Walden Pond State Reservation
Henry David Thoreau lived at Walden Pond from July 1845 to September 1847 and his experience there provided the material for the book Walden, which is credited with helping to inspire awareness and respect for the natu... heritagesites.com
Estabrook Woods
Estabrook Woods is an amazing place nestled inside Concord, MA. If the variety of trails weren't enough, the history is very special. Here you can walk on the same road that the Minutemen traveled from Carlisle to the Nort... trailpeak.com
Weston Ski Track
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
Callahan State Park
There are loads of great trails in Callahan State Park. Lots of rolling double track that is great for new mountain bikers or out of shape mountain bikers. Pay close attention and you will find some cool sections of single... trailpeak.com
Hop Brook
The trail is very flat throughout the hike. It is dog friendly; you can let them off leash once you have gone beyond Hop Brook . There are some slight slopes throughout the the hike. Hop Brook traverses the reservation and... trailpeak.com
Memorial Forest Reservation And Desert Natural Area
I usually take this quick loop with my little dogs, and it would be good for small children too. Start in the parking lot and head east on A to a right on B, to a right on M, to a quick right on N, stay right at the fork o... trailpeak.com
Lincoln Woods
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
Hop Brook Reservation
80 acres of land offers a variety of wildlife, flowers, & birds. Bring the kids to check out the frogs and salamanders after "first night" in the spring (when the salamanders and frogs wake up from their winter nap)! There... trailpeak.com
Grist Mill
I usually park at the old Grist Mill and just take my dogs to go explore there. The trails in this area don't go very far but the do loop all over the place. And the dogs love it here! You can also stay on the carriage roa... trailpeak.com
Ashland State Park
Ashland State Park has 470 acres including the 157 acre Ashland Reservoir. The park is operated seasonally and provides opportunities for swimming, picnicking, boating, fishing, bicycling and hiking. Beach improv... visit-massachusetts.com
Breackneck Hill Conservation
Town conservation land. Nice place to enjoy the sunset on an evening walk. See the Soutborough Belties (aka oreo cows) and do some bird watching. Some distant views of Mt. Wachusett on a clear day. Directions: Parking off ... trailpeak.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
Great Brook Farm State Park
Holsteins have been kept here for over 60 years and current farmer Mark Duffy continues the tradition with his black & white ladies. Native Americans used sections of Great Brook Farm as sacred sites. Seventeenth century ... waymarking.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
College Rock
This rock wall is about a 75 yard traverse ranging from 10 to 40 feet in height. Good toproping (bring long webbing sections, minimum 2 30foot webbing and 2 20ft, though 50 foot lengths will get your biners over most edges... trailpeak.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
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
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