| Allen Hotel | Pittsfield | Building | 1983 |
| Allen, William Russell, House | Pittsfield | Building | 1980 |
| Anthony House | Adams | Building | 1985 |
| Armory Block | Adams | Building | 1982 |
| Armstrong House | North Adams | Building | 1985 |
| Arnold Print Works | North Adams | Building | 1985 |
| Ashley, Col. John, House | Sheffield | Building | 1975 |
| Ashley, Col. John, House (Boundary Increase) | Sheffield | Site | 1975 |
| Barrett, P. J., Block | Adams | Building | 1982 |
| Beaver Mill | North Adams | Building | 1973 |
| Becket Center Historic District | Becket | District | 1982 |
| Berkshie Mill No. 1 | Adams | Building | 1982 |
| Berkshire Life Insurance Company Building | Pittsfield | Building | 1986 |
| Bidwell, Rev. Adonijah, House | Monterey | District | 1982 |
| Blackinton Historic District | North Adams | District | 1985 |
| Boardman, The | North Adams | Building | 1985 |
| Boston Finishing Works | Williamstown | Building | 2016 |
| Brewer, Capt. John, House | Monterey | Building | 1984 |
| Browne, Charles, House | North Adams | Building | 1985 |
| Cheshire Town Hall Complex | Cheshire | District | 2017 |
| Church on the Hill | Lenox | Building | 1982 |
| Church Street Historic District | North Adams | District | 1983 |
| Church Street-Cady Hill Historic District (Boundary Increase) | North Adams | District | 1985 |
| Citizens Hall | Interlaken | Building | 1972 |
| Clark-Eames House | Washington | Building | 1986 |
| Clinton African Methodist Episcopal Zion Church (Additional Documentation) | Great Barrington | Building | 2008 |
| Coleman Bridge | Windosor | Structure | 2000 |
| Congregational Church of West Stockbridge | West Stockbridge | Building | 1996 |
| Crane and Company Old Stone Mill Rag Room NHL | Dalton | Building | 1983 |
| Cranesville Historic District | Dalton | District | 2005 |
| Crowley House | North Adams | Building | 1985 |
| Dalton Grange Hall No. 23 | Dalton | Building | 1983 |
| Daniel Chester French Home and Studio, "Chesterwood" NHL | Stockbridge | District | 1966 |
| Du Bois, William E.B., Boyhood Homesite NHL | Great Barrington | Site | 1976 |
| Dwight-Henderson House | Great Barrington | Building | 1976 |
| Eames, Philip, House | Washington | Building | 1986 |
| East Lawn Cemetery and Sherman Burbank Memorial Chapel | Williamstown | District | 2000 |
| East Main Street Cemetery | Dalton | Site | 2000 |
| East Otis Schoolhouse | Otis | Building | 2021 |
| Eaton, Crane & Pike Company Factory | Pittsfield | District | 1990 |
| Elm Court | Lenox | Building | 1985 |
| Elm-Maple-South Streets Historic District | Stockbridge | District | 2004 |
| Fairview Cemetery | Dalton | Site | 2000 |
| Farnams Village Historic District | Cheshire | District | 2000 |
| Fellows, General John and Mary, Farmstead | Sheffield | Building | 2018 |
| Fitch-Hoose House | Dalton | Building | 2010 |
| Five Corners Historic District | Williamstown | District | 1993 |
| Freeman's Grove Historic District | North Adams | District | 1985 |
| Freight Yard Historic District | North Adams | District | 1972 |
| Frelinghuysen Morris House and Studio | Stockbridge | District | 2016 |
| Glendale Power House | Stockbridge | District | 1982 |
| Golden Hill Bridge | Lee | Structure | 1994 |
| Goodwood | Richmond | Building | 1982 |
| H.W. Clark Biscuit Company | North Adams | Building | 2009 |
| Hall's Tavern | Cheshire | Building | 1983 |
| Hancock Shaker Village NHL | Hancock | District | 1968 |
| Hancock Town Hall | Hancock | Building | 1975 |
| Harrison, Samuel, House | Pittsfield | Building | 2006 |
| Hathaway Tenement | North Adams | Building | 1985 |
| Henry A. and Jennie Belden House | Lenox | Building | 2026 |
| Hillside Cemetery | North Adams | Site | 2001 |
| Hoosac Street School | Adams | Building | 1988 |
| Hoosac Tunnel | North Adams | Structure | 1973 |
| Housatonic Congregational Church | Great Barrington | Building | 2002 |
| Howard, Frank, Building | Pittsfield | Building | 2012 |
| Hyde House | Lee | Building | 1976 |
| Hyde School | Lee | Building | 2004 |
| Jacob's Pillow Dance Festival | Becket | District | 2001 |
| Jacob's Pillow Dance Festival NHL | Becket | District | 2003 |
| Johnson Manufacturing Company | North Adams | Building | 1985 |
| Johnson School | North Adams | Building | 1985 |
| Jones Block | Adams | Building | 1982 |
| Kenmore | Richmond | Building | 1996 |
| Lee Lower Main Street Historic District | Lee | District | 1976 |
| Lee Station | Lee | Building | 2010 |
| Lenox Academy | Lenox | Building | 1982 |
| Lenox High School | Lenox | Building | 2004 |
| Lenox Library | Lenox | Building | 1973 |
| Lenox Railroad Station | Lenox | Building | 1989 |
| Lenox Village Historic District | Lenox | District | 2022 |
| Lower Historic District | Washington | District | 1986 |
| Mahaiwe Block | Great Barrington | Building | 2008 |
| Main Street Cemetery | Dalton | Site | 2000 |
| Main Street Historic District (Additional Documentation) | Stockbridge | District | 2002 |
| Maple Street Cemetery | Adams | Site | 2004 |
| Mausert Block | Adams | Building | 1982 |
| Melville, Herman, House NHL | Pittsfield | Building | 1966 |
| Merrell Tavern | South Lee | Building | 1972 |
| Methodist Episcopal Society of Tyringham | Tyringham | Building | 2000 |
| Mill River Historic District | Mill River | District | 1994 |
| Mill Village Historic District | Williamstown | District | 1983 |
| Mission House NHL | Stockbridge | Building | 1968 |
| Mohawk Trail | Florida and Savoy | Site | 1973 |
| Montville Baptist Church | Sandisfield | Building | 2006 |
| Monument Mills | Great Barrington | Building | 1983 |
| Monument Square-Eagle Street Historic District | North Adams | District | 1972 |
| Monument Square-Eagle Street Historic District (Boundary Increase) | North Adams | District | 1988 |
| Morewood School | Pittsfield | Building | 1984 |
| Mount Greylock Summit Historic District | Adams | District | 1998 |
| Mount, The NHL | Lenox | Building | 1971 |
| Naumkeag NHL | Stockbridge | District | 1975 |
| New Boston Inn | Sandisfield | Building | 1988 |
| New Boston Village Historic District | Sandisfield | District | 2022 |
| New Marlborough Village | New Marlborough | District | 1982 |
| Nichols-Sterner House | Richmond | Building | 1987 |
| Norad Mill | North Adams | Building | 1985 |
| Normal School Historic District | North Adams | District | 1985 |
| North Becket Village Historic District | Becket | District | 1988 |
| North Egremont Historic District | Egremont | District | 1989 |
| Northeast School | Richmond | Building | 2002 |
| Old Central Fire Station | Pittsfield | Building | 1977 |
| Old Central High School | Pittsfield | Building | 1980 |
| Old Churchyard Cemetery | Cheshire | Site | 2012 |
| Old Covered Bridge | Sheffield | Structure | 1978 |
| Old Curtisville Historic District | Stockbridge | District | 1976 |
| Old Town Hall | Pittsfield | Building | 1972 |
| Osborn, Benjamin, House | Mt. Washington | Building | 1987 |
| Otis Center Historic District | Otis | District | 2022 |
| Park Square Historic District | Pittsfield | District | 1975 |
| Park Square Historic District (Boundary Increase) | Pittsfield | District | 1991 |
| Park Street Firehouse | Adams | Building | 1982 |
| Pettibone Farm | Lanesborough | District | 1991 |
| Phillips Woolen Mill | Adams | Building | 1982 |
| Pilgrim Memorial Church and Parish House | Pittsfield | Building | 2005 |
| Pittsfield & North Adams Passenger Station and Baggage & Express House | Adams | Building | 1982 |
| Pittsfield Cemetery | Pittsfield | Site | 2007 |
| Power, Charles Whittlesey, House | Pittsfield | Building | 1997 |
| Providence Court | Pittsfield | Building | 1987 |
| Quaker Meetinghouse | Adams | Building | 1976 |
| Ramsdell Public Library | Great Barrington | Building | 2014 |
| Renfrew Mill No. 2 | Adams | Building | 1982 |
| Rice, A.H., Silk Mill | Pittsfield | Building | 2015 |
| Richmond Furnace Historical and Archeological District | Richmond | District | 1999 |
| Rising Paper Mill | Great Barrington | Building | 1975 |
| Rock Ridge | Monterey | Building | 1983 |
| Sage, Philemon, House | Sandisfield | Building | 1982 |
| Saint Andrew's Chapel | Washington | Building | 1986 |
| Searles Castle | Great Barrington | Building | 1982 |
| Shadow Brook Farm Historic District | Stockbridge | District | 1988 |
| Shaker Farm | Richmond | Building | 1995 |
| Sheffield Center Historic District | Sheffield | District | 1989 |
| Sheffield Plain Historic District | Sheffield | District | 1988 |
| Shepard, Thomas, House | New Marlborough | Building | 1984 |
| Sherman, Eber, Farm | North Adams | Building | 1983 |
| Sherman, William B., Farm | North Adams | Building | 1985 |
| Sibley-Corcoran House | Washington | Building | 1986 |
| Simmons Block | Adams | Building | 1982 |
| Simond, Col. Benjamin, House | Williamstown | Building | 1983 |
| Society of the Congregational Church of Great Barrington | Great Barrington | Building | 1992 |
| South Center School House | Washington | Building | 1986 |
| South Egremont Village Historic District | South Egremont | District | 1984 |
| South Lee Historic District | Lee | District | 1999 |
| South Mountain Concert Hall | Pittsfield | Building | 1973 |
| Springside Park | Pittsfield | District | 2008 |
| St. Joseph's School | North Adams | Building | 1983 |
| St. Luke's Episcopal Church | Lanesborough | Building | 1972 |
| Stafford Hill Memorial | Cheshire | Structure | 1986 |
| Stockbridge Casino | Stockbridge | Building | 1976 |
| Summer Street Historic District | Adams | District | 1985 |
| Sykes House | North Adams | Building | 1985 |
| Taconic and West Avenues Historic District | Great Barrington | District | 1998 |
| Trinity Episcopal Church | Lenox | Building | 1996 |
| Tyringham Cemetery | Tyringham | Site | 2009 |
| Tyringham Center School | Tyringham | Building | 2020 |
| Tyringham Library | Tyringham | Building | 2018 |
| Tyringham Shaker Settlement Historic District | Tyringham | District | 1987 |
| Upper Historic District | Washington | District | 1987 |
| Upper North Street Commercial District | Pittsfield | District | 2002 |
| US Post Office-Great Barrington Main | Great Barrington | Building | 1986 |
| US Post Office-Williamstown Main | Williamstown | Building | 1986 |
| Ventfort Hall | Lenox | District | 1993 |
| Villa Virginia | Stockbridge | Building | 1983 |
| Wahconah Park | Pittsfield | Site | 2005 |
| Wells House | North Adams | Building | 1985 |
| West Stockbridge Grange No. 246 | West Stockbridge | Building | 1999 |
| West Stockbridge Town Hall | West Stockbridge | Building | 2009 |
| Western Railroad Stone Arch Bridges and Chester Factory Village Depot NHL | Becket | District | |
| Western Railroad Stone Arch Bridges and Chester Factory Village Depot NHL | Becket | District | |
| Westover-Bacon-Potts Farm | Egremont | District | 1990 |
| Wheatleigh | Stockbridge | Building | 1982 |
| Wheeler Family Farmstead | Great Barrington | District | 2011 |
| Williamstown Rail Yard and Station Historic District | Williamstown | District | 1994 |
| Windsor Print Works | North Adams | Building | 1973 |
| Wollison-Shipton Building | Pittsfield | Building | 1982 |
Daniel Chester French Home and Studio, "Chesterwood" NHL Stockbridge · District · listed 1966 
Du Bois, William E.B., Boyhood Homesite NHL Great Barrington · Site · listed 1976 
Hancock Shaker Village NHL Hancock · District · listed 1968 
Jacob's Pillow Dance Festival NHL Becket · District · listed 2003 
Melville, Herman, House NHL Pittsfield · Building · listed 1966 
Mission House NHL Stockbridge · Building · listed 1968 
Mount, The NHL Lenox · Building · listed 1971 
Naumkeag NHL Stockbridge · District · listed 1975 
Crane and Company Old Stone Mill Rag Room NHL Dalton · Building · listed 1983 
Western Railroad Stone Arch Bridges and Chester Factory Village Depot NHL Becket · District