| Trinidad Area Health Association | Health Care and Social Assistance | $4,297,025 | $4,346,823 | 250 | N/A |  Research |
| Trinidad Inn Inc. | Health Care and Social Assistance | $767,100 | $774,281 | 104 | $17.7M | Research |
| Las Animas County Rehabilitation Center, Inc. | Health Care and Social Assistance | $760,600 | $768,769 | 51 | N/A | Research |
| Huerfano-Las Animas Area Council of Governments | Public Administration | $755,834 | $760,887 | 51 | N/A | Research |
| Phil Long Automotive LLC | Retail Trade | $336,000 | $338,240 | 32 | $8.1M | Research |
| Fisher's Peak Lodging LLC | Accommodation and Food Services | $301,300 | $303,041 | 27 | $8.4M | Research |
| J.m. Tire Inc. | Retail Trade | $252,570 | $254,764 | 17 | <$5M | Research |
| Purgatoire Valley Construction, INC | Construction | $247,727 | $249,312 | 28 | $8.9M | Research |
| Fisher's Peak Lodging, LLC | Accommodation and Food Services | $215,200 | $216,318 | 37 | $11.6M | Research |
| Cy's Trinidad Hotels LLC | Accommodation and Food Services | $202,300 | $204,666 | 35 | $10.9M | Research |
| Bamm INC | Transportation and Warehousing | $181,512 | $182,519 | 19 | <$5M | Research |
| Phelan of Colorado LLC | Accommodation and Food Services | $179,745 | $180,902 | 44 | $7.8M | Research |
| Pioneer Motor of Trinidad INC | Retail Trade | $171,590 | $172,836 | 16 | <$5M | Research |
| Trinco Group INC | Retail Trade | $144,029 | $144,897 | 21 | <$5M | Research |
| El Capulin Inc. | Unknown | $131,105 | $132,700 | 23 | N/A | Research |
| Bamm INC | Mining, Quarrying, and Oil and Gas Extraction | $128,124 | $128,595 | 7 | <$5M | Research |
| Western Civil Contractors INC | Construction | $125,610 | $126,553 | 9 | <$5M | Research |
| Western Civil Contractors Inc. | Construction | $125,311 | $125,888 | 10 | <$5M | Research |
| Century Administrative Services Inc. | Finance and Insurance | $123,700 | $124,835 | 13 | $6.7M | Research |
| T-Dad Toad LLC | Accommodation and Food Services | $122,136 | $123,737 | 17 | <$5M | Research |
| Tj's Refrigeration INC | Construction | $120,830 | $121,903 | 13 | <$5M | Research |
| Image Hospitality LLC | Accommodation and Food Services | $117,959 | $118,799 | 21 | $6.6M | Research |
| M & M Repair and Towing INC | Retail Trade | $111,497 | $112,310 | 8 | <$5M | Research |
| Tony Mattorano | Accommodation and Food Services | $105,831 | $106,240 | 11 | <$5M | Research |
| Great Western States Supply, LLC | Professional, Scientific, and Technical Services | $102,615 | $103,304 | 7 | <$5M | Research |