District · Bennington, Vermont
Downtown Bennington Historic District
An NRHP-listed district centered on the junction of Main, South, and North Streets, featuring Classical Revival, Italianate, and Greek Revival commercial architecture.
Written from primary sources · register as of Sep 2026
- On record
- 5 independent storefronts
- Kinds
- 5 categories · Eat 2 · Drink 1 · Shop 1 · Culture 1
- Location
- Addresses on record · plotted as collected
- Chains
- None, by policy · multi-site operators are removed as the re-check finds them
Plotted from the register's own address points · north up
| № | Name | Category | Address | Record |
|---|---|---|---|---|
| Eat · 2 | ||||
| 01 | 421 Craft Bar and Kitchen Locally owned downtown spot blending elevated pub fare with regional craft beers and classic cocktails. | Restaurant | 421 Main St | Listed · independent · address on record |
| 02 | South Street Cafe & Bakery Longstanding cafe and bakery operating since 1994, known for fresh-baked pastries, soups, and breakfast/lunch fare. | Bakery | 105 South St | Listed · independent · address on record |
| Drink · 1 | ||||
| 03 | Madison Brewing Company Pub & Restaurant Bennington's first brewpub (est. early 1990s) in a converted downtown storefront, known for DownTown IPA and Old 76 Strong Ale. | Brewery | 428 Main St | Listed · independent · address on record |
| Shop · 1 | ||||
| 04 | The Bennington Bookshop Vermont's oldest independent bookstore, established 1928; carries new and used books plus cards and gifts. | Bookstore | 109 South St | Listed · independent · address on record |
| Culture · 1 | ||||
| 05 | Fiddlehead at Four Corners Contemporary craft and fine-art gallery (21+ years) housed in the historic First National Bank building, featuring handmade ceramics, glass, jewelry, and paintings. | Gallery | 338 Main St | Listed · independent · address on record |
Neighbouring districts
Distance between district centroids, as the crow fliesWilmington · 5 on record · 26.5 km
Manchester · 5 on record · 33.4 km
Dorset · 5 on record · 41.0 km
Newfane · 5 on record · 45.6 km