| COMMUNITY FOUNDATION OF WESTERN MASSACHUSETTS | MA | 1 | 2020 | $3,914,199 |
| WAY FINDERS INC | MA | 2 | 2019 | $73,500 |
| SISTERS OF PROVIDENCE HEALTH SYSTEM INC | MA | 2 | 2019 | $60,000 |
| SPRINGFIELD MUSEUMS CORPORATION | MA | 2 | 2019 | $52,250 |
| BAY PATH UNIVERSITY | MA | 2 | 2019 | $50,375 |
| SPRINGFIELD OPERATIONS ECS INC | MA | 1 | 2019 | $30,000 |
| GIRLS INC OF THE VALLEY | MA | 1 | 2019 | $30,000 |
| YMCA OF GREATER SPRINGFIELD INC | MA | 1 | 2019 | $25,000 |
| BOYS & GIRLS CLUB OF GREATER WESTFIELD | MA | 2 | 2019 | $20,425 |
| URBAN LEAGUE OF SPRINGFIELD INC | MA | 1 | 2019 | $15,000 |
| WORCESTER ART MUSEUM | MA | 2 | 2019 | $12,575 |
| BAYSTATE HEALTH FOUNDATION INC | MA | 2 | 2019 | $12,500 |
| REVITALIZE COMMUNITY DEVELOPMENT CORPORATION | MA | 2 | 2019 | $10,025 |
| WESTFIELD ATHENAEUM | MA | 1 | 2019 | $10,000 |
| YMCA OF GREATER WESTFIELD INC | MA | 2 | 2019 | $10,000 |
| SPRINGFIELD BOYS & GIRLS CLUB INC | MA | 2 | 2019 | $8,000 |
| UNITED WAY OF CENTRAL MASSACHUSETTS INC | MA | 2 | 2019 | $7,500 |
| BOYS AND GIRLS CLUB OF WORCESTER | MA | 2 | 2019 | $5,225 |
| JUNIOR ACHIEVEMENT OF WESTERN MASSACHUSETTS | MA | 1 | 2019 | $5,000 |
| MENTAL HEALTH ASSOCIATION INC | MA | 1 | 2019 | $5,000 |
| SPIRIT OF SPRINGFIELD INC | MA | 2 | 2019 | $5,000 |
| AMERICAN ANTIQUARIAN SOCIETY | MA | 1 | 2019 | $5,000 |
| WORK OPPORTUNITY CENTER INC | MA | 1 | 2019 | $5,000 |
| VIABILITY INC | MA | 1 | 2019 | $5,000 |
| RACHELS TABLE OF WESTERN MASSACHUSETTS INC | MA | 1 | 2019 | $4,500 |
| SPRINGFIELD RESCUE MISSION INC | MA | 2 | 2019 | $4,075 |
| DOMUS INCORPORATED | MA | 2 | 2019 | $4,000 |
| UNIVERSITY OF MASSACHUSETTS | MA | 2 | 2019 | $3,500 |
| STANLEY PARK OF WESTFIELD INC | MA | 1 | 2019 | $2,500 |
| WORCESTER STATE FOUNDATION INC | MA | 1 | 2019 | $2,500 |
| MAIN SOUTH COMMUNITY DEVELOPMENT CORPORATION | MA | 1 | 2019 | $2,500 |
| HOMEWORK HOUSE INC | MA | 1 | 2019 | $2,500 |
| DRAMA STUDIO INC | MA | 2 | 2019 | $2,000 |
| THE HAROLD GRINSPOON CHARITABLE FOUNDATION | MA | 2 | 2019 | $2,000 |
| THE SHINE INITIATIVE INC | MA | 1 | 2019 | $2,000 |
| COMMON CAPITAL INC | MA | 2 | 2019 | $2,000 |
| GRAY HOUSE INC | MA | 1 | 2019 | $2,000 |
| ST JOHNS HIGH SCHOOL | MA | 1 | 2019 | $1,500 |
| ST PATRICKS EPISCOPAL CHURCH | DC | 1 | 2019 | $1,250 |
| LONGMEADOW HISTORICAL SOCIETY | MA | 2 | 2019 | $1,050 |
| WORCESTER COMMON GROUND INC | MA | 2 | 2019 | $1,025 |
| CONGREGATION BNAI SHALOM INC | MA | 1 | 2019 | $1,000 |
| WOMENS FUND OF WESTERN MASSACHUSETTS | MA | 1 | 2019 | $1,000 |
| WESTERN MASSACHUSETTS TRAINING CONSORTIUM INC | MA | 1 | 2019 | $1,000 |
| ARTSWORCESTER | MA | 1 | 2019 | $1,000 |
| HILLTOWN COMMUNITY AMBULANCE ASSOCIATION INC | MA | 1 | 2019 | $500 |
| WESTFIELD ON WEEKENDS INC | MA | 1 | 2018 | $12,575 |
| PROVIDENCE MINISTRIES FOR THE NEEDY INC | MA | 1 | 2018 | $10,175 |
| BOYS & GIRLS CLUB OF GREATER HOLYOKE INC | MA | 1 | 2018 | $10,100 |
| HOLYOKE COMMUNITY COLLEGE FOUNDATION INC | MA | 1 | 2018 | $10,000 |