| Alcyon Foundation | | Greenville, DE | Local | 7 | 2024 | $1,222,932 |
| Evelyn Lindsay Crut Fbo Bennington Museum | | Lenox, MA | Local | 6 | 2024 | $548,858 |
| Lois Davison Higbie Tua Fbo Bennington Museum | | Manchester, NH | Local | 4 | 2024 | $180,086 |
| Edwin S Webster Foundation | | Boston, MA | Local | 7 | 2024 | $175,000 |
| Vermont Council on the Arts Inc | | Montpelier, VT | Local | 3 | 2024 | $163,075 |
| George W Mergens Foundation | | Milton, VT | Local | 2 | 2024 | $25,000 |
| South Meadow Foundation | | Bennington, VT | Local | 4 | 2024 | $14,000 |
| Price Choppers Golub Foundation | | Schenectady, NY | Local | 6 | 2024 | $5,750 |
| Peckham Family Foundation | | Katonah, NY | Local | 5 | 2024 | $3,500 |
| Cleveland H Dodge Foundation Inc | | New York, NY | Local | 6 | 2024 | $2,100 |
| Community Bank N a Foundation of New England Inc | | S Burlington, VT | Local | 1 | 2024 | $1,000 |
| Shuree Abrams Foundation | | Solon, OH | Local | 2 | 2024 | $600 |
| Keelan Family Foundation | | Arlington, VT | Local | 1 | 2024 | $500 |
| Winn Foundation Trust 4019863075 | | Waldo, FL | Local | 1 | 2024 | $200 |
| Whipstock Hill Preservation Society Inc | | Bennington, VT | Local | 2 | 2023 | $35,000 |
| Ben & Jerrys Foundation | | South Burlington, VT | National | 1 | 2023 | $1,800 |
| William G Pomeroy Foundation | | Syracuse, NY | Local | 1 | 2023 | $1,550 |
| Gordon and Marjorie Osborne Foundation | | Boston, MA | Local | 1 | 2023 | $1,000 |
| Chilmark Foundation | | New York, NY | National | 3 | 2022 | $14,000 |
| Deane Family Foundation Inc | | Key Largo, FL | Local | 3 | 2022 | $10,000 |
| Harris & Frances Block Foundation | | Marshfield, VT | National | 1 | 2022 | $3,000 |
| Bryan Memorial Gallery Foundation Inc | | Jeffersonvlle, VT | — | 1 | 2022 | $65 |
| Helen Frankenthaler Foundation Inc | | New York, NY | National | 1 | 2021 | $80,000 |
| Vermont Humanities Council | | Montpelier, VT | Local | 2 | 2021 | $22,500 |
| Nora Roberts Foundation Inc | | Glenn Dale, MD | National | 1 | 2021 | $2,500 |
| Richard E and Deborah L Tarrant Foundation Inc | | Winooski, VT | Local | 1 | 2021 | $500 |
| A D Henderson Foundation Inc | | Ft Lauderdale, FL | Local | 1 | 2020 | $25,000 |
| Robert Fleming & Jane Howe Patrick Foundation | | Charlotte, VT | Local | 1 | 2020 | $3,000 |
| Robert and Ann Newburger Foundation Inc | | Arlington, VT | Local | 1 | 2020 | $2,500 |
| Charles R Wood Foundation | | Wilmington, DE | Local | 1 | 2020 | $2,500 |
| Overhills Foundation | | Garden City, NY | Local | 1 | 2020 | $300 |
| Haynes Family Foundation Inc | | Melvin Village, NH | National | 1 | 2019 | $25,000 |
| Milton and Sally Avery Arts Foundation Inc | | New York, NY | Local | 1 | 2019 | $6,000 |
| Nabama Foundation | | Cincinnati, OH | Local | 1 | 2019 | $125 |
| Marro Family Private Foundation | | | — | 1 | 2018 | $15,000 |
| Wolf Kahn Foundation Inc | | New York, NY | Local | 1 | 2018 | $12,000 |
| Sears-Swetland Family Foundation | | Bratenahl, OH | Local | 1 | 2018 | $10,000 |