Winthrop Shore Drive is a historic parkway in Winthrop, Massachusetts. The mile-long parkway runs through the Winthrop Beach Reservation, and is administered by the Massachusetts Department of Conservation and Recreation (DCR). The parkway is one of a series of ocean parkways (and the second one built) that make up a network of parkways connecting major open spaces in the Greater Boston area. Both the parkway and reservation were designed in the mid-1890s by Charles Eliot for the Metropolitan Parks Commission, a predecessor to the DCR. Land was acquired for the parkway in 1899, and construction was largely completed in 1900. The parkway was listed on the National Register of Historic Places in 2004.