| $150,000–350,000 | BERKSHIRE MOUNTAIN BREWERS INC | GREAT BARRINGTON, MA | Berkshire Bank |
| $350,000–1 million | BERKSHIRE PRECISION TOOL, LLC | PITTSFIELD, MA | Berkshire Bank |
| $150,000–350,000 | BERKSHIRE PRODUCTS INC | ASHLEY FALLS, MA | Berkshire Bank |
| $150,000–350,000 | BERKSHIRE PROPERTY AGENTS | GREAT BARRINGTON, MA | Berkshire Bank |
| $150,000–350,000 | BERKSHIRE SOUTH REGIONAL COMMUNITY CENTER | GREAT BARRINGTON, MA | Berkshire Bank |
| $1–2 million | BETSY ROSS REHABILITATION CENTER, INC. | ROME, NY | Berkshire Bank |
| $150,000–350,000 | BHG PROPERTIES, LLC | ATLANTA, GA | Berkshire Bank |
| $350,000–1 million | BIG HOUSE FINE DINING LLC | BOSTON, MA | Berkshire Bank |
| $350,000–1 million | BIG VOODOO INTERACTIVE INC | HOLYOKE, MA | Berkshire Bank |
| $150,000–350,000 | BIGELOW ELECTRICAL CO, INC | WORCESTER, MA | Berkshire Bank |
| $150,000–350,000 | BILOXI SF LLC | BILOXI, MS | Berkshire Bank |
| $1–2 million | BIOMEDICAL RESEARCH MODELS, IN | WORCESTER, MA | Berkshire Bank |
| $350,000–1 million | BLACK DOG BAR AND GRILLE LLC | PUTNAM, CT | Berkshire Bank |
| $1–2 million | BLACKTREE TECHNICAL GROUP, INC. | WORCESTER, MA | Berkshire Bank |
| $2–5 million | BLAKE GROUP HOLDINGS, INC. | EAST WINDSOR, CT | Berkshire Bank |
| $350,000–1 million | BLANTYRE HOTEL VENTURES LLC | LENOX, MA | Berkshire Bank |
| $150,000–350,000 | BLEACHER BAR, LLC | BOSTON, MA | Berkshire Bank |
| $150,000–350,000 | BLUETRACS LLC | NORTHBOROUGH, MA | Berkshire Bank |
| $150,000–350,000 | BLUEWATER MARINA LLC | CHATHAM, MA | Berkshire Bank |
| $150,000–350,000 | BOARDWALK FROZEN TREATS LLC | LAFAYETTE, CA | Berkshire Bank |
| $150,000–350,000 | BODY BY MULE | YARDVILLE, NJ | Berkshire Bank |
| $350,000–1 million | BONDLINK INC. | BOSTON, MA | Berkshire Bank |
| $350,000–1 million | BOSTON INTERNATIONAL IMPORT EXPORT INC. | FRANKLIN, MA | Berkshire Bank |
| $350,000–1 million | BOTTO'S ITALIAN LINE RESTAURANT & BANQUET ROOM, INC. | SWEDESBORO, NJ | Berkshire Bank |
| $350,000–1 million | BOULEVARD TOWING | WORCESTER, MA | Berkshire Bank |
| $150,000–350,000 | BOYS & GIRLS CLUB OF WORCESTER | WORCESTER, MA | Berkshire Bank |
| $350,000–1 million | BRAZINSKI, DOUGLAS & JOAN | ORISKANY, NY | Berkshire Bank |
| $350,000–1 million | BRIGHTER CHOICE CHARTER SCHOOL FOR BOYS | ALBANY, NY | Berkshire Bank |
| $350,000–1 million | BRIGHTER CHOICE CHARTER SCHOOL FOR GIRLS | ALBANY, NY | Berkshire Bank |
| $150,000–350,000 | BRILEYA'S CHRYSLER JEEP, INC | RUTLAND, VT | Berkshire Bank |
| $350,000–1 million | BRILLIANT FOODS LLC | BOSTON, MA | Berkshire Bank |
| $350,000–1 million | BROWN BEAR TRANSPORTATION, LLC | SPRINGFIELD, MA | Berkshire Bank |
| $150,000–350,000 | BRYAN KASPEROWSKI DMD LLC | WESTFIELD, MA | Berkshire Bank |
| $150,000–350,000 | BUKIET BUILDING & MANAGEMENT CO LLC | CLIFTON, NJ | Berkshire Bank |
| $350,000–1 million | BULBS.COM INCORPORATED | WORCESTER, MA | Berkshire Bank |
| $2–5 million | BURR & BURTON SEMINARY | MANCHESTER, VT | Berkshire Bank |
| $1–2 million | BUSINESS INTELLIGENCE ASSOCIATES, INC. | NEW YORK, NY | Berkshire Bank |
| $350,000–1 million | BYTE CONSULTING INC | NEW YORK, NY | Berkshire Bank |
| $150,000–350,000 | C & C OPERATING INC | WHITE PLAINS, NY | Berkshire Bank |
| $350,000–1 million | C & L HOT TUBS INC | NATICK, MA | Berkshire Bank |
| $150,000–350,000 | C C SECURITY CORPORATION | PLAINFIELD, CT | Berkshire Bank |
| $150,000–350,000 | C T MANAGEMENT GROUP, LLC | PITTSFIELD, MA | Berkshire Bank |
| $150,000–350,000 | C. N. S. HOME CARE, INC. | TROY, NY | Berkshire Bank |
| $2–5 million | C.H. POWEL COMPANY | CANTON, MA | Berkshire Bank |
| $350,000–1 million | C.W. BROWN FOODS, INC. | MOUNT ROYAL, NJ | Berkshire Bank |
| $150,000–350,000 | CAFE AURA LLC | MANCHESTER, CT | Berkshire Bank |
| $150,000–350,000 | CAIN, HIBBARD & MYERS, PC | PITTSFIELD, MA | Berkshire Bank |
| $150,000–350,000 | CAL CAPITAL CORP | MALVERN, PA | Berkshire Bank |
| $350,000–1 million | CALEDONIA DIESEL, LLC | CALEDONIA, NY | Berkshire Bank |
| $150,000–350,000 | CALLAHAN & MONTALTO SITE CONSTRUCTION LL | HOLDEN, MA | Berkshire Bank |
| $150,000–350,000 | CAMP MATOAKA INC | SMITHFIELD, ME | Berkshire Bank |
| $150,000–350,000 | CAN TECH PRECISION MANUFACTURING, INC | CANASTOTA, NY | Berkshire Bank |
| $1–2 million | CANTELLA & CO INC | MALDEN, MA | Berkshire Bank |
| $150,000–350,000 | CANTERBURY HORTICULTURE LLC | CANTERBURY, CT | Berkshire Bank |
| $150,000–350,000 | CAPITAL RECOVERY GROUP, LLC, | ENFIELD, CT | Berkshire Bank |
| $350,000–1 million | CAPITOL GARAGE INC | WILLIMANTIC, CT | Berkshire Bank |
| $350,000–1 million | CARANDO GOURMET FROZEN FOODS CORP | AGAWAM, MA | Berkshire Bank |
| $1–2 million | CAREY ELECTRIC, INC. | TROY, NY | Berkshire Bank |
| $350,000–1 million | CARR HARDWARE & SUPPLY CO INC | PITTSFIELD, MA | Berkshire Bank |
| $150,000–350,000 | CARTWRIGHT AUTO LLC | PLAINFIELD, CT | Berkshire Bank |
| $150,000–350,000 | CARTWRIGHT LIMITED PARTNERSHIP INC | PLAINFIELD, CT | Berkshire Bank |
| $150,000–350,000 | CCR PRODUCTS, LLC | WEST HARTFORD, CT | Berkshire Bank |
| $350,000–1 million | CCR WEALTH MANAGEMENT LLC | WESTBOROUGH, MA | Berkshire Bank |
| $150,000–350,000 | CEJJ INC | SCHODACK LANDING, NY | Berkshire Bank |
| $350,000–1 million | CEK MANAGEMENT LLC | WORCESTER, MA | Berkshire Bank |
| $350,000–1 million | CELL-NIQUE CORPATION | CASTLETON ON HUDSON, NY | Berkshire Bank |
| $150,000–350,000 | CENTER FOR FAMILY PRACTICE | LATHAM, NY | Berkshire Bank |
| $350,000–1 million | CENTER FOR MEDICARE ADVOCACY INC | WILLIMANTIC, CT | Berkshire Bank |
| $1–2 million | CENTER FOR SCHOOL CRISIS INTERVENTION AND ASSESSMENT, INC. | HOLYOKE, MA | Berkshire Bank |
| $350,000–1 million | CENTRAL CONNECTICUT CARDIOLOGISTS LLC | HARTFORD, CT | Berkshire Bank |
| $150,000–350,000 | CENTRAL PROCESSORS, INC | SYRACUSE, NY | Berkshire Bank |
| $150,000–350,000 | CEREXT ENGINEERING, INC. | WINDSOR, CT | Berkshire Bank |
| $150,000–350,000 | CESYL MILLS, INC. | MILLBURY, MA | Berkshire Bank |
| $150,000–350,000 | CHACE BUILDING SUPPLY OF CT., INC. | WOODSTOCK, CT | Berkshire Bank |
| $150,000–350,000 | CHAMPLAIN BEEF CO. INC. | WHITEHALL, NY | Berkshire Bank |
| $150,000–350,000 | CHAMPLAIN MASONRY, INC. | PITTSFIELD, MA | Berkshire Bank |
| $150,000–350,000 | CHAMROCK FOODS, LLC | CHESAPEAKE, VA | Berkshire Bank |
| $350,000–1 million | CHANCELLOR EXPRESS INC | BROOKLYN, CT | Berkshire Bank |
| $350,000–1 million | CHAPMAN ACRES LLC | VERNON, CT | Berkshire Bank |
| $350,000–1 million | CHAPPELL ENGINEERING ASSOCIATES LLC | MARLBOROUGH, MA | Berkshire Bank |
| $2–5 million | CHARLES GEORGE COMPANIES, INC. | LONDONDERRY, NH | Berkshire Bank |
| $150,000–350,000 | CHEMEX CORPORATION | CHICOPEE, MA | Berkshire Bank |
| $150,000–350,000 | CHESTNUT MEDICAL ASSOCIATES, INC. | SPRINGFIELD, MA | Berkshire Bank |
| $150,000–350,000 | CHRIST LUTHERAN CHURCH | SOUTHWICK, MA | Berkshire Bank |
| $150,000–350,000 | CHROMIUM DENTAL II LLC | SANTA ANA, CA | Berkshire Bank |
| $150,000–350,000 | CHRONICLE MEDIA LLC | WILLIMANTIC, CT | Berkshire Bank |
| $350,000–1 million | CHURCH OF ST. GREGORY THE GREAT | HAMILTON SQUARE, NJ | Berkshire Bank |
| $150,000–350,000 | CHURCH OF THE HOLY SPIRIT AND SCHOOL | EAST GREENBUSH, NY | Berkshire Bank |
| $150,000–350,000 | CISTERCIAN ABBEY OF SPENCER INC. | SPENCER, MA | Berkshire Bank |
| $1–2 million | CITIZENS DISABILITY LLC | WALTHAM, MA | Berkshire Bank |
| $150,000–350,000 | CITY EXPRESS INC | CHELSEA, MA | Berkshire Bank |
| $150,000–350,000 | CITY STEAM BREWERY LLC | HARTFORD, CT | Berkshire Bank |
| $350,000–1 million | CJK SHERMAN LIMITED PARTNERSHIP | CAMBRIDGE, MA | Berkshire Bank |
| $350,000–1 million | CLARITY IMAGING SOLUTIONS INC | CHERRY HILL, NJ | Berkshire Bank |
| $2–5 million | CLEARBRIDGE TECHNOLOGY GROUP LLC | BILLERICA, MA | Berkshire Bank |
| $350,000–1 million | CLEARLY AMAZING OUTLOOK LLC | ASHBURN, VA | Berkshire Bank |
| $150,000–350,000 | CLEARVIEW DERMATOLOGY LLC | LEOMINSTER, MA | Berkshire Bank |
| $350,000–1 million | CLIMATE HEATING AND COOLING, INC. | PITTSFIELD, MA | Berkshire Bank |
| $150,000–350,000 | CLINE ENTERPRISES, LLC | TRENTON, NJ | Berkshire Bank |
| $150,000–350,000 | CLINICAL RESEARCH MANAGEMENT GROUP, INC. | AGAWAM, MA | Berkshire Bank |