| Community Foundation of Western Massachusetts | | Springfield, MA | Local | 4 | 2024 | $640,000 |
| Health Resources in Action Inc | | Boston, MA | Local | 1 | 2024 | $62,500 |
| Marthas Vineyard Community Foundation Inc | | West Tisbury, MA | Local | 2 | 2024 | $25,000 |
| Meehan Foundation | | New York, NY | National | 2 | 2024 | $3,500 |
| Association of Tribal Archives Libraries and Museums | | Edmond, OK | National | 1 | 2023 | $50,000 |
| Marthas Vineyard Bank Charitable Foundation Inc | | Edgartown, MA | Local | 3 | 2023 | $2,300 |
| Lubrano Family Charitable Foundation | | Boston, MA | National | 1 | 2023 | $1,000 |
| Barr Foundation | | Boston, MA | Local | 1 | 2023 | $500 |
| Massachusetts Foundation for Humanities & Public Policy Inc | | Holyoke, MA | Local | 1 | 2022 | $40,000 |
| James and Elizabeth Pickman Foundation Inc | | | — | 3 | 2022 | $30,000 |
| Peter & Elizabeth C Tower Foundation Tr | | Getzville, NY | Local | 2 | 2022 | $10,000 |
| New England Foundation for the Arts Inc | | Boston, MA | National | 2 | 2021 | $45,000 |
| South Mountain Company Foundation | | West Tisbury, MA | — | 2 | 2021 | $3,250 |
| Marina P and Stephen E Kaufman Foundation | | | Local | 1 | 2020 | $250 |
| Permanent Endowment Fund for Martha's Vineyard | | | — | 1 | 2019 | $6,200 |
| Cape Cod Five Cents Savings Bank Charitable Foundation Trust | | | — | 1 | 2018 | $500 |