Bennington Hotels Hotels, Motels, & B&Bs
Family friendly hotels with pools. Romantic Vermont inns. Motels that blend original art with true Vermont hospitality. Familiar chain hotels. Take a peek below to plan your next stay in Bennington.
Hotels, Inns, B&B’s Featured Listings
Hotels, Inns, Bed and Breakfasts
This family-run establishment has been a longstanding pillar of Bennington hospitality. Traditional rooms and suites with balconies overlooking the garden. An outdoor pool so crystal blue that you might forget that Vermont isn’t actually in the tropics. A warm, friendly welcome makes this an extra special Vermont hotel find.
Price: $85 – $240
Located right in the heart of Bennington, this family run establishment offers a warm welcome and sparkling clean rooms. Gorgeous pool. Flower, flowers, and more flowers. All of the throwback vibes of a vintage Route-66 motel paired with all of the modern fresh-and-lovely you could ever want on your Vermont vacation.
With crisp, clean spacious rooms and modern amenities it’s no wonder Yankee Magazine dubbed The Four Chimneys Inn the “Best Bed and Breakfast in Vermont” in its 2019 Editors’ Picks. That’s quite an honor considering Vermont practically invented the bed and breakfast.
Just five minutes from Bennington College in the historic neighborhood of Old Bennington.
This charming inn offers individually decorated rooms furnished with canopy & poster beds, soaking tubs & fireplaces. The breakfast room and common areas are chalk full of architectural detail and period charm. Located just two blocks from Bennington’s downtown shops and restaurants,
An 18th-century pick located a short walk from the proprietors’ sister property, Millers Toll Supper Club. Fancy cocktails, great craft beers and scrumptious light bites are just a hop skip and a jump from this welcoming traditional bed and breakfast. Five uniquely decorated rooms.
Price: $105 – $155