| Josephine and Louise Cranefoundation | | Falmouth, MA | Local | 5 | 2024 | $1,465,000 |
| The Berkshire Taconic Community Foundation Inc | | Sheffield, MA | National | 5 | 2024 | $867,460 |
| Feigenbaum Foundation Inc | | Pittsfield, MA | Local | 7 | 2024 | $270,180 |
| Berkshire Bank Foundation Inc | | Pittsfield, MA | Local | 3 | 2024 | $110,150 |
| Donald C Mcgraw Foundation Inc | | Delray Beach, FL | Local | 4 | 2024 | $100,000 |
| United Way of Massachusetts Bay Inc | | Boston, MA | Local | 4 | 2024 | $41,593 |
| Community Foundation for Greater New Haven | | New Haven, CT | Local | 2 | 2024 | $12,000 |
| Messinger Family Foundation Inc | | Stockbridge, MA | National | 4 | 2024 | $12,000 |
| Ruth Krauss Foundation Inc | | Bridgeport, CT | Local | 7 | 2024 | $10,000 |
| Lambda Foundation Inc | | Atlanta, GA | Local | 1 | 2024 | $8,000 |
| Wintman Family Charitable Tr B | | Pittsfield, MA | National | 3 | 2024 | $5,500 |
| Ruth & Peter Metz Family Foundation Inc | | Westfield, NJ | National | 1 | 2024 | $4,000 |
| Blatt Fam Foundation Tr | | Melbourne, FL | Local | 4 | 2024 | $1,600 |
| Tamarack Foundation | | Boston, MA | Local | 1 | 2024 | $500 |
| Richard M Allen Charitable Trust U D 12-23-85 M B | | Siesta Key, FL | National | 1 | 2023 | $30,000 |
| Feller Fam Charitable Foundation Tr | | Boston, MA | National | 5 | 2023 | $19,000 |
| Williams College | | Williamstown, MA | Local | 3 | 2022 | $65,670 |
| Mill Town Foundation Inc | | Pittsfield, MA | — | 1 | 2021 | $50,000 |
| Jodi and Paul Tartell Family Foundation | | Golden Beach, FL | Local | 2 | 2021 | $7,500 |
| Trimix Foundation | | Providence, RI | Local | 1 | 2020 | $190,000 |
| Madrono Foundation | | Denver, CO | National | 1 | 2020 | $125,000 |
| Jane and Jack Fitzpatrick Tr | | Stockbridge, MA | Local | 2 | 2020 | $75,000 |
| Avangrid Foundation Inc | | Orange, CT | National | 1 | 2020 | $25,000 |
| Berkshire Agriculture Ventures | | Gt Barrington, MA | Local | 1 | 2020 | $15,000 |
| Dion Family Foundation | | Wilmington, DE | National | 1 | 2020 | $10,000 |
| Foundation for Metrowest Inc | | Natick, MA | Local | 1 | 2020 | $10,000 |
| Greater Worcester Community Foundation Inc | | Worcester, MA | Local | 1 | 2020 | $5,000 |
| Ruth E Proud Charitable Tr | | North Adams, MA | Local | 1 | 2020 | $5,000 |
| The Greater Barrington Foundation Inc Dba the Barrington Foundation | | | — | 1 | 2020 | $1,500 |
| Prospect Hill Foundation Inc | | New York, NY | National | 1 | 2020 | $100 |
| Gilson Family Foundation Inc | | Concord, MA | Local | 1 | 2019 | $25,000 |
| High Meadow Foundation Inc | | | — | 1 | 2019 | $25,000 |
| United Way of the Greater Capital Region Inc | | Albany, NY | Local | 1 | 2019 | $10,479 |
| Northern Berkshire United Way Inc | | North Adams, MA | Local | 1 | 2019 | $6,583 |
| Elephant Rock Foundation Inc | | | Local | 1 | 2018 | $12,500 |