Other portions of some of the roads are covered by more than one listing in the national register; see Fellsway Connector Parkways and Middlesex Fells Reservoirs Historic District.

The reservation was created in 1894 with a gift of 450 hectares (1,100 acres) of land from The Trustees of Reservations to the Metropolitan Parks Commission, predecessor organization to the Metropolitan District Commission and today's Massachusetts Department of Conservation and Recreation (DCR).

There are small, mostly unpaved, parking areas on the reservation side of the road providing access to trails.

The west side of the parkway (the inside of the U) consists of residential properties, most of which were developed in the early 20th century; the reservation is to the east.

North of this junction only about 2,000 feet (610 m) of roadway are part of the original parkway design, having been extensively altered by the construction of I-93 along the same corridor.

The internal section provides access to some centrally located reservation resources; the historic border section now consists of a one-way stretch of road that runs from the northeast side of Roosevelt Circle, while a modern one-way section runs south from the Elm Street junction, over I-93, to join Roosevelt Circle at the northwest, near the junction with South Border Road.

[2] The interior parkways (excluding portions of the border roads that run through parts of the reservation) are described roughly from east to west.

Because it has been significantly altered by the construction of adjacent I-93, most of this portion of parkway is not included in the National Register listing.

[2] The parkway provides access to the most centrally-located parking area of the reservation, the Lower Sheepfold lot.