The Two Brothers Rocks-Dudley Road Historic District encompasses a historically significant rural area of Bedford and Billerica, Massachusetts. The district covers 230 acres (93 ha) of predominantly rural and residential property, along Dudley Street, a narrow, winding road that was laid out in colonial days. It also includes a significant amount of conservation land, including local, state, and federal lands. The federal lands of the Great Meadows National Wildlife Refuge which line the banks of the Concord River, include the "Two Brothers Rocks", which were used to mark a land boundary between grants given to early Massachusetts settlers John Winthrop and Thomas Dudley, and which featured as boundary markers into the 20th century.