Massachusetts - Area of significance: Architecture
| Second Waterhouse House |
| Sever Hall, Harvard University |
| Sever, William, House |
| Sewall-Scripture House |
| S. Gourse & Sons Block |
| Shaarai Torah Synagogue |
| Shadow Brook Farm Historic District |
| Shady Hill Historic District |
| Shaker Farm |
| Sharon Historic District |
| Shattuck, Moody, House |
| Shattuck, Ralph W., House |
| Shawsheen Village Historic District |
| Shaw, Thomas Mott, Estate |
| Shea, Bridget, Three-Decker |
| Sheffield Center Historic District |
| Sheffield Plain Historic District |
| Shelburne Falls Historic District |
| Shelburne Free Public Library |
| Shepard Block |
| Shepard, Thomas, House |
| Sherborn Center Historic District |
| Sherburne, Warren E., House |
| Sherman Apartments Historic District |
| Sherman, Eber, Farm |
| Sherman, William B., Farm |
| Shirley Center Historic District |
| Shirley-Eustis House |
| Shirley Shaker Village |
| Shoe Shop-Doucette Ten Footer |
| Short's Tavern |
| Shrewsbury Historic District |
| Shubert, Sam S., Theatre |
| Shumway Block |
| Sibley-Corcoran House |
| Sidelinger, George A., House |
| Silver Hill Historic District |
| Simcock House |
| Simmons Block |
| Simond, Col. Benjamin, House |
| Simonds, William, House |
| Simpson, Clara, Three-Decker |
| Simpson, Dr. Thomas, House |
| Simpson House |
| Simpson, James E., House |
| Sirna, Anthony and Allison, Studio |
| Six Moon Hill Historic District |
| Skillings Estate House |
| Slade Spice Mill |
| Slater Building |
| Sleepy Hollow Cemetery |
| Slowey, Patrick, House |
| Smith, A. C., & Co. Gas Station |
| Smith Alumnae Gymnasium |
| Smith, Bradford, Building |
| Smith, Curtis S., House |
| Smith, Ellen M., Three-Decker |
| Smith, Elliot, House |
| Smith, F.W., Silver Company |
| Smith, Hazadiah, House |
| Smith House |
| Smith, James, House |
| Smith, John Mace, House |
| Smith-Lyon Farmhouse |
| Smith, Marshall, House |
| Smith, Matthias, House |
| Smith, Perez, House |
| Smith-Peterson House |
| Smith, Samuel, Tavern Site |
| Smith's Building |
| Smith Shoe Shop |
| Smith-Thaxter-Merrifield House |
| Smith, Thomas and Esther, House |
| Smuggler's House |
| Snow, Lemuel, Jr., House |
| Society of the Congregational Church of Great Barrington |
| Soho Cottage |
| Soldiers and Sailors Memorial Building |
| Soldiers' Memorial Library |
| Somerset Village Historic District |
| Somerville High School |
| Somerville Journal Building |
| Somerville Theatre |
| Soule, Lawrence, House |
| South Amherst Common Historic District |
| Southampton Center Historic District |
| Southborough Center Historic District |
| South Boston Boat Clubs Historic District |
| South Boston Naval Annex Historic District |
| Southbridge-Sargent Manufacturing District |
| Southbridge Town Hall |
| South Center School House |
| South Chatham Village Historic District |
| South Common Historic District |
| South Congregational Church |
| South Egremont Village Historic District |
| South End District |
| Souther, John, House |
| South Green Historic District |
| South Harwich Methodist Church |
Data from United States Park Service and Wikidata