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
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
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
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
Skyline Trail
This is a great trail to just get out and go for a hike. It is long challenging and close all at once. You get some great views on the tops of a couple of the peaks. There are a few areas that are not easy. There are some ... trailpeak.com
Skyline Trail
It is a beautiful trail that crosses the entire Bluehills Park. Please take you time on this trail because it is not the easy but it is not difficult. There are plenty of places to stop and enjoy a good view. Wear good foo... trailpeak.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
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
Ponkapoug Green Trail
a relaxing, easy-going walking trail that winds around Ponkapoug Pond at the Blue Hills. Directions: Take Rt. 138 North off I-95. Continue down the roaduntill you arive at the Blue Hills. On your left will be a large parki... trailpeak.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
Houghtons Pond Trail
this is a great trail to just go out and take a walk. it is pretty much flat and is very easy. this trail is great for getting the family out. plus when you are done you can have a picnic or take a swim. Directions: hought... 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
Blue Hills
easy trail with nice views. when you get to the top there is a tower, climb up to see boston! Directions: across the street from the reservations hq's you can pick up the skyline trail. trailpeak.com
Miles Standish State Forest
Forest features 14,651 acres of camping, hiking and biking trails, cross-country skiing, canoeing, swimmiing, and fishing areas. visit-massachusetts.com
The Nutmeg State: Hiking, Snowshoeing And Cross Country...
Hiking, snowshoeing and cross country skiing in Connecticut and nearby by Massachusetts and New York. infohub.com