| UNION COLLEGE | SCHENECTADY, NY | $1,000,000 | 2025 | BUILDING RESTORATION, PROFESSORSHIP, AND FORUM SPONSORSHIP |
| COLONIAL THEATRE ASSOCIATION | PITTSFIELD, MA | $500,000 | 2025 | OPERATING SUPPORT |
| MASSACHUSETTS COLLEGE OF LIBERAL ARTS | NORTH ADAMS, MA | $450,000 | 2025 | ENDOWMENT/CAPITAL CAMPAIGN |
| MAHAIWE PERFORMING ARTS CENTER | GREAT BARRINGTON, MA | $100,000 | 2025 | SUPORT FOR RESTORATION OF ROOF |
| VOLUNTEERS IN MEDICINE BERKSHIRES | GREAT BARRINGTON, MA | $100,000 | 2025 | CAREWORKS CAPITAL CAMPAIGN |
| BARRINGTON STAGE COMPANY | PITTSFIELD, MA | $80,000 | 2025 | MENTORING PROGRAM; BLACK VOICES SPONSORSHIP; SHOW SPONSORSHIP |
| COMMUNITY ACCESS TO THE ARTS | GREAT BARRINGTON, MA | $75,000 | 2025 | OPERATING SUPPORT |
| PROPRIETORS OF THE PITTSFIELD CEMET | PITTSFIELD, MA | $50,000 | 2025 | SUPPORT FOR BRIDGE REPLACEMENT |
| MAHAIWE PERFORMING ARTS CENTER INC | GREAT BARRINGTON, MA | $50,000 | 2025 | OPERATING SUPPORT |
| VENTFORT HALL | LENOX, MA | $50,000 | 2025 | SUPPORT FOR CHIMNEY RESTORATION |
| BERKSHIRE MUSIC SCHOOL | PITTSFIELD, MA | $50,000 | 2025 | COMMUNITY ENGAGEMENT PROGRAMS |
| BERKSHIRE INNOVATION CENTER | PITTSFIELD, MA | $50,000 | 2025 | OPERATING SUPPORT |
| ROOTS RISING INC | PITTSFIELD, MA | $50,000 | 2025 | CAPITAL CAMPAIGN |
| JEWISH FEDERATION OF THE BERKSHIRES | PITTSFIELD, MA | $45,000 | 2025 | OPERATING SUPPORT |
| COMMUNITY RECREATION ASSOCIATION IN | DALTON, MA | $45,000 | 2025 | OPERATING SUPPORT |
| VOLUNTEERS IN MEDICINE | GT BARRINGTON, MA | $40,000 | 2025 | OPERATING SUPPORT-FREE HEALTH CARE |
| JEWISH FEDERATION OF THE BERKSHIRES | PITTSFIELD, MA | $36,000 | 2025 | SECURE COMMUNITY INITIATIVE BERKSHIRE |
| HANCOCK SHAKER VILLAGE | PITTSFIELD, MA | $35,000 | 2025 | INTERNSHIPS; OPERATING SUPPORT |
| PEDIATRIC DEVELOPMENT CENTER | PITTSFIELD, MA | $30,500 | 2025 | OPERATING SUPPORT & EQUIPMENT PURCHASE |
| BERKSHIRE UNITED WAY | PITTSFIELD, MA | $30,180 | 2025 | ANNUAL CAMPAIGN |
| UPPER HOUSATONIC VALLEY NATIONAL HE | SALISBURY, CT | $30,000 | 2025 | OPERATING SUPPORT -THE MASTHEADS |
| COMMUNITY ACCESS TO THE ARTS | GREAT BARRINGTON, MA | $30,000 | 2025 | STRATEGIC PLAN |
| NORMAN ROCKWELL MUSEUM | STOCKBRIDGE, MA | $30,000 | 2025 | VIRTUAL MUSEUM PROGRAM |
| BERKSHIRE COUNTY ARC | PITTSFIELD, MA | $30,000 | 2025 | PURCHASES FOR EQUIPMENT LIBRARY |
| THE ADAMS THEATER PRESENTS INC | ADAMS, MA | $26,500 | 2025 | OPERATING SUPPORT & PURCHASE TICKETS FOR LOCAL PATRONS |
| COMMUNITY HEALTH PROGRAMS | GREAT BARRINGTON, MA | $25,750 | 2025 | PURCHASE DENTAL EQUIPMENT |
| HILLCREST EDUCATIONAL CENTER | PITTSFIELD, MA | $25,195 | 2025 | AWARDS EVENT & EDUCATIONAL EQUIPMENT |
| ENTREPRENEURSHIP FOR ALL INC | PITTSFIELD, MA | $25,000 | 2025 | OPERATING SUPPORT |
| ROOTS RISING INC | PITTSFIELD, MA | $25,000 | 2025 | Youth Crews & Pittsfield Farmers Market |
| WILLIAMSTOWN THEATRE FESTIVAL | WILLIAMSTOWN, MA | $25,000 | 2025 | FRIDAYS AT 3 PROGRAM |
| MASS MOCA | NORTH ADAMS, MA | $25,000 | 2025 | EDUCATION PROGRAMMING |
| GREENAGERS INC | HOUSATONIC, MA | $25,000 | 2025 | PROGRAM SUPPORT |
| TRUSTEES OF THE RESERVATIONS | BOSTON, MA | $25,000 | 2025 | Southern Berkshire Portfolio Support |
| BERKSHIRE TACONIC COMMUNITY FOUNDAT | SHEFFIELD, MA | $25,000 | 2025 | LOCAL JOURNALISM INITIATIVE |
| Berkshire Community College Foundat | PITTSFIED, MA | $25,000 | 2025 | BERKSHIRE EDUCATIONAL RESOURCES FOR K-12 |
| THE EDWARD J MADDEN MEMORIAL OPEN H | GREAT BARRINGTON, MA | $25,000 | 2025 | ONGOING BUILDING RENOVATIONS |
| SECOND STREET SECOND CHANCES | PITTSFIELD, MA | $25,000 | 2025 | OPERATING SUPPORT |
| BERKSHIRE AGRICULTIRAL VENTURES | GREAT BARRINGTON, MA | $25,000 | 2025 | MARKET MATCH FUND SUPPORT |
| TRIPLEX CINEMA INC | GREAT BARRINGTON, MA | $25,000 | 2025 | PURCHASE EQUIPMENT FOR THEATER |
| DOWNTOWN PITTSFIELD INC | PITTSFIELD, MA | $22,500 | 2025 | SUPPORT FOR PITTSFIELD DOWNTOWN INITIATIVES |
| IS 183 INC | STOCKBRIDGE, MA | $22,000 | 2025 | PITTSFIED PUBLIC SCHOOL VISUAL ARTS PROGRAM |
| 18 DEGREES | PITTSFIELD, MA | $20,000 | 2025 | KIDS 4 HARMONY PROGRAM |
| BERKSHIRE ENVIRONMENTAL ACTION TEAM | PITTSFIELD, MA | $20,000 | 2025 | EQUIPMENT PURCHASE |
| LITERACY NETWORK OF SOUTHERN BERKSH | LEE, MA | $20,000 | 2025 | SUPPORT for 2024 organization initiative |
| WAM THEATRE INC | LENOX, MA | $20,000 | 2025 | OPERATING SUPPORT |
| BERKSHIRE OPERA FESTIVAL | GT BARRINGTON, MA | $20,000 | 2025 | SUPPORT OF 2024 PRODUCTIONS |
| Berkshire Grown Inc | GREAT BARRINGTON, MA | $20,000 | 2025 | Farm to Food Access Initiative |
| MCLA FOUNDATION INC | NORTH ADAMS, MA | $20,000 | 2025 | SCHOLARSHIPS |
| BERKSHIRE COUNTY HISTORICAL SOCIETY | PITTSFIELD, MA | $20,000 | 2025 | OPERATING SUPPORT |
| LEVER INC | NORTH ADAMS, MA | $20,000 | 2025 | SUPPORT FOR BERKSHIRE INTERNS PROGRAM |
