| Cousins Bennington Hotel LLC | Accommodation and Food Services | $139,349 | $140,266 | 26 | $8.1M |  AI Deep Dive |
| Down to Earth Golf Course Development, Inc. | Arts, Entertainment, and Recreation | $138,200 | $139,260 | 20 | <$5M | AI Deep Dive |
| Bennington Potters, INC | Manufacturing | $136,900 | $138,888 | 11 | $10.9M | AI Deep Dive |
| Catamount Glassware Co INC | Accommodation and Food Services | $130,325 | $130,968 | 32 | $5.7M | AI Deep Dive |
| Williams Financial, LLC | Professional, Scientific, and Technical Services | $128,100 | $130,283 | 8 | <$5M | AI Deep Dive |
| Grace Christian School | Educational Services | $121,710 | $122,565 | 21 | N/A | AI Deep Dive |
| Mclain and Peck INC | Health Care and Social Assistance | $119,592 | $120,218 | 9 | <$5M | AI Deep Dive |
| Monument Industries INC | Manufacturing | $119,100 | $120,004 | 8 | $7.9M | AI Deep Dive |
| Bennington Refrigeration, Inc. | Wholesale Trade | $112,100 | $113,356 | 11 | <$5M | AI Deep Dive |
| Bennington Museum INC | Arts, Entertainment, and Recreation | $107,000 | $108,348 | 11 | N/A | AI Deep Dive |
| Grace Christian School | Educational Services | $104,433 | $105,355 | 21 | N/A | AI Deep Dive |
| The Tutorial Center Inc-Sba Small 7a Term | Educational Services | $103,092 | $104,369 | 30 | N/A | AI Deep Dive |
| Centerline Architects & Planners PC | Professional, Scientific, and Technical Services | $102,900 | $103,615 | 8 | <$5M | AI Deep Dive |
| Green Mountain Tile | Construction | $102,500 | $103,803 | 9 | <$5M | AI Deep Dive |
| Love Cody & Company Cpas, PC | Professional, Scientific, and Technical Services | $101,000 | $102,331 | 7 | <$5M | AI Deep Dive |
| Bennington Museum INC | Arts, Entertainment, and Recreation | $100,243 | $100,913 | 8 | N/A | AI Deep Dive |
| Bennington Physical Therapy, PC | Health Care and Social Assistance | $99,600 | $100,637 | 9 | <$5M | AI Deep Dive |
| Cousins Bennington Hotel Llc-Sba Small 7a Term | Unknown | $99,535 | $100,558 | 26 | N/A | AI Deep Dive |
| Svt Masonry LLC | Construction | $98,493 | $0 | 10 | <$5M | AI Deep Dive |
| R. John Wright Dolls, Inc. | Manufacturing | $96,650 | $97,979 | 13 | <$5M | AI Deep Dive |
| R. John Wright Dolls Inc. | Manufacturing | $96,650 | $97,579 | 13 | <$5M | AI Deep Dive |
| Union Street Dental Plc | Health Care and Social Assistance | $96,605 | $97,846 | 8 | <$5M | AI Deep Dive |
| Centerline Architects & Planners PC | Professional, Scientific, and Technical Services | $96,579 | $97,248 | 9 | <$5M | AI Deep Dive |
| Vermont Timber Frames Inc. | Manufacturing | $95,910 | $96,781 | 11 | $10.9M | AI Deep Dive |
| Mpkc, LLC | Accommodation and Food Services | $95,200 | $95,774 | 30 | $5.3M | AI Deep Dive |