| Berkshire Bank Foundation Inc | | Pittsfield, MA | Local | 3 | 2024 | $57,500 |
| Barr Foundation | | Boston, MA | Local | 1 | 2024 | $50,000 |
| Feigenbaum Foundation Inc | | Pittsfield, MA | Local | 7 | 2024 | $49,500 |
| Don and Maggie Buchwald Foundation | | New York, NY | Local | 2 | 2024 | $36,000 |
| Upper Housatonic Valley National Heritage Area Inc | | Salisbury, CT | Local | 2 | 2024 | $30,000 |
| Reynolds Family Foundation | | Wilmington, DE | National | 1 | 2024 | $30,000 |
| Jane and Jack Fitzpatrick Tr | | Stockbridge, MA | Local | 5 | 2024 | $16,000 |
| Dr Robert C and Tina Sohn Foundation | | Sheffield, MA | Local | 5 | 2024 | $8,000 |
| Price Choppers Golub Foundation | | Schenectady, NY | Local | 3 | 2024 | $5,750 |
| Lee Bank Foundation Inc | | Lee, MA | Local | 2 | 2024 | $4,500 |
| Ress Family Foundation | | Providence, RI | Local | 3 | 2024 | $1,550 |
| John C & Katherine M Morris Foundation Inc | | Stockbridge, MA | Local | 1 | 2024 | $1,000 |
| The Berkshire Taconic Community Foundation Inc | | Sheffield, MA | National | 3 | 2023 | $85,419 |
| Whitehead Foundation Inc | | Lenox, MA | National | 2 | 2023 | $25,000 |
| Geoffrey C Hughes Foundation Inc | | Wilmington, DE | National | 1 | 2022 | $50,000 |
| The Mj & Caral G Lebworth Foundation | | | National | 1 | 2021 | $20,000 |
| Jane & Martin Schwartz Family Fdn 12-11-88 | | Merrick, NY | Local | 3 | 2021 | $600 |
| Massachusetts Bankers Association Charitable Foundation Inc | | Boston, MA | Local | 1 | 2019 | $5,000 |