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5 on this page| № | Name | Category | Address | Record |
|---|---|---|---|---|
| 01 | Swoon A boutique on the ground floor of the Lori Warner building selling curated women's clothing, accessories, and gifts from independent designers. | Boutique | 21 Main StChester, CTChester Village Center (Main Street Historic District) | Listed · independent · address on record |
| 02 | Lori Warner Studio/Gallery An artist-owned studio and gallery exhibiting original paintings, prints, and mixed-media work in the heart of the village. | Gallery | 21 Main StChester, CTChester Village Center (Main Street Historic District) | Listed · independent · address on record |
| 03 | The Villager A breakfast-and-lunch cafe open daily serving fresh-baked muffins, pastries, and coffee. | Cafe | 13 Main StChester, CTChester Village Center (Main Street Historic District) | Listed · independent · address on record |
| 04 | Simon's Marketplace A cafe and specialty market offering scratch-made meals, a full espresso bar, and baked goods since 2004. | Market | 17 Main StChester, CTChester Village Center (Main Street Historic District) | Listed · independent · address on record |
| 05 | River Tavern A farm-to-table restaurant operating since 2001, considered an early pioneer of locally sourced cooking in Connecticut, serving lunch and dinner. | Restaurant | 23 Main StChester, CTChester Village Center (Main Street Historic District) | Listed · independent · address on record |