| Kripalu Center for Yoga & Health, INC | Arts, Entertainment, and Recreation | $3,134,700 | $3,174,979 | 489 | N/A |  Research |
| Austen Riggs Center, Inc. | Health Care and Social Assistance | $2,021,000 | $2,528,973 | 158 | $28.1M | Research |
| Kripalu Center for Yoga & Health INC | Educational Services | $2,000,000 | $2,028,274 | 199 | N/A | Research |
| Roaring LLC | Accommodation and Food Services | $1,603,224 | $1,613,239 | 125 | $39.1M | Research |
| Roaring LLC | Accommodation and Food Services | $1,145,100 | $1,153,665 | 125 | $39.1M | Research |
| Marian Service Corporation | Administrative and Support and Waste Management | $1,091,000 | $1,100,415 | 118 | $22.3M | Research |
| Norman Rockwell Museum at Stockbridge | Arts, Entertainment, and Recreation | $654,975 | $662,707 | 29 | N/A | Research |
| Norman Rockwell Museum at Stockbridge, INC | Arts, Entertainment, and Recreation | $642,500 | $647,640 | 43 | N/A | Research |
| Main Street Hospitality Group LLC | Management of Companies and Enterprises | $313,591 | $314,820 | 12 | <$5M | Research |
| Main Street Hospitality Group, LLC | Accommodation and Food Services | $287,300 | $289,441 | 16 | $5.0M | Research |
| Riverbrook Residence, Inc. | Health Care and Social Assistance | $286,500 | $288,235 | 41 | $7.0M | Research |
| Jp Mason LLC | Other Services (except Public Administration) | $205,547 | $208,121 | 19 | <$5M | Research |
| Jp Mason, LLC | Other Services (except Public Administration) | $201,000 | $202,900 | 20 | <$5M | Research |
| Mohawk Hospitality LLC | Accommodation and Food Services | $196,220 | $198,510 | 24 | $7.5M | Research |
| Edwards Krol and Nazarov P.c. | Health Care and Social Assistance | $188,967 | $189,909 | 10 | <$5M | Research |
| David E. Lanoue Inc. | Construction | $181,833 | $183,601 | 9 | <$5M | Research |
| David E. Lanoue, Inc. | Construction | $176,115 | $177,934 | 12 | <$5M | Research |
| Edwards, Krol and Nazarov PC | Health Care and Social Assistance | $167,400 | $168,525 | 13 | <$5M | Research |
| Stockbridge Golf Club | Arts, Entertainment, and Recreation | $162,720 | $0 | 29 | <$5M | Research |
| Berkshire Garden Center Inc. | Arts, Entertainment, and Recreation | $158,165 | $159,214 | 17 | N/A | Research |
| Mohawk Hospitality LLC | Accommodation and Food Services | $147,728 | $150,071 | 24 | $7.5M | Research |
| Stockbridge Wine Cellar, Inc. | Retail Trade | $138,200 | $139,336 | 19 | <$5M | Research |
| Souler Inc-Sba Small 7a Term | Unknown | $132,233 | $134,062 | 10 | N/A | Research |
| Souler INC | Finance and Insurance | $132,232 | $134,058 | 10 | $5.1M | Research |
| Doers LLC | Accommodation and Food Services | $124,234 | $47,647 | 6 | <$5M | Research |