| Boys & Girls Clubs of America | | Atlanta, GA | National | 7 | 2024 | $708,006 |
| Community Foundation of Western Massachusetts | | Springfield, MA | Local | 5 | 2024 | $284,650 |
| Beveridge Family Foundation Inc | | West Newbury, MA | Local | 3 | 2024 | $91,500 |
| Westfield Academy Trustees | | Dallas, TX | Local | 5 | 2024 | $52,500 |
| Project Bread - the Walk for Hunger Inc | | East Boston, MA | Local | 3 | 2024 | $20,400 |
| Polish National Credit Union | | Chicopee, MA | Local | 2 | 2024 | $13,700 |
| Clark Charitable Foundation Inc | | Bethesda, MD | National | 1 | 2023 | $300,000 |
| Chicopee Savings Bank Charitable Foundation | | Chicopee, MA | Local | 5 | 2023 | $100,000 |
| Amelia Peabody Foundation | | Topsfield, MA | Local | 3 | 2023 | $100,000 |
| Easthampton Savings Foundation | | Easthampton, MA | Local | 5 | 2023 | $30,880 |
| National Association of Police Athletic Activities Leagues Inc | | Washington, DC | National | 1 | 2023 | $18,820 |
| Enterprise Holdings Foundation | | Saint Louis, MO | National | 1 | 2022 | $11,500 |
| Joy in Childhood Foundation Inc | | Canton, MA | National | 1 | 2022 | $10,000 |
| Peoplesbank Charitable Foundation Inc | | Holyoke, MA | Local | 1 | 2021 | $40,000 |
| The Albert & Amelia Ferst Charitable Foundation | | Wilbraham, MA | Local | 3 | 2021 | $3,000 |
| Friends of the Westfield 350 Inc | | Westfield, MA | — | 1 | 2020 | $5,000 |
| Community United Way of Pioneer Valley Inc | | Springfield, MA | Local | 3 | 2019 | $110,000 |
| United Bank Foundation Massachusetts Inc | | | — | 2 | 2019 | $20,425 |
| Baystate Health Inc | | Springfield, MA | Local | 1 | 2019 | $10,000 |
| Boys & Girls Clubs of America | | Atlanta, GA | National | 1 | 2018 | $40,842 |