| $350,000–1 million | NOTTINGHAM AGENCY INC | HAMILTON SQUARE, NJ | Berkshire Bank |
| $350,000–1 million | NOYES SHEET METAL, INC. | MILFORD, MA | Berkshire Bank |
| $2–5 million | NRF DISTRIBUTORS INC | AUGUSTA, ME | Berkshire Bank |
| $350,000–1 million | NU CENTRAL MASS AUTO AUCTION, LLC | OXFORD, MA | Berkshire Bank |
| $150,000–350,000 | NURSE PRACTITIONER ASSOCIATES FOR CONTINUING EDUCATION | NATICK, MA | Berkshire Bank |
| $150,000–350,000 | NURSEFITBODY LLC | LONDONDERRY, NH | Berkshire Bank |
| $150,000–350,000 | OASIS TRUCK TIRE SERVICE LLC | HARTFORD, CT | Berkshire Bank |
| $350,000–1 million | OFFICESCAPES LLC | WEST HARRISON, NY | Berkshire Bank |
| $150,000–350,000 | OLD DALEY INN CATERING COMPANY, LLC | TROY, NY | Berkshire Bank |
| $150,000–350,000 | OLD MILL ROAD MEDIA, LLC | EAST ARLINGTON, VT | Berkshire Bank |
| $150,000–350,000 | OLDE FARM GOLF CLUB, LLC | SOUTHWICK, MA | Berkshire Bank |
| $150,000–350,000 | OLYMPIA TEA ROOM, INC. | WESTERLY, RI | Berkshire Bank |
| $150,000–350,000 | ON GRID INFRASTRUCTURE SERVICES, LLC | ALBANY, NY | Berkshire Bank |
| $150,000–350,000 | ONCALL URGENT CARE LLC | NORTHAMPTON, MA | Berkshire Bank |
| $150,000–350,000 | ONESOURCE AMUSEMENT LLC | GRAND PRAIRIE, TX | Berkshire Bank |
| $350,000–1 million | ONETOUCH HCM HOLDINGS LLC | GAITHERSBURG, MD | Berkshire Bank |
| $350,000–1 million | ORCA, INC. | NEW BRITAIN, CT | Berkshire Bank |
| $350,000–1 million | ORIGINAL STOCKYARD LLC | BRIGHTON, MA | Berkshire Bank |
| $350,000–1 million | ORTHOPEDIC ASSOCIATES OF WINDHAM COUNTY, LLC | PUTNAM, CT | Berkshire Bank |
| $5–10 million | ORTHOPEDICSNY,LLP | ALBANY, NY | Berkshire Bank |
| $150,000–350,000 | ORTHOTICS & PROSTHETICS LABORATORIES INC | SPRINGFIELD, MA | Berkshire Bank |
| $2–5 million | OSTROW ELECTRICAL COMPANY INC | WORCESTER, MA | Berkshire Bank |
| $350,000–1 million | OTW DAVIE LLC | FORT LAUDERDALE, FL | Berkshire Bank |
| $150,000–350,000 | OTW HB LLC | HUNTINGTON BEACH, CA | Berkshire Bank |
| $150,000–350,000 | OTW WH LLC | WOODLAND HILLS, CA | Berkshire Bank |
| $1–2 million | OXFORD MA SNF LLC | HAVERHILL, MA | Berkshire Bank |
| $350,000–1 million | PA DEFENSE INC | CAMBRIDGE, MA | Berkshire Bank |
| $150,000–350,000 | PACKAGE PRINTING COMPANY, INCORPORATED | WEST SPRINGFIELD, MA | Berkshire Bank |
| $150,000–350,000 | PAD FLITE, LLC | PHOENIXVILLE, PA | Berkshire Bank |
| $350,000–1 million | PAGE STREET PUBLISHING COMPANY | SALEM, MA | Berkshire Bank |
| $150,000–350,000 | PALACE DINER CATERING LLC | POUGHKEEPSIE, NY | Berkshire Bank |
| $150,000–350,000 | PALMER LATKO LEDAS PAGE LLC | AVON, CT | Berkshire Bank |
| $150,000–350,000 | PARKER & ANTAREE LLC | BODEGA BAY, CA | Berkshire Bank |
| $150,000–350,000 | PARKSLEEPFLY.COM, INC | SANTA MONICA, CA | Berkshire Bank |
| $350,000–1 million | PARRETT-WOLFF INC | EAST SYRACUSE, NY | Berkshire Bank |
| $1–2 million | PARSONS HILL MA SNF LLC | WORCESTER, MA | Berkshire Bank |
| $150,000–350,000 | PARTY PERFECT RENTALS LLC | FARMINGDALE, NJ | Berkshire Bank |
| $150,000–350,000 | PASSIONIST FATHERS OF CT, INC. | WEST HARTFORD, CT | Berkshire Bank |
| $150,000–350,000 | PATISSERIE LENOX, INC. | LENOX, MA | Berkshire Bank |
| $350,000–1 million | PATRICIA M. VALLEE, LLC | LEDYARD, CT | Berkshire Bank |
| $350,000–1 million | PATRIOT ARMORED SYSTEMS LLC | LENOX, MA | Berkshire Bank |
| $150,000–350,000 | PAUL F. WOLFE AND CAROL A. WOLFE | AMSTERDAM, NY | Berkshire Bank |
| $350,000–1 million | PEARL LEATHER FINISHERS, INC | JOHNSTOWN, NY | Berkshire Bank |
| $350,000–1 million | PELLETIER BUILDERS, INC. | COVENTRY, CT | Berkshire Bank |
| $350,000–1 million | PENDAR TECHNOLOGIES, LLC | CAMBRIDGE, MA | Berkshire Bank |
| $1–2 million | PERCEPTION PROGRAMS, INC. | WILLIMANTIC, CT | Berkshire Bank |
| $150,000–350,000 | PETERSON STEEL CORPORATION | WORCESTER, MA | Berkshire Bank |
| $1–2 million | PETERSON'S OIL COMPANY, INC | WORCESTER, MA | Berkshire Bank |
| $150,000–350,000 | PHELAN PHELAN & DANEK, LLP | ALBANY, NY | Berkshire Bank |
| $350,000–1 million | PHILADELPHIA EXTRACT CO., INC | BENSALEM, PA | Berkshire Bank |
| $350,000–1 million | PHILADELPHIA TECHNICIAN TRAINING INSTITUTE | PHILADELPHIA, PA | Berkshire Bank |
| $350,000–1 million | PHOTOFABRICATION ENGINEERING, INC. | MILFORD, MA | Berkshire Bank |
| $150,000–350,000 | PINEVIEW COMMONS, LLC | JOHNSTOWN, NY | Berkshire Bank |
| $150,000–350,000 | PINNACLE HUMAN RESOURCES LLC | ALBANY, NY | Berkshire Bank |
| $150,000–350,000 | PINNACLE ROOFING INC. | SCHENECTADY, NY | Berkshire Bank |
| $1–2 million | PIONEER SPINE & SPORTS PHYSICIANS PC | WEST SPRINGFIELD, MA | Berkshire Bank |
| $350,000–1 million | PIONEER VALLEY PEDIATRICS INC | LONGMEADOW, MA | Berkshire Bank |
| $350,000–1 million | PITTSFIELD MOTORS INC | PITTSFIELD, MA | Berkshire Bank |
| $150,000–350,000 | PITTSFIELD NEWS CO., INC. | PITTSFIELD, MA | Berkshire Bank |
| $350,000–1 million | PITTSFIELD VETERINARY HOSPITAL | PITTSFIELD, MA | Berkshire Bank |
| $150,000–350,000 | PIVAYE NOBLE LLC | WEST HARTFORD, CT | Berkshire Bank |
| $150,000–350,000 | PLAN B LLC | BOSTON, MA | Berkshire Bank |
| $150,000–350,000 | PLAN C LLC | BOSTON, MA | Berkshire Bank |
| $150,000–350,000 | PLATINUM PLUMBING & HEATING INC. | LIMERICK, PA | Berkshire Bank |
| $150,000–350,000 | PODIATRYCARE, PC | ENFIELD, CT | Berkshire Bank |
| $350,000–1 million | POPE FRANCIS PREPARATORY SCHOOL INC | SPRINGFIELD, MA | Berkshire Bank |
| $150,000–350,000 | PORTSMOUTH VETERINARY CLINIC PC | PORTSMOUTH, RI | Berkshire Bank |
| $350,000–1 million | POST ACUTE CARE CLINICIANS LLC | SPRINGFIELD, MA | Berkshire Bank |
| $350,000–1 million | PRECISION RESOURCES COMPANY INC. | CHELMSFORD, MA | Berkshire Bank |
| $1–2 million | PRIME METALS ACQUISITION LLC | HOMER CITY, PA | Berkshire Bank |
| $350,000–1 million | PRINCETON & RUTGERS NEUROLOGY, PA | SOMERSET, NJ | Berkshire Bank |
| $350,000–1 million | PRINCETON EYE AND EAR LIMITED LIABILITY COMPANY | WEST WINDSOR, NJ | Berkshire Bank |
| $1–2 million | PRINCETON MOTORSPORT INC | LAWRENCE TOWNSHIP, NJ | Berkshire Bank |
| $350,000–1 million | PRISONERS LEGAL SERVICES OF NEW YORK | ALBANY, NY | Berkshire Bank |
| $150,000–350,000 | PRO WINE INC | WESTBOROUGH, MA | Berkshire Bank |
| $2–5 million | PROAIR HOLDINGS CORPORATION | Waltham, MA | Berkshire Bank |
| $150,000–350,000 | PROVANZANO & MARCHESIANI, PC | WAKEFIELD, MA | Berkshire Bank |
| $350,000–1 million | PROVIDENCE PEDIATRIC MEDICAL DAYCARE INC. | WEST BERLIN, NJ | Berkshire Bank |
| $350,000–1 million | PTR - PRECISION TECHNOLOGIES INC | ENFIELD, CT | Berkshire Bank |
| $150,000–350,000 | PUE, CHICK, LEIBOWITZ & BLEZARD, LLC | VERNON, CT | Berkshire Bank |
| $150,000–350,000 | PURSUECARE LLC | MIDDLETOWN, CT | Berkshire Bank |
| $350,000–1 million | PUTNAM CHRYSLER DODGE JEEP, INC. | PUTNAM, CT | Berkshire Bank |
| $150,000–350,000 | PUTNAM PIPE CORPORATION | HOPKINTON, MA | Berkshire Bank |
| $350,000–1 million | QUALITY HOMEMAKERS, INC. | PLAINFIELD, CT | Berkshire Bank |
| $150,000–350,000 | QUALVOICE LLC | WINDSOR, CT | Berkshire Bank |
| $150,000–350,000 | QUINN FAMILY DENTAL LLC | CHICOPEE, MA | Berkshire Bank |
| $150,000–350,000 | R. B. PRODUCTIONS INC. | KILLINGTON, VT | Berkshire Bank |
| $1–2 million | R.L.E. CORP. | UTICA, NY | Berkshire Bank |
| $1–2 million | RADIOLOGY ASSOCIATES OF HARTFORD P.C. | HARTFORD, CT | Berkshire Bank |
| $350,000–1 million | RANDALL'S FARM INC | LUDLOW, MA | Berkshire Bank |
| $1–2 million | RANOR, INC | WESTMINSTER, MA | Berkshire Bank |
| $150,000–350,000 | RAY'S AUTOMOTIVE INC | WATERBURY, CT | Berkshire Bank |
| $350,000–1 million | RAYBEN ENTERPRISES, INC. | ALBANY, NY | Berkshire Bank |
| $150,000–350,000 | RED BIRD FITNESS, LLC | SPRINGFIELD, MA | Berkshire Bank |
| $150,000–350,000 | REDWING 3637, LLC | TUCKAHOE, NY | Berkshire Bank |
| $150,000–350,000 | REGGIES INC | BLACKWOOD, NJ | Berkshire Bank |
| $150,000–350,000 | REID SOUND, INC. | WINDSOR, NJ | Berkshire Bank |
| $350,000–1 million | REIMEL MACHINE, INC. | WILLOW GROVE, PA | Berkshire Bank |
| $350,000–1 million | RELOTRANS LIMITED PARTNERSHIP | NEWBURYPORT, MA | Berkshire Bank |
| $1–2 million | RENBROOK SCHOOL INC | WEST HARTFORD, CT | Berkshire Bank |