World's End
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
Wompatuck State Park
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
Norris Reservation
Hike past a former mill pond, cross a wetlands boardwalk, and explore a forest of pine and oak on your way to a boathouse on the banks of the tidal North River. thetrustees.org
Black Pond Nature Preserve, Norwell, Massachusetts
Black Pond is a quaking cedar bog with a variety of unique plants and trees. The trail is a short one, but within a forty-minute walk you can see three environments: a mature upland forest, a swamp forest, and the relatively ... trails.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
Whitney And Thayer Woods Trail, Hingham, Massachusetts
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
Great Esker Park Trail, Weymouth, Massachusetts
The esker runs parallel to a salt marsh, making it interesting for exploring, and offers an excellent opportunity to see a wide variety of birds. With a little imagination a walk on top of the glacial esker at Great Esker Park ca... go.com
Ponkapoag Pond
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
Blue Hills Reservation
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
Millenium Park
Millennium Park opened in 2000 on the site of the former Gardner Street landfill... patch.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
Wilson Mountain Reservation Trail, Dedham, Massachusetts
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
North Hill Marsh Wildlife Sanctuary Trail, Duxbury,...
Take a hefty walk around a large freshwater pond that is teeming with birds and waterfowl. The pond at North Hill Marsh attracts all sorts of birds and waterfowl, such as ring-necked and black ducks, mute swans, buffleheads, ... trails.com
Borderland State Park
There is, reportedly, good bouldering in Borderland State Park. From newenglandbouldering.com - "The big attraction is the Ames Boulder, a massive glacial erratic situated on the aptly named Boulder Trail. Another area wit... trailpeak.com
Blue Hills Ski Area
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
Bay Farm Conservation Area, Kingston, Massachusetts
This unique coastal property, located on Kingston Bay, offers nature lovers superb bird-watching. Shorebirds, ducks, songbirds, and birds of prey all share fields, woods, and the shore of Bay Farm. An occasional rabbit and re... trails.com