| 18 DEGREES INC | PITTSFIELD, MA | $90,000 | 2026 | EARLY CHILDHOOD DEVELOPMENT/POSITIVE YOUTH DEVELOPMENT/ECONOMIC PROSPERITY |
| GLADYS ALLEN BRIGHAM COMMUNITY CENTER INC | PITTSFIELD, MA | $75,000 | 2026 | EARLY CHILDHOOD DEVELOPMENT/POSITIVE YOUTH DEVELOPMENT |
| ELIZABETH FREEMAN CENTER INC | PITTSFIELD, MA | $75,000 | 2026 | EARLY CHILDHOOD DEVELOPMENT/POSITIVE YOUTH DEVELOPMENT/ECONOMIC PROSPERITY |
| CHILD CARE OF THE BERKSHIRES INC | NORTH ADAMS, MA | $70,000 | 2026 | EARLY CHILDHOOD DEVELOPMENT/ECONOMIC PROSPERITY |
| CENTRAL BERKSHIRE HABITAT FOR HUMANITY | PITTSFIELD, MA | $65,000 | 2026 | ECONOMIC PROSPERITY |
| BERKSHIRE COUNTY HEAD START CHILD DEVELOPMENT PROGRAM INC | PITTSFIELD, MA | $45,000 | 2026 | EARLY CHILDHOOD DEVELOPMENT |
| BERKSHIRE HILLS REGIONAL SCHOOL DISTRICT | STOCKBRIDGE, MA | $45,000 | 2026 | POSITIVE YOUTH DEVELOPMENT |
| GREENAGERS INC | SOUTH EGREMONT, MA | $45,000 | 2026 | POSITIVE YOUTH DEVELOPMENT |
| RAILROAD STREET YOUTH PROJECT | GREAT BARRINGTON, MA | $40,000 | 2026 | POSITIVE YOUTH DEVELOPMENT |
| LEE YOUTH ASSOCIATION | LEE, MA | $40,000 | 2026 | EARLY CHILDHOOD DEVELOPMENT |
| PEDIATRIC DEVELOPMENT CENTER INC | PITTSFIELD, MA | $40,000 | 2026 | EARLY CHILDHOOD DEVELOPMENT |
| VOLUNTEERS IN MEDICINE BERKSHIRES INC | GREAT BARRINGTON, MA | $35,000 | 2026 | ECONOMIC PROSPERITY |
| BERKSHIRE COUNTY KIDS PLACE AND VIOLENCE PREVENTION CENTER | PITTSFIELD, MA | $35,000 | 2026 | POSITIVE YOUTH DEVELOPMENT |
| DALTON COMMUNITY RECREATION ASSOC INC | DALTON, MA | $35,000 | 2026 | EARLY CHILDHOOD DEVELOPMENT/POSITIVE YOUTH DEVELOPMENT |
| BERKSHIRE SOUTH REGIONAL COMMUNITY CENTER | GREAT BARRINGTON, MA | $35,000 | 2026 | EARLY CHILDHOOD DEVELOPMENT |
| FLYING CLOUD INSTITUTE INC | GREAT BARRINGTON, MA | $30,000 | 2026 | POSITIVE YOUTH DEVELOPMENT |
| ROOTS RISING INC | PITTSFIELD, MA | $30,000 | 2026 | POSITIVE YOUTH DEVELOPMENT |
| RITES OF PASSAGE & EMPOWERMENT | PITTSFIELD, MA | $25,000 | 2026 | POSITIVE YOUTH DEVELOPMENT |
| BERKSHIRE PULSE INC | HOUSATONIC, MA | $25,000 | 2026 | POSITIVE YOUTH DEVELOPMENT |
| BARRINGTON STAGE | PITTSFIELD, MA | $22,000 | 2026 | POSITIVE YOUTH DEVELOPMENT |
| COMMUNITY HEALTH PROGRAMS INC | GREAT BARRINGTON, MA | $20,000 | 2026 | EARLY CHILDHOOD DEVELOPMENT |
| BERKSHIRE NURSING FAMILIES INC | ADAMS, MA | $20,000 | 2026 | EARLY CHILDHOOD DEVELOPMENT/ECONOMIC PROSPERITY |
| BERKSHIRE THEATRE GROUP | PITTSFIELD, MA | $17,500 | 2026 | POSITIVE YOUTH DEVELOPMENT |
| ROOTS & DREAMS AND MUSTARD SEEDS INC | HINSDALE, MA | $12,000 | 2026 | EARLY CHILDHOOD DEVELOPMENT/POSITIVE YOUTH DEVELOPMENT/ECONOMIC PROSPERITY |
| BERKSHIRE HORSEWORKS INC | RICHMOND, MA | $10,000 | 2026 | POSITIVE YOUTH DEVELOPMENT |
| NAMI BERKSHIRE COUNTY | PITTSFIELD, MA | $10,000 | 2026 | POSITIVE YOUTH DEVELOPMENT |
| LITERACY NETWORK OF SOUTH BERKSHIRE INC | LEE, MA | $10,000 | 2026 | ECONOMIC PROSPERITY |
| NAACP BERKSHIRE COUNTY CHAPTER | PITTSFIELD, MA | $8,000 | 2026 | INNOVATIVE PROGRAMING |
| BERKSHIRE PRIDE INC | PITTSFIELD, MA | $8,000 | 2026 | INNOVATIVE PROGRAMING |
| GEORGE B CRANE MEMORIAL CENTER | PITTSFIELD, MA | $6,000 | 2026 | INNOVATIVE PROGRAMING |
| LATINAS413 INC | WEST STOCKBRIDGE, MA | $6,000 | 2026 | INNOVATIVE PROGRAMING |
| 18 DEGREES | PITTSFIELD, MA | $90,000 | 2025 | EARLY CHILDHOOD DEVELOPMENT/POSITIVE YOUTH DEVELOPMENT/ECONOMIC PROSPERITY |
| ELIZABETH FREEMAN CENTER | PITTSFIELD, MA | $75,000 | 2025 | EARLY CHILDHOOD DEVELOPMENT/POSITIVE YOUTH DEVELOPMENT/ECONOMIC PROSPERITY |
| GLADYS ALLEN BRIGHAM COMMUNITY CENTER | PITTSFIELD, MA | $75,000 | 2025 | EARLY CHILDHOOD DEVELOPMENT/POSITIVE YOUTH DEVELOPMENT |
| CHILD CARE OF THE BERKSHIRES | NORTH ADAMS, MA | $70,000 | 2025 | EARLY CHILDHOOD DEVELOPMENT/ECONOMIC PROSPERITY |
| CENTRAL BERKSHIRE HABITAT FOR HUMANITY | PITTSFIELD, MA | $65,000 | 2025 | ECONOMIC PROSPERITY |
| BERKSHIRE HILLS REGIONAL SCHOOL DISTRICT | STOCKBRIDGE, MA | $45,000 | 2025 | POSITIVE YOUTH DEVELOPMENT |
| BERKSHIRE COUNTY HEAD START | PITTSFIELD, MA | $45,000 | 2025 | EARLY CHILDHOOD DEVELOPMENT |
| GREENAGERS | SOUTH EGREMONT, MA | $45,000 | 2025 | POSITIVE YOUTH DEVELOPMENT |
| LEE YOUTH ASSOCIATION | LEE, MA | $40,000 | 2025 | EARLY CHILDHOOD DEVELOPMENT |
| RAILROAD STREET YOUTH PROJECT | GREAT BARRINGTON, MA | $40,000 | 2025 | POSITIVE YOUTH DEVELOPMENT |
| PEDIATRIC DEVELOPMENT CENTER | PITTSFIELD, MA | $40,000 | 2025 | EARLY CHILDHOOD DEVELOPMENT |
| DALTON COMMUNITY RECREATION ASSOCIATION | DALTON, MA | $35,000 | 2025 | EARLY CHILDHOOD DEVELOPMENT/POSITIVE YOUTH DEVELOPMENT |
| BERKSHIRE COUNTY KIDS PLACE AND VIOLENCE PREVENTION CENTER | PITTSFIELD, MA | $35,000 | 2025 | POSITIVE YOUTH DEVELOPMENT |
| BERKSHIRE SOUTH REGIONAL COMMUNITY CENTER | GREAT BARRINGTON, MA | $35,000 | 2025 | EARLY CHILDHOOD DEVELOPMENT |
| VOLUNTEERS IN MEDICINE | GREAT BARRINGTON, MA | $35,000 | 2025 | ECONOMIC PROSPERITY |
| FLYING CLOUD INSTITUTE | GREAT BARRINGTON, MA | $30,000 | 2025 | POSITIVE YOUTH DEVELOPMENT |
| ROOTS RISING INC | PITTSFIELD, MA | $30,000 | 2025 | POSITIVE YOUTH DEVELOPMENT |
| RITES OF PASSAGE AND EMPOWERMENT | PITTSFIELD, MA | $25,000 | 2025 | POSITIVE YOUTH DEVELOPMENT |
| BERKSHIRE PULSE | HOUSATONIC, MA | $25,000 | 2025 | POSITIVE YOUTH DEVELOPMENT |