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
Charles River Bikeway
The Charles River Bike Path (AKA The Dr. Paul Dudley White Bicycle Path) is designed for human-powered use, such as cycling, running, rollerblading, strolling, etc. The path follows the banks of the Charles River, and make... trailpeak.com
Quabbin Reservoir And Visitor Center
Quabbin Reservoir is one of the largest man-made public water supplies in the United States. Created in the 1930s by the construction of two huge earthen dams, the reservoir is fed by the Swift River and the Ware... visit-massachusetts.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
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
Multi Use Trails
These trails are designed with different activities in mind. They are marked my white or yellow triangles pointing the way. The trail is designed to creat two loops so you can do laps on your bike or just go out for a shor... trailpeak.com
Hammond Pond
So much to do in this space just outside of Boston!!! Some great bouldering, nice easy mntn biking, trails to run or walk, and a nice spot to throw your boat into!! Directions: From 9 east or west to the Hammond Pond Parkw... trailpeak.com
Cross Country Skiing - Boston, Massachusetts
As relaxing as an excercise can be, cross-country skiing gives you the opportunity to enjoy the outdoors and become one with Mother Nature. Learn the correct skiing techniques and gain confidence during the course of this 2-... luxergy.com
Neponset River Bike Trail
Over its short distance, this trail goes from urban wilderness through a mill village and a salt marsh to beaches on Boston Harbor. In the future it will connect the several-thousand-acre Blue Hills Reservation to the John... traillink.com
Cutler Park
Moderate trail, not very difficult but good convenient trail nearby many flat parts for hikers and some easy/moderate hills for mountain biking Directions: You can enter from either Kendrick Street in Needham or from Great... trailpeak.com
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
Weston Ski Track
A ski center designed to give people in the Greater Boston area the chance to alpine ski, cross country ski and snowshoe close to home. Weston Ski Track is a cross-country ski and snowshoeing center serving the Boston ... bostoncentral.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
Moose Hill Wildlife Sanctuary, Sharon, Massachusetts
Have you ever longed to find some secluded hilltop and just sit peacefully, letting the breeze and quietness lull your senses? I have, and Moose Hill Wildlife Sanctuary in Sharon has one of the best views in the region. The s... trails.com
F Gilbert Hills
Covering 1,027 acres in Foxboro and Wrentham, F. Gilbert Hills is a "passive use" pine and oak forest. There are 23 miles of trails for various uses, looping through the forest. One of these leads to the Warner Trail, a lo... trailpeak.com
Marblehead Rail-trail
Shaped like a Y, this 4.1-mile rail-trail connects two seaside towns. From the trail junction in quaint Marblehead, one branch meanders through conservation areas and past harbor overlooks to Salem, notorious for its 1692 ... traillink.com