Bennington · Landmarks · Curated · Updated 2026

Landmarks in Bennington

Discover the best landmarks in Bennington. Find inspiration for your trip with our curated list of top-rated spots, local favorites, and hidden gems.

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vermont/bennington/landmark/bennington-museum

Bennington Museum

Explore the artistic and historical treasures of Vermont at the Bennington Museum, where local culture and creativity come to life.

75 Main St, Bennington, VT 05201
4.6 Excellent 417 reviews
vermont/bennington/landmark/henry-covered-bridge

Henry Covered Bridge

Discover the enchanting Henry Covered Bridge, a historic landmark in North Bennington, Vermont, surrounded by stunning natural beauty and rich heritage.

475 River Rd, North Bennington, VT 05257
4.7 Excellent 219 reviews
vermont/bennington/landmark/park-mccullough-historic-governor-s-mansion

Park-McCullough Historic Governor's Mansion

Discover the elegance of the 19th-century at Park-McCullough Historic Governor's Mansion, a stunning historical landmark in North Bennington, Vermont.

1 Park St, North Bennington, VT 05257
4.8 Excellent 137 reviews
vermont/bennington/landmark/madison-brewing-company-pub-restaurant

Madison Brewing Company Pub & Restaurant

Discover the flavors of Vermont at Madison Brewing Company, a brewpub offering delicious American cuisine and craft beers in a lively atmosphere.

428 Main St, Bennington, VT 05201
4.5 Excellent 783 reviews
vermont/bennington/landmark/four-chimneys-inn-restaurant

Four Chimneys Inn & Restaurant

Experience the charm of Vermont at Four Chimneys Inn & Restaurant - a perfect blend of history, comfort, and culinary excellence in Bennington.

21 West Rd, Bennington, VT 05201
4.9 Excellent 172 reviews
vermont/bennington/landmark/paper-mill-village-bridge

Paper Mill Village Bridge

Experience the scenic beauty and rich history at Paper Mill Village Bridge in picturesque Bennington, Vermont.

Murphy Rd, Bennington, VT 05201
4.5 Excellent 131 reviews
vermont/bennington/landmark/silk-road-covered-bridge

Silk Road Covered Bridge

Experience the charm of the Silk Road Covered Bridge in Bennington, Vermont, a historic landmark surrounded by natural beauty and rich heritage.

Silk Rd, Bennington, VT 05201
4.7 Excellent 172 reviews
vermont/bennington/landmark/robert-frost-stone-house-museum-at-bennington-college

Robert Frost Stone House Museum at Bennington College

Discover the legacy of Robert Frost at the Stone House Museum in Vermont, where poetry and nature intertwine in a serene setting.

121 Vermont Rte 7a, Shaftsbury, VT 05262
4.3 Very Good 149 reviews
vermont/bennington/landmark/bennington-potters

Bennington Potters

Experience the unique craftsmanship of Bennington Potters, a must-visit destination in Vermont for art lovers and souvenir hunters.

324 County St, Bennington, VT 05201
4.4 Very Good 96 reviews
vermont/bennington/landmark/ramunto-s-brick-oven-pizza

Ramunto's Brick Oven Pizza

Experience the best of Bennington with delicious brick oven pizza and a lively atmosphere at Ramunto's, your go-to Italian restaurant and sports bar.

519 Main St #2143, Bennington, VT 05201
4.3 Very Good 802 reviews
vermont/bennington/landmark/downtown-bennington-historic-district

Downtown Bennington Historic District

Explore the Downtown Bennington Historic District, a charming blend of history, culture, and scenic beauty in the heart of Vermont.

Bennington, VT 05201
4.3 Very Good 84 reviews
vermont/bennington/landmark/bennington-battlefield-state-historic-site

Bennington Battlefield State Historic Site

Experience the rich history of the Revolutionary War at Bennington Battlefield State Historic Site, a must-visit tourist attraction in New York.

NY-67, Hoosick Falls, NY 12090
4.6 Excellent 66 reviews
vermont/bennington/landmark/benner-s-bagels-pizza-n-what-nosh

Benner's Bagels Pizza N' What Nosh

Experience the perfect blend of bagels and pizza at Benner's Bagels Pizza N' What Nosh in Bennington, Vermont, where delicious flavors meet a cozy atmosphere.

604 Main St, Bennington, VT 05201
4.5 Excellent 331 reviews
vermont/bennington/landmark/white-rocks

White Rocks

Experience the tranquil trails and breathtaking vistas at White Rocks, Bennington's premier hiking destination amidst Vermont's stunning landscapes.

449 NorthBranch St, Bennington, VT 05201
4.7 Excellent 65 reviews
vermont/bennington/landmark/the-dutchman-s-tavern

The Dutchman's Tavern

Discover The Dutchman's Tavern in Bennington, Vermont—where delicious local cuisine meets a warm and inviting atmosphere for an unforgettable dining experience.

135 Depot St, Bennington, VT 05201
4.5 Excellent 303 reviews
vermont/bennington/landmark/south-shire-a-little-hotel

SOUTH SHIRE a Little Hotel

Experience the warmth and charm of South Shire, a little hotel in Bennington, Vermont, perfect for a relaxing getaway amidst scenic beauty.

124 Elm St, Bennington, VT 05201
4.8 Excellent 68 reviews
vermont/bennington/landmark/village-garage-distillery

Village Garage Distillery

Experience the charm of Vermont at Village Garage Distillery, where craft spirits meet delightful dining in the heart of Bennington.

107 Depot St, Bennington, VT 05201
4.8 Excellent 62 reviews
vermont/bennington/landmark/the-henry-house

The Henry House

Discover the enchanting Henry House in North Bennington, Vermont, a premier venue for weddings and events surrounded by stunning natural beauty.

1338 Murphy Rd, North Bennington, VT 05257
5 Excellent 116 reviews
vermont/bennington/landmark/421-craft-bar-and-kitchen

421 Craft Bar and Kitchen

Discover the flavors of Vermont at 421 Craft Bar and Kitchen, where local ingredients meet craft beverages in a cozy dining atmosphere.

421 Main St, Bennington, VT 05201
4.4 Very Good 117 reviews
vermont/bennington/landmark/knapp-s

Knapp's

Discover Knapp's in Bennington, Vermont—your ultimate destination for musical instruments, games, and unique gifts for all ages.

417 Main St, Bennington, VT 05201
4.7 Excellent 72 reviews
vermont/bennington/landmark/farm-road-brewing

Farm Road Brewing

Explore the essence of Vermont at Farm Road Brewing, where handcrafted beers meet stunning mountain views in a cozy atmosphere.

400 Main St, Bennington, VT 05201
4.5 Excellent 124 reviews
vermont/bennington/landmark/lil-britain

Lil' Britain

Experience the authentic taste of British cuisine at Lil' Britain in Bennington, Vermont, featuring fish & chips and gourmet grocery delights.

116 North St, Bennington, VT 05201
4.8 Excellent 330 reviews
vermont/bennington/landmark/elm-street-market

Elm Street Market

Discover Elm Street Market in Bennington, Vermont – your go-to spot for fresh sandwiches, coffee, and local flavors in a cozy atmosphere.

251 Elm St, Bennington, VT 05201
4.6 Excellent 212 reviews
vermont/bennington/landmark/bennington-avocado-pit

Bennington Avocado pit

Discover the fresh and vibrant flavors of the Bennington Avocado Pit, where healthy eating meets delicious creativity in the heart of Vermont.

201 South St, Bennington, VT 05201
4.4 Very Good 169 reviews
vermont/bennington/landmark/seth-warner-statue

Seth Warner Statue

Discover the Seth Warner Statue in Bennington, Vermont, a historical landmark honoring a Revolutionary War hero, surrounded by beautiful scenery.

Bennington, VT 05201
4.5 Excellent 11 reviews
vermont/bennington/landmark/norman-and-selma-greenberg-conservation-reserve

Norman and Selma Greenberg Conservation Reserve

Discover the serene beauty of the Norman and Selma Greenberg Conservation Reserve, a nature lover's paradise in Bennington, Vermont.

414 Route 7S, Bennington, VT 05201
4.4 Very Good 23 reviews
vermont/bennington/landmark/philly-s

Philly's

Experience the authentic taste of American cheesesteaks and comfort food at Philly's in Bennington, Vermont, a delightful stop for food lovers.

230 North St, Bennington, VT 05201
4.5 Excellent 84 reviews
vermont/bennington/landmark/bennington-pizza-house

Bennington Pizza House

Discover the flavors of Vermont at Bennington Pizza House, where every slice is a celebration of fresh ingredients and culinary creativity.

430 Main St, Bennington, VT 05201
4 Very Good 258 reviews
vermont/bennington/landmark/the-miller-s-toll-dinner-club-lounge

THE MILLER'S TOLL DINNER CLUB & LOUNGE

Experience gourmet dining at The Miller's Toll Dinner Club & Lounge in Bennington, Vermont, where local flavors meet a welcoming atmosphere.

716 Main St, Bennington, VT 05201
4.8 Excellent 157 reviews
vermont/bennington/landmark/old-bennington-historic-district

Old Bennington Historic District

Discover the rich history and stunning architecture of the Old Bennington Historic District, a captivating gem in Vermont's picturesque landscape.

Bennington, VT 05201
4.7 Excellent 10 reviews
vermont/bennington/landmark/little-city-cider-company

Little City Cider Company

Discover the heart of Vermont's cider culture at Little City Cider Company, where handcrafted ciders and a welcoming atmosphere await.

139 Shields Dr, Bennington, VT 05201
4.7 Excellent 16 reviews
vermont/bennington/landmark/southwestern-vermont-medical-center

Southwestern Vermont Medical Center

Discover the Southwestern Vermont Medical Center, your trusted healthcare partner in Bennington, offering comprehensive medical services in a serene setting.

100 Hospital Dr, Bennington, VT 05201
3.1 Average 107 reviews
vermont/bennington/landmark/main-street-antiques

Main Street Antiques

Explore a unique collection of vintage treasures at Main Street Antiques in Bennington, Vermont, where history comes alive through captivating artifacts.

473 Main St, Bennington, VT 05201
4.2 Very Good 22 reviews
vermont/bennington/landmark/monument-arts-cultural-center

Monument Arts & Cultural Center

Discover the vibrant arts scene at Monument Arts & Cultural Center in Bennington, Vermont, with live music and cultural events that celebrate local talent.

44 Gypsy Ln, Bennington, VT 05201
4.5 Excellent 13 reviews
vermont/bennington/landmark/birthplace-of-vermont

Birthplace of Vermont

Explore the Birthplace of Vermont, a historical landmark that celebrates the state's rich heritage and natural beauty, perfect for history enthusiasts and travelers alike.

993 Murphy Rd, North Bennington, VT 05257
vermont/bennington/landmark/monument-house

Monument House

Discover the charm of Vermont at Monument House, your ideal guest house for a relaxing stay and local exploration in beautiful Bennington.

Monument Ave, Bennington, VT 05201
vermont/bennington/landmark/norton-house

Norton House

Explore the serene beauty of Bennington at Norton House, where comfort meets the charm of Vermont's landscapes and history.

300 Pleasant St, Bennington, VT 05201
vermont/bennington/landmark/bennington-area-trail-system

Bennington Area Trail System

Discover the beauty and adventure of the Bennington Area Trail System, where scenic trails weave through Vermont's stunning landscapes and rich history.

Bennington, VT 05201

More to explore in Bennington

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Discover Bennington, Vermont: A charming town rich in history, natural beauty, and local culture. Perfect for history enthusiasts, nature lovers, and foodies alike.

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