| Family Footwear Center, Inc. | Retail Trade | $239,355 | $240,804 | 37 | $10.2M |  AI Deep Dive |
| K & E Plastics INC | Manufacturing | $231,890 | $233,281 | 18 | $17.9M | AI Deep Dive |
| Shires Housing, Inc. | Real Estate and Rental and Leasing | $217,800 | $220,706 | 21 | N/A | AI Deep Dive |
| Oral & Facial Surgery Associates Plc | Health Care and Social Assistance | $215,490 | $218,265 | 25 | $7.8M | AI Deep Dive |
| Oral and Facial Surgery Associates Plc | Health Care and Social Assistance | $207,480 | $209,367 | 23 | $5.3M | AI Deep Dive |
| Madison Brewing Company Inc. | Accommodation and Food Services | $202,862 | $205,863 | 64 | $11.4M | AI Deep Dive |
| Memory Clinic | Health Care and Social Assistance | $199,800 | $201,021 | 10 | <$5M | AI Deep Dive |
| Memory Clinic | Health Care and Social Assistance | $197,246 | $198,289 | 10 | <$5M | AI Deep Dive |
| Down to Earth Golf Course Development, Inc. | Accommodation and Food Services | $193,494 | $194,591 | 16 | <$5M | AI Deep Dive |
| Sacred Heart School | Other Services (except Public Administration) | $190,966 | $193,327 | 36 | N/A | AI Deep Dive |
| Svt Masonry LLC | Construction | $186,900 | $190,699 | 4 | <$5M | AI Deep Dive |
| Bennington Project Independence Inc. | Health Care and Social Assistance | $186,890 | $188,667 | 19 | N/A | AI Deep Dive |
| West Mountain Animal Hospital | Professional, Scientific, and Technical Services | $185,300 | $187,701 | 21 | <$5M | AI Deep Dive |
| Bennington Project Independence, Inc. | Health Care and Social Assistance | $178,530 | $180,384 | 22 | N/A | AI Deep Dive |
| Madison Brewing Company Inc. | Accommodation and Food Services | $176,775 | $180,662 | 36 | $6.4M | AI Deep Dive |
| Stephens of Bennington | Retail Trade | $175,100 | $176,784 | 17 | <$5M | AI Deep Dive |
| Ronnie's Cycle Sales of Bennington, INC | Retail Trade | $174,600 | $176,542 | 16 | <$5M | AI Deep Dive |
| Jerome Construction, Inc. | Construction | $174,312 | $176,585 | 18 | $20.5M | AI Deep Dive |
| Robert Greene INC | Retail Trade | $156,330 | $157,494 | 14 | <$5M | AI Deep Dive |
| Harbour Foods INC | Wholesale Trade | $153,695 | $155,488 | 38 | $11.6M | AI Deep Dive |
| Tatro's Concrete Impressions INC | Construction | $149,300 | $150,279 | 13 | <$5M | AI Deep Dive |
| C. M. Logistics Corporation | Professional, Scientific, and Technical Services | $147,600 | $148,682 | 15 | <$5M | AI Deep Dive |
| Barr Sternberg Moss Silver & Munson PC | Professional, Scientific, and Technical Services | $146,200 | $146,981 | 11 | <$5M | AI Deep Dive |
| C. M. Logistics Corporation | Professional, Scientific, and Technical Services | $146,049 | $147,469 | 17 | <$5M | AI Deep Dive |
| Mclain and Peck | Health Care and Social Assistance | $140,000 | $141,074 | 8 | <$5M | AI Deep Dive |