| Berkshire Carpet, Inc. | Construction | $38,200 | $38,477 | 8 | <$5M | AI Deep Dive |
| Aok Sm&b, LLC | Accommodation and Food Services | $37,934 | $38,687 | 11 | <$5M | AI Deep Dive |
| North Point Brands LLC DBA | Manufacturing | $37,742 | $38,110 | 3 | <$5M | AI Deep Dive |
| Joseph T. Dean-Sba Small 7a Term | Other Services (except Public Administration) | $37,137 | $37,724 | 5 | <$5M | AI Deep Dive |
| Cedar Valley Contracting | Administrative and Support and Waste Management | $36,800 | $36,960 | 9 | <$5M | AI Deep Dive |
| Bedini and St Pierre Contractors | Construction | $36,400 | $36,828 | 6 | <$5M | AI Deep Dive |
| Meng's Pan-Asian | Accommodation and Food Services | $34,500 | $34,870 | 6 | <$5M | AI Deep Dive |
| Tres Ninos | Accommodation and Food Services | $33,330 | $33,541 | 14 | <$5M | AI Deep Dive |
| Lok, Inc. | Accommodation and Food Services | $33,000 | $33,212 | 10 | <$5M | AI Deep Dive |
| Bpvs Berkshire Photovoltaic Service | Construction | $31,492 | $31,698 | 4 | <$5M | AI Deep Dive |
| Wigwam Western Summit, LLC | Retail Trade | $31,250 | $21,086 | 4 | <$5M | AI Deep Dive |
| Bpvs, Berkshire Photovoltaic Services INC | Construction | $31,077 | $31,359 | 3 | <$5M | AI Deep Dive |
| Dons Service Center 4by4 Parts and Accessaries, INC | Other Services (except Public Administration) | $30,900 | $31,052 | 4 | <$5M | AI Deep Dive |
| Braytonville Garage INC | Other Services (except Public Administration) | $30,772 | $30,946 | 4 | <$5M | AI Deep Dive |
| George Ames | Construction | $30,155 | $30,529 | 2 | <$5M | AI Deep Dive |
| Williamstown Behavioral Health Associates | Health Care and Social Assistance | $30,100 | $30,244 | 2 | <$5M | AI Deep Dive |
| Mount Williams Greenhouse Inc. | Retail Trade | $29,900 | $30,078 | 5 | <$5M | AI Deep Dive |
| Charles Phykitt Ins. Agency, Inc. | Finance and Insurance | $26,500 | $26,622 | 6 | <$5M | AI Deep Dive |
| The Artist Book Foundation | Information | $25,655 | $25,810 | 3 | <$5M | AI Deep Dive |
| Pjo Corp | Unknown | $25,000 | $25,390 | 14 | N/A | AI Deep Dive |
| Lugs and Studs, LLC | Wholesale Trade | $23,400 | $15,155 | 3 | <$5M | AI Deep Dive |
| Moulton's Hearing, Inc. | Retail Trade | $23,300 | $23,577 | 2 | <$5M | AI Deep Dive |
| The Artist Book Foundation, INC | Other Services (except Public Administration) | $22,987 | $23,193 | 3 | <$5M | AI Deep Dive |
| Korean Garden | Accommodation and Food Services | $22,600 | $22,749 | 6 | <$5M | AI Deep Dive |
| Northern Berkshire United Way | Other Services (except Public Administration) | $22,500 | $22,618 | 2 | N/A | AI Deep Dive |