| Willowood of Williamstown INC | Health Care and Social Assistance | $1,397,347 | $1,403,557 | 136 | $23.1M |  Research |
| Overland Summer Camps Inc. | Accommodation and Food Services | $1,056,768 | $1,069,131 | 279 | $87.2M | Research |
| Bella Baby Nyc, LLC | Professional, Scientific, and Technical Services | $1,000,000 | $768,551 | 204 | $24.2M | Research |
| Sb Operating Company LLC | Health Care and Social Assistance | $975,492 | $883,425 | 110 | $18.7M | Research |
| Bella Baby Photography Nyc LLC | Professional, Scientific, and Technical Services | $958,900 | $883,366 | 172 | $20.4M | Research |
| Inland Management Corporation | Professional, Scientific, and Technical Services | $813,500 | $818,019 | 43 | <$5M | Research |
| Steinerfilm, Inc. | Manufacturing | $519,235 | $520,807 | 41 | $10.0M | Research |
| Steinerfilm Inc. | Manufacturing | $519,235 | $523,005 | 38 | $9.3M | Research |
| Buxton School INC | Educational Services | $444,050 | $448,355 | 36 | N/A | Research |
| Buxton School INC | Educational Services | $444,000 | $449,846 | 45 | N/A | Research |
| Mezze INC | Accommodation and Food Services | $435,544 | $439,553 | 22 | <$5M | Research |
| The Clip Shop LLC | Other Services (except Public Administration) | $378,782 | $381,657 | 51 | $9.7M | Research |
| The Clip Shop LLC | Other Services (except Public Administration) | $372,000 | $374,721 | 49 | $9.4M | Research |
| Countryside Landscape & Design INC | Administrative and Support and Waste Management | $365,701 | $367,064 | 35 | $7.6M | Research |
| Countryside Landscape & Design, Inc. | Professional, Scientific, and Technical Services | $337,700 | $339,310 | 36 | $7.3M | Research |
| Overland Summer Camps, Inc. | Accommodation and Food Services | $326,031 | $330,229 | 20 | $6.3M | Research |
| Mezze Inc. | Accommodation and Food Services | $311,102 | $313,821 | 22 | <$5M | Research |
| Cold Spring Coffee Roasters Ltd | Accommodation and Food Services | $247,110 | $248,936 | 17 | <$5M | Research |
| Williamstown Art Conservation Center, Inc. | Arts, Entertainment, and Recreation | $246,900 | $248,273 | 19 | <$5M | Research |
| Jack Miller Contractors | Construction | $245,168 | $247,270 | 20 | $6.1M | Research |
| Williamstown Art Conservation Center Inc. | Arts, Entertainment, and Recreation | $243,868 | $245,124 | 20 | <$5M | Research |
| Wild Oats Cooperative, Inc. | Retail Trade | $237,565 | $240,748 | 48 | $8.4M | Research |
| Gulf Coast Special Assets | Construction | $198,967 | $201,719 | 15 | <$5M | Research |
| Mountain Home Landscape INC | Administrative and Support and Waste Management | $193,926 | $197,013 | 22 | <$5M | Research |
| Williamstown Theatre Foundation, INC | Arts, Entertainment, and Recreation | $192,228 | $193,844 | 14 | N/A | Research |