57 results
    1

    Noanet Woodlands

    Dedham St, Dover, MA    

    0 out of 5 based on 0 ratings

    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

    2

    Weston Ski Track

    Weston, MA    

    0 out of 5 based on 0 ratings

    Weston Ski Track is a cross-country ski and snowshoeing center serving the Boston area. With natural snow, they groom 15km of trails. Snowmaking on a 2km lighted loop provides consistent snow conditions and reliable night ... trailpeak.com

    3

    Cutler Park

    Newton, MA    

    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

    4

    Millenium Park

    Vfw Pkwy, West Roxbury, MA    

    0 out of 5 based on 0 ratings

    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

    5

    Strawberry Hill Trail

    Dover, MA    

    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

    6

    Charles River Bikeway

    Boston, MA    

    0 out of 5 based on 0 ratings

    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

    7

    Caryl Trail

    Dover, MA    

    0 out of 5 based on 0 ratings

    The Caryl Trail is part of the Noanet Woodlands. It begins in the parking area in Caryl Park and heads south. Follow the yellow blaze markers. It passes a trail on the left, turns to the left and crosses Noanet Brook. You ... trailpeak.com

    8

    Callahan State Park

    Pearl St & Charles St, Malden, MA    

    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

    9

    Middlesex Fells

    Boston, MA    

    0 out of 5 based on 0 ratings

    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

    10

    Blue Hills State Reservation

    1904 Canton Ave, Milton, MA    

    4 out of 5 based on 16 ratings

    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

    11

    Skyline Trail

    Milton, MA    

    0 out of 5 based on 0 ratings

    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

    12

    Lincoln Woods

    Lincoln, MA    

    Lincoln Woods has kayaking and bouldering, and probably cross country skiing in the winter. Rental kayaks and classes are available. As is swimming and facilities. Directions: Rt 146 to Twin River Road Exit. About 30-35 mi... trailpeak.com

    13

    Multi Use Trails

    Milton, MA    

    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

    14

    Hammond Pond

    Hammond Pond Pkwy, Chestnut Hill, MA    

    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

    15

    Ponkapoag Pond Trail

    Milton, MA    

    2 out of 5 based on 2 ratings

    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

    16

    Ponkapoug Green Trail

    Milton, MA    

    0 out of 5 based on 0 ratings

    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

    17

    Cutler Park

    Needham, MA    

    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

    18

    Middlesex Fells

    4 Woodland Rd, Stoneham, MA    

    3 out of 5 based on 14 ratings

    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