bay. It features several trails that run along cliffs above the ocean and through trees further inland. The views of Boston Harbor are fantasti... trailpeak.com
Cranberry Pond Conservation Area, Holbrook, Massachusetts
Within the heart of suburbia lie acres of hilly, rocky woodlands surrounding secluded little Cranberry Pond. The region of our walk is known as the Cranberry Pond Conservation Area, which is part of the Holbrook and Braintree... trails.com
Brewpubs And Flashing Blades, Cambridge, Massachusetts
The two of you can create your own Oktoberfest by combining the best of the brewer?s (and quaffer?s) art with the whoosh of skates on ice and the whir of in-line wheels on pavement. Great beers, great food, great hockey, and ... trails.com
Castle Island
Castle Island is a unique 22 acre park that goes along Dorchester Bay. Not exactly rugged singletrack or challenging hiking, but the long walking/biking trail snakes around Castle Island is a beautiful, serene trip that is... trailpeak.com
Bradley Estate
A lovely loop around an historic estate, with formal gardens, a walled kitchen garden, llamas and chickens. Particularly beautiful in spring when the flowering trees and rhododendrons are in full bloom. Directions: From Ro... trailpeak.com
Great Blue Hill Trail, Milton, Massachusetts
Climbing to the summit of Great Blue Hill has been popular since colonial days, although there are quite a few more hikers today than there were 200 years ago. Bostonians flock to the 7000-acre Blue Hills Reservation with its... trails.com