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5 on this page| № | Name | Category | Address | Record |
|---|---|---|---|---|
| 01 | Brattleboro Books An independent used and out-of-print bookstore in business since 1988, carrying roughly 25,000 titles, relocated to Main Street in fall 2025. | Bookstore | 141 Main StBrattleboro, VTBrattleboro Downtown Historic District | Listed · independent · address on record |
| 02 | Snow Republic Brewing A brewpub occupying a former bank building on Main Street with the original vault still on display, a second outpost of the West Dover brewery. | Brewery | 100 Main StBrattleboro, VTBrattleboro Downtown Historic District | Listed · independent · address on record |
| 03 | Brattleboro Food Co-op A member-owned natural foods grocery co-op anchoring downtown at Main and Canal Streets. | Market | 2 Main StBrattleboro, VTBrattleboro Downtown Historic District | Listed · independent · address on record |
| 04 | Mocha Joe's Cafe Vermont's original specialty coffee roaster, operating as an independent cafe on Main Street for over 30 years. | Coffee Shop | 82 Main StBrattleboro, VTBrattleboro Downtown Historic District | Listed · independent · address on record |
| 05 | Blue Moose Bistro A cozy 24-seat Sicilian and Italian bistro on Main Street, open since 2009. | Restaurant | 39 Main StBrattleboro, VTBrattleboro Downtown Historic District | Listed · independent · address on record |