| Berkshire Community College Foundation Inc | | Pittsfield, MA | Local | 8 | 2024 | $7,638,266 |
| Barr Foundation | | Boston, MA | Local | 3 | 2024 | $890,000 |
| Feigenbaum Foundation Inc | | Pittsfield, MA | Local | 5 | 2024 | $675,000 |
| The Berkshire Taconic Community Foundation Inc | | Sheffield, MA | National | 5 | 2024 | $228,192 |
| Donald C Mcgraw Foundation Inc | | Delray Beach, FL | Local | 5 | 2024 | $135,000 |
| New England Rural Health Roundtable | | Barre, VT | Local | 1 | 2024 | $134,167 |
| Berkshire Bank Foundation Inc | | Pittsfield, MA | Local | 2 | 2024 | $28,500 |
| Gardiner Howland Shaw Fdn | | Boston, MA | Local | 1 | 2024 | $4,000 |
| Guttman Family Foundation Inc | | Boca Raton, FL | National | 1 | 2024 | $1,000 |
| Achieving the Dream Inc | | Silver Spring, MD | National | 2 | 2023 | $27,500 |
| Gilson Family Foundation Inc | | Concord, MA | Local | 1 | 2023 | $20,564 |
| Mortimer P Howard Tr U W Fleet Bank of Massachusetts | | Dallas, TX | Local | 1 | 2022 | $3,000 |
| Pittsfield Anti-Tuberculosis Association | | | — | 1 | 2021 | $10,000 |
| John F Welch Jr Foundation | | Pound Ridge, NY | Local | 1 | 2021 | $10,000 |
| Berkshire Life Charitable Foundation | | Pittsfield, MA | Local | 1 | 2021 | $3,950 |
| Rosalie Conte Foundation 44-7300093 | | Memphis, TN | Local | 2 | 2020 | $10,000 |
| Lorber Foundation | | Amherst, MA | Local | 1 | 2020 | $5,850 |
| Helen C S Botsford Tuw | | | — | 1 | 2020 | $500 |
| Sunrise Charitable Foundation Trust | | Bethesda, MD | Local | 1 | 2019 | $5,000 |
| Cheswatyr Foundation Inc | | Brooklyn, NY | Local | 1 | 2018 | $125 |