| Viridian Management | Real Estate and Rental and Leasing | $1,736,200 | $1,754,418 | 224 | $33.6M |  Research |
| Wallowa County Grain Growers | Retail Trade | $928,200 | $933,331 | 86 | $17.8M | Research |
| Winding Waters Medical Clinic | Health Care and Social Assistance | $778,100 | $783,166 | 67 | N/A | Research |
| Willis Enterprises Inc. | Retail Trade | $657,865 | $666,066 | 57 | $11.8M | Research |
| Wallowa Valley Center for Wellness | Health Care and Social Assistance | $641,200 | $646,526 | 70 | N/A | Research |
| Wellens General Contractors Inc. | Construction | $442,332 | $445,416 | 40 | $45.6M | Research |
| Wellens General Contractors, Inc. Fka Wellens Farwell, Inc. | Construction | $442,300 | $444,905 | 40 | $45.6M | Research |
| Wallowa Resources Community Solutions, Inc. | Agriculture, Forestry, Fishing and Hunting | $199,500 | $200,902 | 18 | <$5M | Research |
| Terminal Gravity Brewing, Inc. | Manufacturing | $185,377 | $186,512 | 33 | $11.6M | Research |
| Chrisman Development, Inc. | Construction | $178,500 | $180,295 | 12 | <$5M | Research |
| Mountain Getaway Lodging Inc. | Accommodation and Food Services | $170,859 | $171,737 | 25 | $7.8M | Research |
| Enterprise Electric and Rental Incorporated | Construction | $145,500 | $146,862 | 14 | <$5M | Research |
| Pioneer Guest Home Ii, Inc. | Health Care and Social Assistance | $124,500 | $125,178 | 20 | <$5M | Research |
| Mountain Getaway Lodging, Inc. | Accommodation and Food Services | $123,700 | $124,899 | 17 | $5.3M | Research |
| Stephen Parks | Construction | $122,900 | $123,627 | 14 | $16.0M | Research |
| Viridian Consulting LLC | Real Estate and Rental and Leasing | $100,600 | $101,600 | 10 | <$5M | Research |
| Double Arrow Veterinary Clinic, P.c. | Professional, Scientific, and Technical Services | $100,000 | $100,839 | 11 | <$5M | Research |
| Bto Forestry Solutions, INC | Agriculture, Forestry, Fishing and Hunting | $99,360 | $99,902 | 10 | <$5M | Research |
| Bronson Log Homes, Incorporated | Construction | $96,700 | $97,226 | 9 | <$5M | Research |
| La Laguna Family Mexican Restaurant Inc. | Accommodation and Food Services | $95,312 | $95,818 | 7 | <$5M | Research |
| Bto Forestry Solutions Inc. | Agriculture, Forestry, Fishing and Hunting | $91,000 | $91,272 | 8 | <$5M | Research |
| Stangel Industries LLC | Other Services (except Public Administration) | $86,000 | $86,726 | 12 | <$5M | Research |
| S&c Sales LLC | Retail Trade | $84,000 | $84,721 | 11 | <$5M | Research |
| Range Rider LLC | Accommodation and Food Services | $82,725 | $83,133 | 15 | <$5M | Research |
| Olive Branch Family Health, INC | Health Care and Social Assistance | $81,750 | $82,417 | 8 | <$5M | Research |