The Webster Hill Area was documented by the Weston Historical Commission in 2005 and includes the following properties: 120 Church St; 7, 13, 19, 26, 32, and 36 Gypsy Trail; 8, 16, and 27 Saddle Hill Rd; and 11, 29, 37, 38, 49, 58, 60, 64, 74, 78, 83 Webster Rd.