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5 on this page| № | Name | Category | Address | Record |
|---|---|---|---|---|
| 01 | Gilligan's Sweet Treats Hand-dipped ice cream parlor serving cones, sundaes, shakes, and floats. | Ice Cream Shop | 2449 State StChester, ILDowntown Chester | Listed · independent · address on record |
| 02 | Spinach Can Collectibles Gift shop and Popeye museum housed in the former opera house where creator Elzie Segar once worked; sells Popeye memorabilia, comics, and collectibles alongside a 1,000+ piece exhibit. | Boutique | 1001 State StChester, ILDowntown Chester | Listed · independent · address on record |
| 03 | Salty Dawg Bar & Grill Casual neighborhood bar and grill known for pizza and a cold beer selection in a relaxed, friendly setting. | Bar | 2005 State StChester, ILDowntown Chester | Listed · independent · address on record |
| 04 | Reids' Harvest House Long-running family-style buffet restaurant known for fried chicken, fried fish, and a large salad bar; a local institution since the 1970s. | Restaurant | 2440 State StChester, ILDowntown Chester | Listed · independent · address on record |
| 05 | St. Nicholas Landmark Historic riverside brewpub in a circa-1829 building on the Mississippi River, serving house-brewed beer and pub fare with river-view dining. | Brewery | 111 Ferry StChester, ILDowntown Chester | Listed · independent · address on record |