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
Warner Trail
The Warner Trail is the perfect "stroll in the woods". With no real extreme terrain this beautiful trail winds through a number of southeastern MA towns and finally drops you off into Diamond Hill State Pak (Rhode Island).... trailpeak.com
Francis William Bird Park
Francis William Bird Park is an 89-acre landscaped park created and endowed in 1925 by Charles Sumner Bird, Sr. and his wife Anna in memory of their eldest son, Francis William Bird (1881-1918). Over three miles of wal... bostoncentral.com
Borderlands State Park
An Excellent mandering walk through one of the most scenic state parks in Massachusetts! And best of all, one of the top 10 Disc Golf Courses in the country! Directions: From north: Take Rte. 128 south to Rte. 95 south (to... 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
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
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
Strawberry Hill Trail
Strawberry Hill Trail is the longest, most well maintained section of trail for all the above activities. This trail is part of Hale Reservation in Westwood and Dover, Mass. Hale is a non-profit organization that facilitat... trailpeak.com
North - South Trail
This is probably one of the more casual through hikes in the New England area. Nice easy rolling hills lead you all the way to the ocean from MA. You will however need to pack a little more food through a few areas because... trailpeak.com
Ames Norwell State Park
Ames Norwell State Park is a good sized (600 acre) park in Abington, MA, about 30 minutes south of Boston. This is a great area where one can drop their kayak in the water, mountain bike about 10 miles of single-track, hik... 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
Ten Mile River Greenway
The Ten Mile River Greenway follows the winding course for 2.5 miles along the James Turner Reservoir (Ten Mile River). Though short, the trail is quite scenic and runs between the Kimberly Ann Rock ball fields in East Pro... traillink.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
Upton State Forest
This 2,600 acre forest offers multiple trail uses including hiking, bicycling, snowshoing, and cross country skiing. Bring bug spray in the sping may flies are AWFUL! Lots of trails you could spend all day here! Directions... trailpeak.com