| THE GREAT MOUNTAIN FOREST CORPORATION | NORFOLK, CT | $1,010,250 | 2025 | ENVIRONMENTAL QUALITY PROTECTION, BEAUTIFICATION |
| JACOB'S PILLOW DANCE FESTIVAL INC | BECKET, MA | $869,284 | 2025 | ARTS, CULTURE, AND HUMANITIES |
| NORTH EAST COMMUNITY CENTER INC | MILLERTON, NY | $412,069 | 2025 | HUMAN SERVICES |
| GREATER HUDSON PROMISE NEIGHBORHOOD INC | HUDSON, NY | $310,500 | 2025 | HUMAN SERVICES |
| BRIDGE | LEE, MA | $267,178 | 2025 | HUMAN SERVICES, AGRICULTURE, FOOD, NUTRITION |
| BERKSHIRE WALDORF SCHOOL | GREAT BARRINGTON, MA | $225,000 | 2025 | EDUCATIONAL INSTITUTIONS |
| BARD COLLEGE | ANNANDALE, NY | $193,550 | 2025 | EDUCATIONAL INSTITUTIONS |
| WILLIAMS COLLEGE ALUMNI RELATIONS AND DEVELOPMENT | WILLIAMSTOWN, MA | $193,223 | 2025 | EDUCATIONAL INSTITUTIONS |
| VOLUNTEERS IN MEDICINE BERKSHIRES | GREAT BARRINGTON, MA | $151,662 | 2025 | HEALTH, GENERAL & REHABILITATIVE |
| 18 DEGREES INC | PITTSFIELD, MA | $146,397 | 2025 | HUMAN SERVICES |
| GREENAGERS | SOUTH EGREMONT, MA | $134,080 | 2025 | YOUTH DEVELOPMENT |
| NEW YORK PUBLIC LIBRARY | NEW YORK, NY | $117,350 | 2025 | EDUCATIONAL INSTITUTIONS |
| THE PEOPLE'S PANTRY | GREAT BARRINGTON, MA | $109,630 | 2025 | AGRICULTURE, FOOD, NUTRITION |
| COMMUNITY HEALTH PROGRAMS INC OF THE BERKSHIRES | GREAT BARRINGTON, MA | $104,751 | 2025 | HEALTH, GENERAL & REHABILITATIVE |
| COMMUNITY ACCESS TO THE ARTS | GREAT BARRINGTON, MA | $104,250 | 2025 | ARTS, CULTURE, AND HUMANITIES |
| SECOND STREET SECOND CHANCES INC | PITTSFIELD, MA | $102,800 | 2025 | CRIME, LEGAL RELATED |
| BERKSHIRE SOUTH REGIONAL COMMUNITY CENTER | GREAT BARRINGTON, MA | $101,059 | 2025 | RECREATION, SPORTS, LEISURE, ATHLETICS |
| FEED THE HUNGRY PANTRY OF PALM BEACH COUNTY | PALM BEACH GARDENS, FL | $100,000 | 2025 | AGRICULTURE, FOOD, NUTRITION |
| MARY C WHEELER SCHOOL INC | PROVIDENCE, RI | $100,000 | 2025 | EDUCATIONAL INSTITUTIONS |
| GLADYS ALLEN BRIGHAM COMMUNITY CENTER OF PITTSFIELD INC | PITTSFIELD, MA | $96,307 | 2025 | HUMAN SERVICES |
| MAHAIWE PERFORMING ARTS CENTER | GREAT BARRINGTON, MA | $91,000 | 2025 | ARTS, CULTURE, AND HUMANITIES |
| LITERACY NETWORK OF SOUTH BERKSHIRE | LEE, MA | $90,855 | 2025 | EDUCATIONAL INSTITUTIONS |
| LIFE NEEDS COOP INC DBA STANTON HOME | GREAT BARRINGTON, MA | $90,157 | 2025 | HUMAN SERVICES |
| PARKINSONS WELLNESS FOUNDATION | NEW YORK, NY | $85,000 | 2025 | DISEASE, DISORDERS, MEDICAL DISCIPLINES |
| COLUMBIA LAND CONSERVANCY | CHATHAM, NY | $82,500 | 2025 | ENVIRONMENTAL QUALITY PROTECTION, BEAUTIFICATION |
| FAIRVIEW HOSPITAL BERKSHIRE HEALTH SYSTEMS | GREAT BARRINGTON, MA | $82,201 | 2025 | HEALTH, GENERAL & REHABILITATIVE |
| TEACHERS COLLEGE COLUMBIA UNIVERSITY | NEW YORK, NY | $80,500 | 2025 | EDUCATIONAL INSTITUTIONS |
| BERKSHIRE HILLS REGIONAL SCHOOL DISTRICT | STOCKBRIDGE, MA | $76,731 | 2025 | EDUCATIONAL INSTITUTIONS |
| NEW YORK COMMON PANTRY | NEW YORK, NY | $75,000 | 2025 | AGRICULTURE, FOOD, NUTRITION |
| REGIONAL SCHOOL DISTRICT NO ONE | FALLS VILLAGE, CT | $72,284 | 2025 | EDUCATIONAL INSTITUTIONS |
| CITY OF PITTSFIELD | PITTSFIELD, MA | $70,500 | 2025 | PUBLIC, SOCIETY BENEFIT |
| BLACKSHIRES COMMUNITY EMPOWERMENT FOUNDATION | PITTSFIELD, MA | $67,500 | 2025 | COMMUNITY IMPROVEMENT, CAPACITY BUILDING |
| STERLING AND FRANCINE CLARK ART INSTITUTE | WILLIAMSTOWN, MA | $66,813 | 2025 | ARTS, CULTURE, AND HUMANITIES |
| OPERATION UNITE NEW YORK INC | HUDSON, NY | $66,000 | 2025 | HUMAN SERVICES |
| BERKSHIRE IMMIGRANT CENTER | PITTSFIELD, MA | $65,250 | 2025 | HUMAN SERVICES |
| BERKSHIRE PULSE INC | HOUSATONIC, MA | $64,500 | 2025 | ARTS, CULTURE, AND HUMANITIES |
| CENTRAL BERKSHIRE REGIONAL SCHOOL DISTRICT | DALTON, MA | $63,551 | 2025 | EDUCATIONAL INSTITUTIONS |
| HOTCHKISS LIBRARY OF SHARON | SHARON, CT | $62,000 | 2025 | EDUCATIONAL INSTITUTIONS |
| BARRINGTON STAGE COMPANY | PITTSFIELD, MA | $60,842 | 2025 | ARTS, CULTURE, AND HUMANITIES/YOUTH DEVELOPMENT |
| SONRISAS INC | CHESHIRE, MA | $60,000 | 2025 | AGRICULTURE, FOOD, NUTRITION |
| BERKSHIRE NURSING FAMILIES | ADAMS, MA | $58,600 | 2025 | HEALTH, GENERAL & REHABILITATIVE |
| COLUMBIA COUNTY HISTORICAL SOCIETY | KINDERHOOK, NY | $58,000 | 2025 | ARTS, CULTURE, AND HUMANITIES |
| GOOD CAUSES | MILLBROOK, NY | $56,659 | 2025 | HUMAN SERVICES |
| MASSACHUSETTS MUSEUM OF CONTEMPORARY ART | NORTH ADAMS, MA | $56,250 | 2025 | ARTS, CULTURE, AND HUMANITIES |
| NORTHWEST HILLS COUNCIL OF GOVERNMENTS | LITCHFIELD, CT | $55,000 | 2025 | HUMAN SERVICES |
| ELIZABETH FREEMAN CENTER | PITTSFIELD, MA | $54,500 | 2025 | HUMAN SERVICES |
| CHILD CARE OF THE BERKSHIRES | NORTH ADAMS, MA | $54,344 | 2025 | EDUCATIONAL INSTITUTIONS |
| RAILROAD STREET YOUTH PROJECT | GREAT BARRINGTON, MA | $54,050 | 2025 | YOUTH DEVELOPMENT |
| THE BECKET ATHENAEUM | BECKET, MA | $53,623 | 2025 | EDUCATIONAL INSTITUTIONS |
| COMMUNITY HEALTH AND WELLNESS CENTER INC | TORRINGTON, CT | $53,258 | 2025 | HEALTH, GENERAL & REHABILITATIVE |