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
Stow Town Forest
Stow Town Forest is a compact, 325 acre forest located in the suburbs of Boston. Its convenient location makes it great for a day trip or a sneak- out-of-work-early-and-go-ride-spot. There are about 10 miles of trails in t... trailpeak.com
Hopkinton State Park - Hopkinton Ma
Hopkinton State Park is located in the towns of Hopkinton and Ashland and includes the picturesque Hopkinton Reservoir. The park offers a variety of year round recreational activities including 2 life guarded swimming bea... waymarking.com
Nobscot
This is a great place. Loads, and loads of barely used singletrack and lots of stuff for you weird trial people to trick off of. Also, there are plenty of places to make new trails. Very fast, but climbs are burning, techn... dirtworld.com
Mt. Pisgah
This is a good trail, truly something for everyone. Singletrack, some steep climbs, rocky. Overall a fun trail dirtworld.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
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
Mount Pisgah
Hiking and mountain biking are two of the primary activities on the extensive trail system through the Mt. Pisgah Conservation Area. Much of Mt. Pisgah is forested. Includes wetlands, uplands, hayfields, ,and large open me... 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
Whitehall Reservoir
This enormous 575-acre natural great pond is located about a quarter mile south of Route 135 and a mile west of Route 495. Maximum depth is 32 feet, but overall this is a shallow pond and average depth is just six feet. Tr... anglerweb.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
Edmund Hill Trails
Used to be the old Northborough Rod and Gun Club. There are a couple different loop trails available. Dog and kid friendly. Some small hills but nothing to big. Nice for a local hike. Directions: Parking available on Colbu... trailpeak.com
Carney Park/cold Harbor Trails
A long dam and beautiful views of the watershed area. The Cold Harbor Trail winding through the watershed all the way to Cherry Street, and then to Church Street. Great for cross-country skiing. Directions: Parking availab... trailpeak.com
Lake Chauncy
Lake Chauncy is a moderately large, natural great pond of 185 acres. Its average depth is 14 feet with a maximum depth of 20 feet over a considerable area. The shores are lightly wooded and shoreline development is quite l... anglerweb.com
Ashland State Park
A beach, lots of wooded trails. Lots of dogs off leash, especially when walking through the woods and over the "dam". Great way to meet lots of dogs along your walk, unleashed. Directions: Rte. 495 to exit 21A to Rte. 135 ... ecoanimal.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
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
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