Hiking & Walking Trails

Town Forest
The Town Forest is the Town’s largest holding of open space, consisting of 77 acres of land located between the north and southbound lanes of Route 128. It is an underutilized resource due to its isolation. A system of trails with exercise stations was created in the 70s, but never maintained. Parking and limited access make this a difficult area to visit.

Cutler Park
A portion of DCR’s 700 acre Cutler Park is located in Riverdale neighborhood of Dedham. There is a 9.5 mile walking loop that leads you from Needham Street to the Charles and the Riverdale neighborhood. Cutler Park offers hiking, fishing, boating and bird watching opportunities. The primary parking location is on Needham Street, just at the Dedham-Needham border off of Great Plain Avenue and Route 128. Water Trail Tip: Across from this parking lot is the Needham Street canoe launch.

Wilson Mountain
Wilson Mountain, is the largest preserved open space in Town, managed by DCR it contains 120 acres of forest. It also offers the highest terrain in Town with panoramic views of Boston, the Blue Hills and surrounding communities. There is a small parking area off of Common Street.

Whitcomb Woods
In 1998, The Dedham Land Trust and the Trust for Public Land helped DCR add the Whitcomb Woods property to the Wilson Mountain Reservation. Whitcomb Woods connects with the trail network at NewBridge of the Charles.

Mother Brook
In East Dedham there is a trail network that leads you from Mill Pond Park on Colburn Street along the backside of Condon Park through the woods to Mother Brook and then across to Oakland Street and eventually to the Mill Condominiums. This trail system was built as part of an Eagle Scout Project.

Dolan Center
In upper Dedham there is a network of marked trails that lead you from the back of the Town’s Dolan Recreation Center on Common Street to Whitcomb Woods, where you can choose to either go to DCR’s Wilson Mountain or onto NewBridge on the Charles trails.

Dedham Heritage Rail Trail
The Dedham Heritage Rail Trail is a community-led effort to transform a 1.5 mile stretch of abandoned railway into a new linear park and cultural greenway. The project will convert the abandoned railway into a pedestrian and bike path, which will incorporate public art and community gardens, as well as connect the adjacent neighborhoods to each other and to Boston. More information on this project can be found at www.dedham-ma.gov/environment and www.dedhamrailtrail.org.