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5 on this page| № | Name | Category | Address | Record |
|---|---|---|---|---|
| 01 | The Bookstore & Get Lit Wine Bar A longtime independent bookstore with an attached wine bar; a well-known literary gathering spot in the Berkshires offering a curated selection of books alongside wine and light snacks. | Retail | 11 Housatonic StLenox, MADowntown Lenox (Church Street & Main Street) | Listed · independent · address on record |
| 02 | Hoadley Gallery Operating since 1985, this contemporary craft and fine art gallery shows curated jewelry, glass, pottery, wood, and wearable art from juried artists. | Gallery | 21 Church StreetLenox, MADowntown Lenox (Church Street & Main Street) | Listed · independent · address on record |
| 03 | Lenox Coffee A cozy Main Street coffee shop serving Barrington Coffee Roasting Co. espresso drinks and baked goods, with a handful of tables inside and out. | Cafe | 52 Main StLenox, MADowntown Lenox (Church Street & Main Street) | Listed · independent · address on record |
| 04 | Brava A tapas and wine bar known for its cheese and charcuterie boards and a Wine Spectator Award of Excellence wine list; moved to its current, larger Church Street space in 2020. | Bar | 65 Church StLenox, MADowntown Lenox (Church Street & Main Street) | Listed · independent · address on record |
| 05 | Alta Restaurant & Wine Bar A Mediterranean-inspired restaurant opened in 2008, featuring a seasonal, locally sourced menu and an extensive wine list with 24 selections by the glass. | Restaurant | 34 Church StLenox, MADowntown Lenox (Church Street & Main Street) | Listed · independent · address on record |