| $350,000–1 million | RALLYE AUTOMOTIVE, LLC | CHICOPEE, MA | Westfield Bank |
| $1–2 million | REDIKER SOFTWARE INC | HAMPDEN, MA | Westfield Bank |
| $150,000–350,000 | RENE L. COTE SONS, INC. | HOLYOKE, MA | Westfield Bank |
| $1–2 million | RICHARD LUNDGREN, INCORPORATED | AUBURN, MA | Westfield Bank |
| $150,000–350,000 | RJA ASSET MANAGEMENT LLC | DARIEN, CT | Westfield Bank |
| $150,000–350,000 | ROBT. W. HALL CONSULTING ENGINEERS, INC. | AGAWAM, MA | Westfield Bank |
| $150,000–350,000 | RON-MAR,INC. | AGAWAM, MA | Westfield Bank |
| $350,000–1 million | ROVITHIS REALTY LLC | EAST LONGMEADOW, MA | Westfield Bank |
| $150,000–350,000 | RTH GROUP, INC | EAST LONGMEADOW, MA | Westfield Bank |
| $150,000–350,000 | RYAN VOILAND DBA RED FIRE FARM | MONTAGUE, MA | Westfield Bank |
| $150,000–350,000 | SALAMON FLOORING INC | WEST SPRINGFIELD, MA | Westfield Bank |
| $1–2 million | SARAT FORD SALES INC | AGAWAM, MA | Westfield Bank |
| $150,000–350,000 | SCHOOLWORKS LLC | SOUTHWICK, MA | Westfield Bank |
| $150,000–350,000 | SERVICE MATTERS, LLC | SPRINGFIELD, MA | Westfield Bank |
| $350,000–1 million | SHAFII'S INC. | EAST LONGMEADOW, MA | Westfield Bank |
| $150,000–350,000 | SHORTSTOP BAR & GRILL, LLC | WESTFIELD, MA | Westfield Bank |
| $150,000–350,000 | SOUTHWICK INSURANCE AGENCY, INC. | SOUTHWICK, MA | Westfield Bank |
| $350,000–1 million | SPECIALTY BOLT & SCREW INC | AGAWAM, MA | Westfield Bank |
| $150,000–350,000 | SPFLD. CORRUGATED BOX, INC. | AGAWAM, MA | Westfield Bank |
| $150,000–350,000 | SPRINGFIELD DONUTS INC | LUDLOW, MA | Westfield Bank |
| $150,000–350,000 | SPRINGFIELD FLORISTS SUPPLY INC. | SPRINGFIELD, MA | Westfield Bank |
| $350,000–1 million | SPRINGFIELD MEDICAL ASSOCIATES INC | SPRINGFIELD, MA | Westfield Bank |
| $350,000–1 million | SPRINGFIELD TOWER SQUARE, LLC | SPRINGFIELD, MA | Westfield Bank |
| $150,000–350,000 | STARBURST PRINTING AND GRAPHICS, INC | HOLLISTON, MA | Westfield Bank |
| $350,000–1 million | STEAMBOAT MOTORS, LLC | DANBURY, CT | Westfield Bank |
| $150,000–350,000 | STUART LODGINGS, LLC | WATERFORD, CT | Westfield Bank |
| $1–2 million | SULLIVAN PAPER COMPANY, INC. | WEST SPRINGFIELD, MA | Westfield Bank |
| $150,000–350,000 | SULLIVAN, HAYES & QUINN, LLC | SPRINGFIELD, MA | Westfield Bank |
| $2–5 million | SUNSHINE VILLAGE, INC. | CHICOPEE, MA | Westfield Bank |
| $150,000–350,000 | SYSTEM AIRE SUPPLY CO , INC | PLANTSVILLE, CT | Westfield Bank |
| $150,000–350,000 | SYSTEMONE, LLC | FLORENCE, MA | Westfield Bank |
| $150,000–350,000 | TAVERN ON 3, LLC | ROCKY HILL, CT | Westfield Bank |
| $350,000–1 million | TECH ROOFING SERVICE INC | CHICOPEE, MA | Westfield Bank |
| $350,000–1 million | TERRIEN TRANSPORTATION, INC. | CHICOPEE, MA | Westfield Bank |
| $150,000–350,000 | THE CENTER FOR CASE MANAGEMENT, INC. | NATICK, MA | Westfield Bank |
| $150,000–350,000 | THE CHARLES C. LEWIS CO. | SPRINGFIELD, MA | Westfield Bank |
| $1–2 million | THE COLLINS COMPANIES INC | EAST WINDSOR, CT | Westfield Bank |
| $2–5 million | THE COLLINS ELECTRIC COMPANY, INC. | CHICOPEE, MA | Westfield Bank |
| $350,000–1 million | THE DUC-PAC CORPORATION | EAST LONGMEADOW, MA | Westfield Bank |
| $150,000–350,000 | THE FLAGSHIP DENTAL GROUP P.C. | LONGMEADOW, MA | Westfield Bank |
| $2–5 million | THE FUTURES HEALTHCORE, LLC | SPRINGFIELD, MA | Westfield Bank |
| $150,000–350,000 | THE HOLYOKE YOUNG MEN'S CHRISTIAN ASSOCIATION | HOLYOKE, MA | Westfield Bank |
| $150,000–350,000 | THE MAIN STREET STILL INC | AGAWAM, MA | Westfield Bank |
| $150,000–350,000 | THE STANLEY PARK OF WESTFIELD INC | WESTFIELD, MA | Westfield Bank |
| $2–5 million | THE TRUSTEES OF THE COLLEGE OF OUR LADY OF THE ELMS | CHICOPEE, MA | Westfield Bank |
| $350,000–1 million | TITAN USA ENTERPRISES, INC. | WEST SPRINGFIELD, MA | Westfield Bank |
| $350,000–1 million | TRANSCON TECHNOLOGIES, INC. | WESTFIELD, MA | Westfield Bank |
| $150,000–350,000 | TRINITY HOME CARE INC | CHICOPEE, MA | Westfield Bank |
| $150,000–350,000 | TRUE PRECISION INDUSTRIES, INC. | WEST SPRINGFIELD, MA | Westfield Bank |
| $350,000–1 million | TUNSTALL CORPORATION | CHICOPEE, MA | Westfield Bank |
| $150,000–350,000 | UNECO MANUFACTURING, INC. | CHICOPEE, MA | Westfield Bank |
| $150,000–350,000 | UNITED INDUSTRIAL SERVICE INC | AGAWAM, MA | Westfield Bank |
| $150,000–350,000 | UNITED INDUSTRIAL TEXTILE PRODUCTS, INC. | WEST SPRINGFIELD, MA | Westfield Bank |
| $150,000–350,000 | UNIVERSAL TOOL COMPANY INC. | SPRINGFIELD, MA | Westfield Bank |
| $350,000–1 million | UNIVERSITY PRODUCTS, INC. | HOLYOKE, MA | Westfield Bank |
| $150,000–350,000 | VALENTINE PLATING COMPANY INC | WEST SPRINGFIELD, MA | Westfield Bank |
| $2–5 million | VIABILITY INC | NORTHAMPTON, MA | Westfield Bank |
| $150,000–350,000 | VILLAGE ENTERPRISE FUND, INC | SAN CARLOS, CA | Westfield Bank |
| $150,000–350,000 | VITALITY TECHNOLOGIES LLC | AGAWAM, MA | Westfield Bank |
| $350,000–1 million | W. J. QUINN CO. LLC | EAST LONGMEADOW, MA | Westfield Bank |
| $150,000–350,000 | WEGRZYN DENTAL GROUP | CHICOPEE, MA | Westfield Bank |
| $350,000–1 million | WEST SPRINGFIELD G&S TRUCKING, INC. | WEST SPRINGFIELD, MA | Westfield Bank |
| $150,000–350,000 | WESTERN MASS ENVIRONMENTAL LLC | WEST SPRINGFIELD, MA | Westfield Bank |
| $150,000–350,000 | WESTERN MASS. NEUROLOGY PC | LONGMEADOW, MA | Westfield Bank |
| $350,000–1 million | WESTFIELD EMERGENCY PHYSICIANS, P.C. | WESTFIELD, MA | Westfield Bank |
| $150,000–350,000 | WESTFIELD TOOL & DIE INC | WESTFIELD, MA | Westfield Bank |
| $150,000–350,000 | WESTSIDE DONUTS INC | LUDLOW, MA | Westfield Bank |
| $150,000–350,000 | WESTSIDE ENTERPRISES, INC. | FEEDING HILLS, MA | Westfield Bank |
| $2–5 million | WGI INC. | SOUTHWICK, MA | Westfield Bank |
| $150,000–350,000 | WHITE GLOVE CATERER'S, INC. | FEEDING HILLS, MA | Westfield Bank |
| $150,000–350,000 | WINDSOR SUITES, LLC | WATERFORD, CT | Westfield Bank |
| $150,000–350,000 | WOMEN'S HEALTH ASSOCIATES OF WESTERN MA INC | WESTFIELD, MA | Westfield Bank |
| $150,000–350,000 | WORK OPPORTNITY CENTER, INC. | AGAWAM, MA | Westfield Bank |
| $350,000–1 million | WRIGHT ARCHITECTURAL MILLWORK CORP | NORTHAMPTON, MA | Westfield Bank |
| $350,000–1 million | YMCA OF GREATER WESTFIELD INC | WESTFIELD, MA | Westfield Bank |