118 results
    1

    World's End

    Martins Ln, Hingham, MA     (781) 749-8956

    Rolling hills and rocky shorelines offer sweeping views of the Boston skyline, while tree-lined carriage paths designed by famed landscape architect Frederick Law Olmsted make delightful walking trails. thetrustees.org

    2

    Wompatuck State Park

    1 Union St, Hingham, MA     (781) 749-7160

    5 out of 5 based on 44 ratings

    Located just 35 minutes from downtown Boston, Wompatuck State Park has a long and rich history. Originally home to Chief Josiah Wompatuck and his people, the land was deeded by the chief to English settlers in 1665. During Wo... trails.com

    3

    Ponkapoag Pond

    Canton, MA    

    0 out of 5 based on 0 ratings

    In the Blue Hills Metropolitan District Commission Reservation, 10 miles south of Boston. This trail encircles a large pond south of the Blue Hills chain and offers a close-up look at a bog. Special attractions: Scenic ope... trailpeak.com

    4

    Blue Hills Reservation

    1904 Canton Ave, Milton, MA     (617) 698-1802

    4 out of 5 based on 101 ratings

    Minutes outside of downtown Boston, is the Blue Hills Reservation. Here nature enthusiasts can hike, bike, ski, swim, and even enjoy a zoo experience at the Trailside Museum. Spanning over 7,000 acres along Boston's closest s... 10best.com

    5

    Millenium Park

    Veterans Of Foreign Wars Pkwy & Charles Park Rd, West Roxbury, MA    

    0 out of 5 based on 0 ratings

    Millennium Park opened in 2000 on the site of the former Gardner Street landfill... patch.com

    6

    Blue Hills - Skyline Trail

    Milton, MA    

    0 out of 5 based on 0 ratings

    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

    7

    Wilson Mountain Reservation Trail, Dedham, Massachusetts

    Dedham, MA    

    4 out of 5 based on 2 ratings

    Enjoy a stroll to a hilltop overlook and explore trails adjacent to wetlands. Thanks are due to all the people who saved Wilson Mountain from development in 1994 and kept it natural. Just 10 miles from Boston, these 200 woode... trails.com

    8

    Blue Hills Ski Area

    4001 Washington St, Canton, MA     (781) 828-5070

    4 out of 5 based on 76 ratings

    The closest thing to having a winter wonderland in your own backyard, the William F. Rogers Ski Slopes on Great Blue Hill are a city slicker's best friend. If Mother Nature's lagging, 90 percent of the 60 acres of terrain are c... mtbr.com

    9

    Cranberry Pond Conservation Area, Holbrook, Massachusetts

    Holbrook, MA    

    0 out of 5 based on 0 ratings

    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

    10

    Great Blue Hill Trail, Milton, Massachusetts

    Milton, MA    

    4 out of 5 based on 1 ratings

    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

    11

    A Foliage Hike In The Blue Hills, Milton, Massachusetts

    Milton, MA    

    0 out of 5 based on 0 ratings

    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

    12

    Boston (With Or Without A Car): Exploring The Hub, Boston,...

    Boston, MA    

    0 out of 5 based on 0 ratings

    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

    13

    Whitney And Thayer Woods Trail, Hingham, Massachusetts

    Cohasset, MA    

    4 out of 5 based on 1 ratings

    Hike and cross-country ski these well-maintained yet removed woodland trails. Quiet woodland trails, and plenty of them, are the primary features of this large reservation that straddles the towns of Cohasset and Hingham. A l... trails.com

    14

    Brewpubs And Flashing Blades, Cambridge, Massachusetts

    Cambridge, MA    

    0 out of 5 based on 0 ratings

    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

    15

    Boston, Massachusetts, Boston, Massachusetts

    Boston, MA    

    0 out of 5 based on 0 ratings

    Ever since a group of Revolutionaries dumped tea in the Boston harbor, the city has held a special fascination. Despite the busy, big-city ambience, Boston is eminently family friendly, offering an uncommon mix of history, mu... trails.com

    16

    Ames Nowell State Park

    Linwood St, Abington, MA     (781) 857-1336

    Horseback riding trails. Located south of Boston in south-eastern Massachusetts. trailpeak.com

    17

    In The Groves Of Academe, Cambridge, Massachusetts

    Cambridge, MA    

    0 out of 5 based on 0 ratings

    Love story aside, you don't have to be star-crossed young lovers to find romance at Harvard. The amenities of one of the world?s great universities are open to every twosome, and we assure you that you won?t have to spend you... trails.com