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
Callahan State Park
I parked at the North Entrance and started by taking the Backpacker Trail. I then took Pine Tree Trail and Bear Claw trail. I had a hard time finding my way back to the North Entrance because at times three trails would me... 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
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
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
Middlesex Fells
For many years Middlesex Fells has been a very popular spot for Boston area mountain bikers and hikers. "The Fells" is just 7 miles north of downtown Boston and offers exceptional trails. Mountain biking is allowed at the ... trailpeak.com
Beaver Brook Park
A Lot of fast winding single track for MTB. Small but lots to explore. Snowshoe in the winter or walk/trailrunning as well. Directions: There are 2 parking lots on the west side of Mill St. 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
Horn Pond Conservation Area
Horn Pond and its surrounding conservation land occupy nearly 700 acres of land in Woburn near Winchester... patch.com
Noanet Woodlands
The appeal of the Noanet Woodlands is the view from the top of Noanet Peak. You'll be hard pressed to find a vista that conceals nearby suburbia so well this close to Boston. This unique rock-top can be found by Caryl Trai... trailpeak.com
Ward Trail
This trail takes you around the edge of Ward Reservation. From the parking lot you follow the trail until it ends at the Mass Electric station. Turn right and you are now on old Chestnut Street. Follow this until you cross... trailpeak.com