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5 on this page| № | Name | Category | Address | Record |
|---|---|---|---|---|
| 01 | BFF's Sip and Shop Boutique Clothing and gift boutique founded by two breast cancer survivors, offering apparel, accessories, and a sip-while-you-shop experience. | Boutique | 200 N Main StChamberlain, SDDowntown Main Street Chamberlain | Listed · independent · address on record |
| 02 | Dakota Plains Gallery & Gifts Gallery showcasing and selling work by Native American artists and crafters, run by the Dakota Indian Foundation. | Gallery | 209 N Main StChamberlain, SDDowntown Main Street Chamberlain | Listed · independent · address on record |
| 03 | Main St Cafe & Market Family-owned homestyle breakfast-and-lunch cafe (formerly the Anchor Grille) with an attached market/gift shop. | Cafe | 117 S Main StChamberlain, SDDowntown Main Street Chamberlain | Listed · independent · address on record |
| 04 | Mi Pueblo Mexican Restaurant Mexican restaurant with river views, known for margaritas and authentic dishes. | Restaurant | 120 Lakeview HeightsChamberlain, SDDowntown Main Street Chamberlain | Listed · independent · address on record |
| 05 | The Smoking Mule American comfort-food spot with craft beer, a downtown Chamberlain staple. | Restaurant | 309 E Glenn AveChamberlain, SDDowntown Main Street Chamberlain | Listed · independent · address on record |