| Woodstock Community Playschool Inc. | Health Care and Social Assistance | $65,833 | $66,301 | 13 | N/A |  Research |
| Sustainability Institute Inc. | Educational Services | $65,237 | $65,516 | 4 | N/A | Research |
| Woodstock Area Council On Aging | Health Care and Social Assistance | $65,100 | $65,701 | 15 | N/A | Research |
| The Sustainability Institute, INC | Public Administration | $63,600 | $64,206 | 4 | N/A | Research |
| D and P Inc. | Accommodation and Food Services | $62,804 | $63,162 | 9 | <$5M | Research |
| Amn Photography LLC | Other Services (except Public Administration) | $62,500 | $63,361 | 1 | <$5M | Research |
| Bike Track INC | Manufacturing | $62,500 | $63,279 | 3 | <$5M | Research |
| Woodstock Recreation Center INC | Arts, Entertainment, and Recreation | $62,135 | $62,425 | 47 | N/A | Research |
| Mandolin Corp | Accommodation and Food Services | $58,513 | $59,302 | 7 | <$5M | Research |
| Vermont Spirits Distilling Company | Manufacturing | $57,900 | $58,195 | 7 | <$5M | Research |
| Woodstock Recreation Center, I | Other Services (except Public Administration) | $56,700 | $57,017 | 40 | N/A | Research |
| Richard | Construction | $52,321 | $52,752 | 4 | <$5M | Research |
| Norman Williams Public Library | Information | $50,000 | $50,363 | 12 | N/A | Research |
| Mangalitsa, LLC | Accommodation and Food Services | $49,154 | $49,453 | 7 | <$5M | Research |
| Woodstock Community Playschool, Inc. | Health Care and Social Assistance | $49,000 | $49,350 | 9 | N/A | Research |
| Blue Hill Properties Inc. | Accommodation and Food Services | $48,076 | $48,371 | 10 | <$5M | Research |
| Blackhat Custom Builders & Design | Construction | $46,926 | $47,162 | 5 | <$5M | Research |
| Audlsley Plumbing & Heating LLC | Construction | $46,366 | $46,830 | 4 | <$5M | Research |
| Audsley Plumbing and Heating | Construction | $46,300 | $46,905 | 3 | <$5M | Research |
| Finer Vermont Tours INC | Administrative and Support and Waste Management | $45,000 | $45,295 | 2 | <$5M | Research |
| D and P Inc. | Accommodation and Food Services | $44,800 | $45,068 | 7 | <$5M | Research |
| Woodstock Sports | Retail Trade | $44,000 | $44,454 | 6 | <$5M | Research |
| Neuropsychiatric Association LLC | Health Care and Social Assistance | $43,750 | $43,994 | 5 | <$5M | Research |
| Blackhat Custom Builders & Design, LLC | Construction | $43,500 | $43,922 | 5 | <$5M | Research |
| Schulz Excavation, INC | Construction | $43,400 | $43,746 | 3 | <$5M | Research |