| M. Lahart & Company, Ltd. | Manufacturing | $126,200 | $127,355 | 9 | <$5M |  AI Deep Dive |
| Custom Furniture & Design, LLC | Manufacturing | $122,000 | $122,668 | 8 | <$5M | AI Deep Dive |
| Engineered Coatings, Inc. | Construction | $115,206 | $115,960 | 8 | <$5M | AI Deep Dive |
| Strategic Brands Corporation | Accommodation and Food Services | $113,152 | $113,759 | 12 | <$5M | AI Deep Dive |
| Berkshire Electronic Protection, Inc. | Administrative and Support and Waste Management | $111,000 | $112,061 | 9 | <$5M | AI Deep Dive |
| Berkshire Electronic Protection, Inc. | Administrative and Support and Waste Management | $111,000 | $111,691 | 9 | <$5M | AI Deep Dive |
| Engineered Coatings, Inc. | Construction | $109,400 | $110,149 | 8 | <$5M | AI Deep Dive |
| Dowling Car Sales, LLC | Retail Trade | $108,630 | $109,653 | 9 | <$5M | AI Deep Dive |
| Ditto LLC | Accommodation and Food Services | $108,079 | $109,527 | 15 | <$5M | AI Deep Dive |
| Oliver Wolcott Library, Inc. the | Information | $106,800 | $107,529 | 19 | <$5M | AI Deep Dive |
| Wisdom House Retreat and Conference Center | Administrative and Support and Waste Management | $101,310 | $102,087 | 24 | N/A | AI Deep Dive |
| Custom Furniture & Design, LLC | Manufacturing | $100,158 | $100,710 | 7 | $6.9M | AI Deep Dive |
| Greenwoods Counseling Referrals, Inc. | Health Care and Social Assistance | $98,600 | $106,281 | 12 | N/A | AI Deep Dive |
| Y.m.c.a. Camp Mohawk, Inc. | Arts, Entertainment, and Recreation | $96,900 | $159,734 | 58 | $8.1M | AI Deep Dive |
| Lou Tess Food Service | Accommodation and Food Services | $95,998 | $97,005 | 7 | <$5M | AI Deep Dive |
| Litchfield County Auctions INC | Retail Trade | $92,400 | $93,280 | 10 | <$5M | AI Deep Dive |
| Room to Grow, Inc. | Health Care and Social Assistance | $91,500 | $92,693 | 21 | <$5M | AI Deep Dive |
| Prospect Mountain Builders L.l.c. | Construction | $90,100 | $91,240 | 7 | <$5M | AI Deep Dive |
| Progressive Paving and Construction LLC | Construction | $89,100 | $89,602 | 8 | <$5M | AI Deep Dive |
| Local Girls and Boys Broadcasting | Manufacturing | $83,600 | $84,182 | 9 | <$5M | AI Deep Dive |
| Litchfield Historical Society | Arts, Entertainment, and Recreation | $83,300 | $78,482 | 26 | <$5M | AI Deep Dive |
| Litchfield Hills Fitness LLC | Arts, Entertainment, and Recreation | $81,400 | $82,009 | 46 | $6.4M | AI Deep Dive |
| Litchfield Dental Associates, LLC | Health Care and Social Assistance | $81,230 | $82,171 | 14 | <$5M | AI Deep Dive |
| Local Girls and Boys Broadcasting | Manufacturing | $81,205 | $81,514 | 9 | <$5M | AI Deep Dive |
| Ding's Auto Sales and Salvage INC | Retail Trade | $80,900 | $81,478 | 6 | <$5M | AI Deep Dive |