| Berkshire East Ski Resort LLC | Arts, Entertainment, and Recreation | $415,675 | $419,274 | 216 | $30.2M | AI Deep Dive |
| Berkshire East Ski Area LLC | Arts, Entertainment, and Recreation | $342,000 | $393,785 | 40 | $5.6M | AI Deep Dive |
| The Academy at Charlemont | Educational Services | $206,057 | $208,095 | 29 | N/A | AI Deep Dive |
| The Academy at Charlemont | Educational Services | $195,922 | $197,892 | 29 | N/A | AI Deep Dive |
| Zoar Outdoor Adventure Resort LLC | Arts, Entertainment, and Recreation | $151,970 | $153,282 | 88 | $12.3M | AI Deep Dive |
| Zoar Outdoor Adventure Resort, LLC | Arts, Entertainment, and Recreation | $121,000 | $145,767 | 8 | <$5M | AI Deep Dive |
| Mohawk Park Corp | Accommodation and Food Services | $69,955 | $70,321 | 17 | $5.3M | AI Deep Dive |
| Mohawk Park Corporation | Accommodation and Food Services | $49,000 | $49,502 | 17 | $5.3M | AI Deep Dive |
| Mark A. Cormier & Charles J. Plesnar | Manufacturing | $45,000 | $45,266 | 4 | <$5M | AI Deep Dive |
| A.l. Avery Gs, LLC | Retail Trade | $41,000 | $41,425 | 7 | <$5M | AI Deep Dive |
| Cold River, Inc. | Retail Trade | $38,500 | $38,824 | 7 | <$5M | AI Deep Dive |
| 133 Warfield Realty LLC | Accommodation and Food Services | $37,363 | $37,684 | 7 | <$5M | AI Deep Dive |
| Berkshire Pizzeria LLC | Accommodation and Food Services | $35,462 | $35,767 | 7 | <$5M | AI Deep Dive |
| Berkshire Pizza, LLC | Accommodation and Food Services | $35,000 | $35,294 | 11 | <$5M | AI Deep Dive |
| Sonivya INC | Retail Trade | $30,385 | $30,535 | 8 | <$5M | AI Deep Dive |
| Lloyd Crawford | Accommodation and Food Services | $29,165 | $29,351 | 1 | <$5M | AI Deep Dive |
| Matt's Automotive | Other Services (except Public Administration) | $29,000 | $29,245 | 3 | <$5M | AI Deep Dive |
| Sonivya, Inc. | Retail Trade | $27,000 | $27,198 | 7 | <$5M | AI Deep Dive |
| 133 Warfield Realty LLC | Accommodation and Food Services | $24,000 | $24,294 | 4 | <$5M | AI Deep Dive |
| Berkshire Rafting LLC | Arts, Entertainment, and Recreation | $20,040 | $20,212 | 18 | <$5M | AI Deep Dive |
| Seaver & Sons Custom Builders | Construction | $19,450 | $19,637 | 1 | <$5M | AI Deep Dive |
| Frank Carcio | Real Estate and Rental and Leasing | $19,195 | $19,280 | 1 | <$5M | AI Deep Dive |
| Berkshire Rafting LLC | Arts, Entertainment, and Recreation | $18,000 | $18,220 | 5 | <$5M | AI Deep Dive |
| Page Construction LLC | Construction | $16,486 | $16,562 | 1 | <$5M | AI Deep Dive |
| Brian E Dupree | Retail Trade | $15,998 | $16,128 | 2 | <$5M | AI Deep Dive |