A Cozy Retreat at Four Chimneys Inn & Restaurant

Four Chimneys Inn & Restaurant

Experience Vermont's historic charm at Four Chimneys Inn & Restaurant, where warm hospitality meets exceptional dining in a picturesque setting.

"Old First" Congregational Church

Discover the captivating Old First Congregational Church in Bennington, Vermont, a historic site showcasing exquisite Gothic Revival architecture and community spirit.

Catamount Statue, site of historic Catamount Tavern

Discover the Catamount Statue in Old Bennington, a historic landmark symbolizing Vermont's revolutionary past amidst beautiful surroundings.

John Stark Statue

Discover the John Stark Statue in Bennington, VT—a historical landmark celebrating American bravery and leadership amidst stunning natural beauty.

Monument Arts & Cultural Center

Experience the heartbeat of Bennington's arts scene at the Monument Arts & Cultural Center, where live music and community come together.

Southwestern Vermont Medical Center

Discover compassionate care and advanced medical services at Southwestern Vermont Medical Center in the heart of Bennington, Vermont.

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.

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.

Monument House

Discover the charm of Bennington at Monument House, your serene guest house retreat in Vermont's picturesque landscape.

The Dutchman's Tavern

Experience the heart of Vermont's culinary scene at The Dutchman's Tavern, where local flavors meet warm hospitality in a cozy setting.

SOUTH SHIRE a Little Hotel

Experience the cozy charm of South Shire Inn in Bennington, Vermont, where warm hospitality meets stunning landscapes and rich local history.

Philly's

Discover the flavors of America at Philly's, Bennington's go-to spot for authentic cheesesteaks and hearty comfort food.

Lil' Britain

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

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.

Farm Road Brewing

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

Bennington Museum

Explore the Bennington Museum, where Vermont's rich art and history come together in a captivating cultural experience for every visitor.

Bennington Museum's Lincoln Statue

Explore the Bennington Museum's Lincoln Statue, a tribute to Abraham Lincoln's legacy amidst the charming Vermont landscape.

Seth Warner Statue

Explore the Seth Warner Statue in Bennington, Vermont – a historical landmark honoring the Revolutionary War hero amidst stunning natural beauty.

Bennington Battle Monument

Explore the iconic Bennington Battle Monument, a historic tribute to the Revolutionary War, offering stunning views and rich historical insights.

Parking for Everett cave

Explore the enchanting Everett Cave in Bennington, Vermont, where adventure meets geological wonder in a serene natural setting.

Vermont Veterans Home Deer Park

Explore the tranquil Vermont Veterans Home Deer Park, a serene escape with scenic landscapes, duck ponds, and a tribute to our veterans.

Village Garage Distillery

Experience the art of craft distilling at Village Garage Distillery in Bennington, Vermont, where tradition meets innovation in every sip.

Downtown Bennington Historic District

Discover the rich history and charming architecture of Downtown Bennington Historic District, a treasure trove of Vermont's past.

Bennington Potters

Discover the beauty of handcrafted pottery and unique home goods at Bennington Potters in Vermont, where artistry meets tradition.

The Dollhouse and Toy Museum of Vermont

Explore the enchanting world of dollhouses and vintage toys at The Dollhouse and Toy Museum of Vermont, a whimsical journey for all ages.

One World Conservation Center

Discover the tranquility and beauty of One World Conservation Center, a premier hiking destination in Bennington, Vermont, perfect for nature lovers.

Norman and Selma Greenberg Conservation Reserve

Explore the serene landscapes and rich biodiversity of Norman and Selma Greenberg Conservation Reserve, a must-visit nature preserve in Vermont.

Silk Road Covered Bridge

Discover the breathtaking Silk Road Covered Bridge in Bennington, Vermont, a historic gem offering stunning views and a glimpse into the region's past.

White Rocks

Explore White Rocks, a premier hiking destination in Bennington, Vermont, featuring stunning views, diverse trails, and a serene natural environment.

Paper Mill Village Bridge

Explore the historic Paper Mill Village Bridge in Bennington, Vermont – a picturesque spot blending history, nature, and stunning views.

Krispy Krunchy Chicken

Savor the crispy goodness of Krispy Krunchy Chicken in Bennington - where comfort food meets affordability.

The Grille at Mount Anthony Country Club

Experience delightful American cuisine amidst breathtaking views at The Grille at Mount Anthony Country Club.

Street Eats

Discover the heart of American cuisine at Street Eats in Bennington - where comfort food meets local flavors.

Vermont Grill

Experience authentic Vermont flavors at Vermont Grill in Bennington – where local ingredients meet warm hospitality.

Sunny Side Diner

Experience hearty breakfasts and friendly service at Sunny Side Diner in Bennington, Vermont - where every meal feels like home.

TAAN Cuisine of siam

Discover authentic Thai flavors at TAAN Cuisine of Siam in Bennington – a culinary gem offering traditional dishes in an inviting setting.

Blue Benn

Discover Blue Benn in Bennington - A beloved breakfast diner offering delicious meals in a charming retro atmosphere.

Subway

Discover deliciously fresh sandwiches at Subway in Bennington - where taste meets convenience during your Vermont adventure.

Union South Bar & Provisions

Experience authentic American cuisine at Union South Bar & Provisions in Bennington, Vermont—where comfort meets culinary creativity.

KFC

Discover comfort food at KFC in Bennington - where Southern-style fried chicken meets Vermont hospitality!

Taco Bell

Savor delicious Mexican-inspired fast food at Taco Bell in Bennington - perfect for quick meals during your travels.

Your Belly's Deli

Discover delectable sandwiches and warm hospitality at Your Belly's Deli in scenic Bennington, Vermont – an essential stop for every food-loving traveler.

McDonald's

Discover the convenience of McDonald's in Bennington: your go-to destination for fast food favorites any time of day.

AFC Sushi

Discover authentic sushi flavors at AFC Sushi in Bennington – where fresh ingredients meet convenient takeout!

Chipotle Mexican Grill

Experience the vibrant flavors of Mexico at Chipotle Mexican Grill in Bennington – fresh ingredients and customizable dishes await!

Corner Market

Discover local flavors and essentials at Corner Market, a charming convenience store in Bennington, Vermont, perfect for travelers and locals alike.

K&J Discount Center

Explore K&J Discount Center in Bennington, Vermont, for unique grocery finds and local specialties that enhance your travel experience.

Bennington Community Market

Discover unique local products and fresh groceries at Bennington Community Market, a vibrant hub in Vermont's charming town.

Beverage Den and Vape Shop

Explore Beverage Den and Vape Shop in Bennington, Vermont—your one-stop shop for beverages, tobacco, and vaping supplies in a welcoming atmosphere.

THE FREEZ

Experience the best of fast food and irresistible ice cream at THE FREEZ in Bennington, Vermont, a must-visit for every foodie traveler.

Great Works Antiques & Gallery

Uncover unique antiques and vintage treasures at Great Works Antiques & Gallery in Bennington, Vermont, a must-visit for collectors and history buffs alike.

Walgreens

Explore Walgreens in Bennington for all your travel needs, from beauty products to convenience items, ensuring a seamless adventure in Vermont.

Second Hand Rose

Discover unique vintage fashion and home decor at Second Hand Rose in Bennington, Vermont - a thrift store treasure trove for eco-conscious shoppers.

Paula's Rock Shop & Weaving Workshop

Explore Paula's Rock Shop & Weaving Workshop in Bennington, VT for unique gifts, artisan crafts, and a glimpse into local artistry.

13 Moons

Explore 13 Moons in Bennington, Vermont, a unique metaphysical supply store offering a vast array of spiritual tools, crystals, and community events.

W. Collective

Discover vintage fashion and artisanal coffee at W. Collective, a unique store in Bennington, Vermont, where creativity and local culture thrive.

Hawkins House Craftsmarket

Discover unique handcrafted gifts and exquisite jewelry at Hawkins House Craftsmarket in Bennington, Vermont - a true artisan's paradise.

Spice'n Nice

Discover natural goods, unique teas, and aromatic incense at Spice'n Nice, your go-to store in Bennington, Vermont for holistic wellness and vibrant living.

A Kind Place

Discover a treasure trove of unique gifts and exquisite glassware at A Kind Place, the ultimate boutique experience in Bennington, Vermont.

Bennington Bookshop

Explore the quaint Bennington Bookshop, a treasure trove of literature in the heart of Vermont, perfect for book lovers and casual readers alike.

Purple Pub

Experience the warmth of community and delicious grilled cuisine at Purple Pub in Williamstown, the perfect spot for food lovers and socializers.

The Barn Kitchen & Bar

Discover the delightful flavors and warm ambiance of The Barn Kitchen & Bar, a must-visit restaurant in Williamstown, MA.

Water Street Grill

Experience the best of grill cuisine at Water Street Grill in Williamstown, where freshness meets flavor in a cozy atmosphere.

Mezze Bistro + Bar

Experience the exquisite Mediterranean-inspired cuisine and warm ambiance at Mezze Bistro + Bar in Williamstown, MA, a perfect culinary escape.

Trail House Kitchen & Bar

Discover the flavors of American grill cuisine in a cozy atmosphere at Trail House Kitchen & Bar in North Adams, a must-visit for food lovers.

6 House Pub

Discover the flavors of New England at 6 House Pub in Williamstown, where every meal is a celebration of local ingredients and craft brews.

Mingo's Sports Bar & Grill

Discover Mingo's Sports Bar & Grill in North Adams, MA – A lively spot for sports, delicious American cuisine, and unforgettable moments.

The Mohawk Tavern

Discover the charm of The Mohawk Tavern, a cozy bar and restaurant in North Adams, offering delicious food and a welcoming atmosphere for all.

PUBLIC eat+drink

Experience contemporary New American dining at PUBLIC eat+drink, a gastropub in North Adams known for its locally sourced ingredients and inviting atmosphere.

Freight Yard Pub

Experience the vibrant atmosphere and delectable cuisine at Freight Yard Pub, the perfect dining destination in North Adams, MA.

Key West Lounge

Discover the vibrant atmosphere of Key West Lounge in North Adams, where expertly crafted cocktails meet a welcoming ambiance for the perfect evening out.

State Street Tavern

Experience the vibrant nightlife at State Street Tavern in North Adams, where great drinks and karaoke fun await you in a friendly atmosphere.

Craft Food Barn

Explore North Adams, MA, with a taste of local cuisine at Craft Food Barn, your go-to spot for delicious and affordable takeout meals.

Wigwam Western Summit

Explore Wigwam Western Summit in North Adams – a perfect blend of gifts, café delights, and rustic charm amidst breathtaking scenery.

The Bullwheel

Discover The Bullwheel in West Dover, a perfect blend of relaxation and flavor in a cozy bar setting, ideal for unwinding after outdoor adventures.