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, Bed and Breakfasts
Hampton Inn
51 Hannaford Square
Bennington, Vermont 05201
Clean and reliable, filled with all the amenities you need for a great vacation. Everything you’d expect from a Hampton Inn plus the amazing attention to detail and hospitality of their long standing general manager and friendly crew.
Price: $170-$205
Hampton Inn
51 Hannaford Square
Bennington, Vermont 05201
(802) 440-9862
Eddington House Inn
21 Main Street
North Bennington, Vermont 05257
A traditional New England bed and breakfast in the heart of the historic village of North Bennington. Walk to village restaurants and attractions such as the historic Park McCullough house.
$159-$300
Eddington House Inn
21 Main Street
North Bennington, Vermont 05257
(802) 681-7636
Paradise Inn
141 Main Street
Bennington, Vermont 05201
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
Paradise Inn
141 Main Street
Bennington, Vermont 05201
(802) 442-8351
Knotty Pine Motel
130 Northside Drive
Bennington, Vermont 05201
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.
Price: $80-$175
Knotty Pine Motel
130 Northside Drive
Bennington, Vermont 05201
(802) 442-5487
Four Chimneys Inn
21 West Road
Bennington, Vermont 05201
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.
Price: $159-$429
Four Chimneys Inn
21 West Road
Bennington, Vermont 05201
(802) 447-3500
Harwood Hill Motel
864 Harwood Hill Road
Bennington, Vermont 05201
Quiet country setting with million dollar views and modern amenities. But that’s just part of its charm. With an artist-in-residence you never know what beautiful details and colorful surprises might await you in each newly renovated room.
Price: $97-$147
Harwood Hill Motel
864 Harwood Hill Road
Bennington, Vermont 05201
(802) 442-6278
South Shire Inn
124 Elm Street
Bennington, Vermont 05201
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. New late 2023: Niramit, Cuisine of Siam restaurant (details on website).
Price: $135-$235
South Shire Inn
124 Elm Street
Bennington, Vermont 05201
(802) 447-3839
Best Western Motel
220 Northside Drive
Bennington, Vermont 05201
A classic hotel great for families with kids. Their courtyard and outdoor pool serves as a great source of fun for your little ones and relaxation for you.
$130-$180
Best Western Motel
220 Northside Drive
Bennington, Vermont 05201
(802) 442-6311
Bennington Motor Inn
143 Main Street
Bennington, Vermont 05201
Independent, downtown motor inn with warm greetings, quaint decor & mountain views. Plus free Wi-Fi, breakfast & parking.
Price: $80-$120
Bennington Motor Inn
143 Main Street
Bennington, Vermont 05201
(802) 442-5479
Catamount Motel
500 South Street
Bennington, Vermont 05201
Old-school, low-rise motel offering understated rooms with free Wi-Fi & dedicated parking. Located just a few blocks from downtown, the motel is an easy walk to shops and restaurants.
Price: $55-$110
Catamount Motel
500 South Street
Bennington, Vermont 05201
(802) 442-5977
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