| The Berkshire Taconic Community Foundation Inc | | Sheffield, MA | National | 5 | 2024 | $135,585 |
| Josephine and Louise Cranefoundation | | Falmouth, MA | Local | 5 | 2024 | $105,000 |
| Donald C Mcgraw Foundation Inc | | Delray Beach, FL | Local | 4 | 2024 | $75,000 |
| Feigenbaum Foundation Inc | | Pittsfield, MA | Local | 5 | 2024 | $47,500 |
| Berkshire United Way Inc | | Pittsfield, MA | Local | 3 | 2024 | $30,000 |
| Ruth Krauss Foundation Inc | | Bridgeport, CT | Local | 7 | 2024 | $15,500 |
| Dr Robert C and Tina Sohn Foundation | | Sheffield, MA | Local | 2 | 2024 | $11,349 |
| Lee Bank Foundation Inc | | Lee, MA | Local | 4 | 2024 | $11,250 |
| Don and Maggie Buchwald Foundation | | New York, NY | Local | 6 | 2024 | $8,000 |
| Berkshire Bank Foundation Inc | | Pittsfield, MA | Local | 3 | 2024 | $6,000 |
| Frederick M Peyser Jr Foundation | | Shelburne, VT | Local | 5 | 2024 | $3,250 |
| Julia and Gilbert Merrill Foundation Inc | | New York, NY | Local | 5 | 2024 | $3,000 |
| The Andover Companies Charitable Foundation | | Wilmington, DE | Local | 1 | 2024 | $2,000 |
| Skyward Specialty Insurance Foundation | | Houston, TX | National | 2 | 2024 | $609 |
| Geoffrey C Hughes Foundation Inc | | Wilmington, DE | National | 4 | 2023 | $40,000 |
| Robbins-De Beaumont Foundation Udt 113092 | | Boston, MA | National | 2 | 2023 | $8,300 |
| The Carl and Toby Sloane Family Foundation | | | Local | 5 | 2022 | $4,100 |
| TD Charitable Foundation | | Portland, ME | National | 1 | 2021 | $1,000 |
| The Greater Barrington Foundation Inc Dba the Barrington Foundation | | | — | 1 | 2020 | $1,500 |
| Tavitian Foundation Inc | | New York, NY | Local | 2 | 2019 | $7,500 |