Bennington, VT Shopping

We love to browse our local antique stores to see just what hidden treasures we can find. Here are a list of suggestions for a great few days of Bennington VT shopping. Included are some of our favorite antique stores, art galleries and unique shopping experiences close to our Vermont bed and breakfast.

Bennington Museum facade under a clear blue sky near a top-rated Bennington Bed and Breakfast.

Route 9-W Bennington, VT Approximately 1/4 mile east of The Four Chimneys Inn.

Shop online or in store!

The Owl’s Nest logo, perfect for a Vermont Boutique Hotel with local charm and elegance.

353 Main Street Bennington, Vermont 05201 Phone: 802-440-5901 Not your grandma’s antique store! Approximately 1 miles from The Four Chimneys.

Charming farm market with pumpkins and flowers at a top Bennington VT hotel destination.

604 US Route 7 South Bennington, Vermont Phone: 802-362-3300 Approximately 5 minutes from The Four Chimneys Inn. Open seasonally. Pies, cider donuts, u-pick berries, and a vast selection of Vermont products.

Charming local market display with lavender and jams in a historic Bennington property.

434 Main Street Bennington, Vermont 802.753.7639 Approximately 1.3 miles from The Four Chimneys Inn. Specialty grocery and gift shop featuring all things local!

Front entrance of The Bennington Bookshop in Vermont. Nearby: Stay at Our Bennington Vermont Inn With Historic Charm.
Bennington Bookshop

467 Main Street Bennington, Vermont 802.442.5059 Approximately 1.5 miles from The Four Chimneys Inn. Delightful independent bookshop established in 1928 making it the oldest independent bookshop in Vermont. Best sellers, local authors, gifts and cards, and a sizable children’s section.

Cozy inn decor with plants, vintage items, and preserves; perfect Vermont bed and breakfast.
Catbird Studio

332 Main Street Bennington, Vermont 05201 Phone: 802-442-3359 Approximately 1 mile from The Four Chimneys.

A group of alpacas in a sunny field, perfect for a Vermont Bed and Breakfast getaway.

12 State Line Road Route 67 on the VT/NY border North Bennington, VT 05257 Approximately 5 miles from The Four Chimneys Inn.

Charming rustic building with vibrant garden; ideal for a Bennington VT B&B getaway.

324 County Street, Bennington, Vermont Phone: 802-205-8033 Approximately 1.75 miles from The Four Chimneys Inn. Visit the largest working craft pottery in the U.S. Learn more about pug mills and forming presses, secret clay recipes, ‘slip’, back stamps and ‘burlaping’. Tours offered daily, year round. Temporarily closed due to Covid. Shop online for all of their amazing pottery.

Colorful teardrop earrings on a copper rack, reflecting elegance like Vermont Lodging.

338 Main Street Bennington, VT 05201 Phone: 802-447.1000 Approximately 5 minutes from The Four Chimneys Inn. Artisan marketplace.

Charming shopfront with a purple awning in Bennington VT, near Vermont Bed and Breakfast.

262 North Street Bennington, VT 05201 Phone: 802-447.0488 Approximately 5 minutes from The Four Chimneys Inn. Artisan craft marketplace.

Intense flame melting gold on a workbench, highlighting craftsmanship at a Vermont B&B.
Katie Cleaver Metalsmith Jewelry

334 Main Street Bennington, Vermont 05201 Phone: 802-442-8723 Approximately 1 mile from The Four Chimneys.

Two women shopping for local products in a boutique. Vermont Boutique Hotel nearby.

Manchester, Vermont Approximately 25 miles from The Four Chimneys Inn.

Scenic watercolor of a tranquil lake with trees, ideal for a Romantic B&B in Vermont.

Tony Conner Gallery Viewings and Individual Classes by appointment Bennington, Vermont 05201 Phone: 802-375-5548 Rich New England Landscapes available for purchase. Private or group classes on site with advance reservation. Tony Conner is an award-winning artist whose work is regularly included in national juried exhibits. Photo Credit: Tony Conner

Elegant golden leaf emblem representing a cozy Vermont Bed and Breakfast experience.

Kate Goble & Marc Baetens

After nearly a decade running a bed and breakfast in Belgium, Marc and Kate brought their hospitality experience to Four Chimneys in Old Bennington, where they live on the property with their son Nathan and their dog, Orange. Their writing draws on daily life at the inn and their love of sharing the best of southern Vermont.