| $350,000–1 million | RICHCO JANITOR SERVICE INC | SPRINGFIELD, MA | People's United Bank, National Association |
| $350,000–1 million | RICK'S AUTO BODY, INC. | SPRINGFIELD, MA | Country Bank for Savings |
| $150,000–350,000 | RIGHT CHOICE HEALTH GROUP, LLC | SPRINGFIELD, MA | Country Bank for Savings |
| $350,000–1 million | ROBERTS ENERGY, LLC | SPRINGFIELD, MA | Berkshire Bank |
| $150,000–350,000 | ROBERTS LANDSCAPING DESIGN-SBA SMALL 7A TERM | SPRINGFIELD, MA | TD Bank, National Association |
| $350,000–1 million | ROBINSON DONOVAN, P.C. | SPRINGFIELD, MA | People's United Bank, National Association |
| $2–5 million | ROCKY'S HARDWARE, INC. | SPRINGFIELD, MA | New Valley Bank & Trust |
| $150,000–350,000 | ROGER R. SITTERLY AND SON, INC | SPRINGFIELD, MA | Polish National CU |
| $350,000–1 million | ROMAN CATHOLIC BISHOP OF SPRINGFIELD A CORP SOLE | SPRINGFIELD, MA | Berkshire Bank |
| $350,000–1 million | ROMAN CATHOLIC BISHOP OF SPRINGFIELD A CORP SOLE FOR ST MICHAEL'S ACADEMY | SPRINGFIELD, MA | Berkshire Bank |
| $350,000–1 million | SAMUEL D. PLOTKIN AND ASSOCIATES, INC. | SPRINGFIELD, MA | New Valley Bank & Trust |
| $150,000–350,000 | SEELEY CAPITAL MANAGEMENT, INC | SPRINGFIELD, MA | People's United Bank, National Association |
| $350,000–1 million | SERENITY CARE, INC. | SPRINGFIELD, MA | Eastern Bank |
| $150,000–350,000 | SERVICE MATTERS, LLC | SPRINGFIELD, MA | Westfield Bank |
| $350,000–1 million | SHATZ, SCHWARTZ AND FENTIN, P.C. | SPRINGFIELD, MA | TD Bank, National Association |
| $150,000–350,000 | SILVERMJS, INC. | SPRINGFIELD, MA | PeoplesBank |
| $150,000–350,000 | SIXTEEN ACRES GARDEN CTR INC | SPRINGFIELD, MA | Bank of America, National Association |
| $150,000–350,000 | SKOLER, ABBOTT & PRESSER, P.C. | SPRINGFIELD, MA | PeoplesBank |
| $150,000–350,000 | SLEEP MEDICINE SERVICES OF WESTERN MASSCHUSETTS | SPRINGFIELD, MA | Customers Bank |
| $150,000–350,000 | SPRINGFIELD BOYS & GIRLS CLUB, INC. | SPRINGFIELD, MA | Berkshire Bank |
| $350,000–1 million | SPRINGFIELD DAY NURSERY CORPOR | SPRINGFIELD, MA | PeoplesBank |
| $350,000–1 million | SPRINGFIELD ELECTRICAL CO., INC. | SPRINGFIELD, MA | New Valley Bank & Trust |
| $150,000–350,000 | SPRINGFIELD EMPOWERMENT ZONE PARTNER | SPRINGFIELD, MA | TD Bank, National Association |
| $150,000–350,000 | SPRINGFIELD EYE ASSOCIATES, INC. | SPRINGFIELD, MA | PeoplesBank |
| $150,000–350,000 | SPRINGFIELD FLORISTS SUPPLY INC. | SPRINGFIELD, MA | Westfield Bank |
| $150,000–350,000 | SPRINGFIELD HOCKEY, LLC | SPRINGFIELD, MA | People's United Bank, National Association |
| $350,000–1 million | SPRINGFIELD JEWISH COMMUNITY CENTER, INC. | SPRINGFIELD, MA | PeoplesBank |
| $350,000–1 million | SPRINGFIELD LABEL & TAPE CO., INC. | SPRINGFIELD, MA | People's United Bank, National Association |
| $350,000–1 million | SPRINGFIELD MEDICAL ASSOCIATES INC | SPRINGFIELD, MA | Westfield Bank |
| $350,000–1 million | SPRINGFIELD MUSEUMS CORPORATION | SPRINGFIELD, MA | People's United Bank, National Association |
| $350,000–1 million | SPRINGFIELD PARTNERS FOR COMMUNITY ACTION INC. | SPRINGFIELD, MA | PeoplesBank |
| $150,000–350,000 | SPRINGFIELD RESCUE MISSION, INC. | SPRINGFIELD, MA | New Valley Bank & Trust |
| $150,000–350,000 | SPRINGFIELD SYMPHONY ORCHESTRA, INC | SPRINGFIELD, MA | People's United Bank, National Association |
| $350,000–1 million | SPRINGFIELD TOWER SQUARE, LLC | SPRINGFIELD, MA | Westfield Bank |
| $150,000–350,000 | STUDENT PRINCE LLC | SPRINGFIELD, MA | TD Bank, National Association |
| $150,000–350,000 | SULCO WAREHOUSING &LOGISTICS, LLC | SPRINGFIELD, MA | Easthampton Savings Bank |
| $150,000–350,000 | SULLIVAN, HAYES & QUINN, LLC | SPRINGFIELD, MA | Westfield Bank |
| $350,000–1 million | SUMMIT CAREERS, INC. | SPRINGFIELD, MA | New Valley Bank & Trust |
| $150,000–350,000 | SUMNER PEDIATRICS, P.C. | SPRINGFIELD, MA | People's United Bank, National Association |
| $150,000–350,000 | SUN ROOFING INC | SPRINGFIELD, MA | Citizens Bank, National Association |
| $1–2 million | SUPER BRUSH LLC | SPRINGFIELD, MA | MUFG Union Bank, National Association |
| $150,000–350,000 | SUPERIOR RUG SERVICES CORP. | SPRINGFIELD, MA | Kabbage, Inc. |
| $350,000–1 million | T J CONWAY COMPANY | SPRINGFIELD, MA | People's United Bank, National Association |
| $150,000–350,000 | T JOHN MEGAS JR D M D | SPRINGFIELD, MA | TD Bank, National Association |
| $150,000–350,000 | T. P. SAMPSON COMPANY | SPRINGFIELD, MA | People's United Bank, National Association |
| $350,000–1 million | TAPESTRY HEALTH SYSTEMS, INC | SPRINGFIELD, MA | TD Bank, National Association |
| $150,000–350,000 | TEAMWORK PAINTING CORP | SPRINGFIELD, MA | New Valley Bank & Trust |
| $150,000–350,000 | THE CHARLES C. LEWIS CO. | SPRINGFIELD, MA | Westfield Bank |
| $1–2 million | THE CHILDREN'S STUDY HOME, INC. | SPRINGFIELD, MA | People's United Bank, National Association |
| $1–2 million | THE EPISCOPAL DIOCESE OF WESTERN MASSACHUSETTS | SPRINGFIELD, MA | People's United Bank, National Association |
| $2–5 million | THE FUTURES HEALTHCORE, LLC | SPRINGFIELD, MA | Westfield Bank |
| $150,000–350,000 | THE LAW OFFICES OF THOMAS M. LIBBOS, P.C. | SPRINGFIELD, MA | Greater Nevada CU |
| $150,000–350,000 | THE MARKENS GROUP, INC. | SPRINGFIELD, MA | Berkshire Bank |
| $2–5 million | THING5, LLC | SPRINGFIELD, MA | TD Bank, National Association |
| $150,000–350,000 | THRONEROOM DELIVERY SERVICE, LLC | SPRINGFIELD, MA | New Valley Bank & Trust |
| $150,000–350,000 | THUNDREBIRD CONSTRUCTION, INC. | SPRINGFIELD, MA | PeoplesBank |
| $150,000–350,000 | TINKHAM MANAGEMENT CORP. | SPRINGFIELD, MA | PeoplesBank |
| $150,000–350,000 | TRIDENT ALLOYS INC | SPRINGFIELD, MA | Easthampton Savings Bank |
| $350,000–1 million | TRISEPTAGON LLC | SPRINGFIELD, MA | Avidia Bank |
| $150,000–350,000 | UNEMPLOYMENT TAX CONTROL ASSOCIATES | SPRINGFIELD, MA | People's United Bank, National Association |
| $2–5 million | UNITED PERSONNEL SERVICES, INC. | SPRINGFIELD, MA | New Valley Bank & Trust |
| $150,000–350,000 | UNITED PLUMBING, INC | SPRINGFIELD, MA | People's United Bank, National Association |
| $150,000–350,000 | UNITED WAY PIONEER VALLEY | SPRINGFIELD, MA | PeoplesBank |
| $150,000–350,000 | UNIVERSAL TOOL COMPANY INC. | SPRINGFIELD, MA | Westfield Bank |
| $150,000–350,000 | URGENT CARE PHYSICIANS, PC | SPRINGFIELD, MA | PeoplesBank |
| $350,000–1 million | UROLOGY GROUP OF WESTERN NEW | SPRINGFIELD, MA | TD Bank, National Association |
| $150,000–350,000 | USA MORTGAGE NETWORK INC | SPRINGFIELD, MA | Monson Savings Bank |
| $150,000–350,000 | VAAS BUILDERS, LLC | SPRINGFIELD, MA | Easthampton Savings Bank |
| $350,000–1 million | VALLEY MEDICAL ASSOCIATES PC | SPRINGFIELD, MA | TD Bank, National Association |
| $1–2 million | VALLEY PLATING, INC. | SPRINGFIELD, MA | People's United Bank, National Association |
| $150,000–350,000 | VALLEY REAL EST.-SBA SMALL 7A TERM | SPRINGFIELD, MA | TD Bank, National Association |
| $150,000–350,000 | VALLEY WOMENS HEALTH GROUP LLC | SPRINGFIELD, MA | TD Bank, National Association |
| $150,000–350,000 | VINTAGE HOME CARE, LLC | SPRINGFIELD, MA | Citizens Bank, National Association |
| $2–5 million | WAY FINDERS, INC. | SPRINGFIELD, MA | Berkshire Bank |
| $350,000–1 million | WESTERN MASS GASTROENTEROLOGY ASSOCIATES P.C. | SPRINGFIELD, MA | Berkshire Bank |
| $1–2 million | YOUNG MEN'S CHRISTIAN ASSOCIATION OF GREATER SPRINGFIELD | SPRINGFIELD, MA | Monson Savings Bank |