Hotels, Motels, & B&Bs

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

(802) 440-9862

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

Eddington House Inn

21 Main Street
North Bennington, Vermont 05257

(802) 681-7636

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.


Paradise Inn

141 Main Street
Bennington, Vermont 05201

(802) 442-8351

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

Knotty Pine Motel

130 Northside Drive
Bennington, Vermont 05201

(802) 442-5487

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

Four Chimneys Inn

21 West Road
Bennington, Vermont 05201

(802) 447-3500

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

Harwood Hill Motel

864 Harwood Hill Road
Bennington, Vermont 05201

(802) 442-6278

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

South Shire Inn

124 Elm Street
Bennington, Vermont 05201

(802) 447-3839

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

Best Western Motel

220 Northside Drive
Bennington, Vermont 05201

(802) 442-6311

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.


Bennington Motor Inn

143 Main Street
Bennington, Vermont 05201

(802) 442-5479

Independent, downtown motor inn with warm greetings, quaint decor & mountain views. Plus free Wi-Fi, breakfast & parking.

Price: $80-$120

Catamount Motel

500 South Street
Bennington, Vermont 05201

(802) 442-5977

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

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