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5 on this page| № | Name | Category | Address | Record |
|---|---|---|---|---|
| 01 | Allure Boutique A women's and children's clothing boutique offering western-influenced fashion, jewelry, accessories, and home decor. | Boutique | 130 N 2nd StDouglas, WYDowntown Douglas Historic District | Listed · independent · address on record |
| 02 | Whistle-Stop Mercantile An independent bookstore and espresso bar specializing in books about the American West and regional authors, alongside gifts and a small café menu. | Bookstore | 200 S 3rd StDouglas, WYDowntown Douglas Historic District | Listed · independent · address on record |
| 03 | College Inn Bar Established in 1906, the oldest business still operating in its original Douglas location, a Western dive bar centered around a restored Brunswick back bar. | Bar | 103 N 2nd StDouglas, WYDowntown Douglas Historic District | Listed · independent · address on record |
| 04 | Kodi Rae's Coffee & Bakery A downtown coffee shop and bakery serving Wyoming-roasted coffee alongside daily-made donuts, pastries, and cakes. | Bakery | 119 N 3rd StDouglas, WYDowntown Douglas Historic District | Listed · independent · address on record |
| 05 | The Depot Restaurant A steakhouse and full-service restaurant housed in Douglas's restored 1915 Chicago, Burlington and Quincy Railroad depot, serving steaks, burgers, and pasta with locally sourced meat and produce. | Restaurant | 100 Walnut StDouglas, WYDowntown Douglas Historic District | Listed · independent · address on record |