Hotels in Old Bennington

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Where to stay in Old Bennington?

A hotel reception area with a modern design, featuring a reception desk, seating area, and artwork on the walls.

A two-story hotel with a covered entrance, large windows, and a landscaped front yard with flower beds.

A hotel room with a large bed, a nightstand with a lamp, a small table with flowers, and a sliding glass door leading to an outdoor area with chairs.

A modern kitchen area with built-in appliances, wooden tables, and red chairs.

1. New Englander Inn Bennington

Bennington

$104

$114 total

includes taxes & fees

Sep 17 - Sep 18

A hotel room with a large bed, a desk with a chair, a balcony with a view, and a TV mounted on the wall.

A modern conference room with round tables and orange chairs, large windows with a view of greenery, and a ceiling with a grid pattern and hanging lights.

A hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.

A hotel room with a red sofa, a round wooden table, a black armchair, a bed, and a large window with a view of greenery.

2. Hotel Vervana, Trademark Collection by Wyndham

Bennington

$110

$120 total

includes taxes & fees

Sep 27 - Sep 28

An indoor swimming pool with clear water, metal railings, and lounge chairs.

A hotel room with two beds, a desk with a television, and a window with a mountain view.

A hotel lobby with a fireplace, seating area, and a bar.

A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

3. Hampton Inn Bennington

Bennington

$188

$205 total

includes taxes & fees

Sep 20 - Sep 21

A two-story building with a white exterior, a porch with a white railing, and a staircase leading to the upper floor.

A compact room with a television, a small desk with a chair, a wardrobe, and a patterned floor.

A BENNINGTON MOTOR INN sign with amenities like free continental breakfast and free wireless internet.

A bathroom with a sink, two hair dryers, and a mirror.

4. Bennington Motor Inn

Bennington

$89

$97 total

includes taxes & fees

Sep 12 - Sep 13

A spacious living room with a fireplace, a piano, and a dining area with round tables and chairs.

A motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.

A compact kitchen with a microwave, utensils, and a sink. A sliding door leads to a bedroom with a bed and a radiator.

A kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, a toaster, and a refrigerator.

5. Knotty Pine

Bennington

$129

$140 total

includes taxes & fees

Sep 13 - Sep 14

A large tree with orange leaves in a grassy field.

A room with wooden paneling, a window with a white curtain, an air conditioning unit, and a wooden hanger rack.

A motel with a row of rooms, a flagpole, and a large tree in the foreground.

6. Starlight Inn

Bennington

$99

$108 total

includes taxes & fees

Sep 13 - Sep 14

A room with wooden paneling, a piano, a chair, and a door leading to another room.

A two-story house with a front porch, a flag, and a gravel driveway.

A formal dining room with a chandelier, fireplace, ornate mantelpiece, and a large floral carpet.

A covered porch with wicker furniture, a patterned rug, and an American flag.

7. South Shire

Bennington

$223

$253 total

includes taxes & fees

Sep 14 - Sep 15

An outdoor seating area with Adirondack chairs and potted plants.

A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.

A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

A sign with the word "CLARM" on a grassy field with a road and trees in the background.

8. Cozy Corner Motel

Williamstown

$88

$104 total

includes taxes & fees

Sep 13 - Sep 14

A row of single-story cabins with individual porches, each featuring a chair and a small table.

A hotel room with a four-poster bed, two bedside lamps, a nightstand with a telephone and a red vase, and a framed picture on the wall.

A row of single-story cabins with porch seating and a covered walkway.

A room with a television on a wooden dresser, a chair, and a lamp.

9. West Road Motel

Bennington

$89

$97 total

includes taxes & fees

Sep 24 - Sep 25

A kitchen with a countertop, a refrigerator, and a window.

A kitchen with a refrigerator, a coffee maker, and a microwave.

A hotel room with two beds, a nightstand with a lamp, a television, and framed artwork on the wall.

A park with picnic tables, a playground, and a large coniferous tree.

10. The Villager Motel

Williamstown

$89

$99 total

includes taxes & fees

Sep 13 - Sep 14

A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

A living room with a sofa, chairs, a coffee table, and a rug. There is a kitchen area with a refrigerator and a water dispenser.

A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.

A kitchen with a fireplace, dining area, and a large window with curtains.

11. Williamstown Motel

Williamstown

$99

$111 total

includes taxes & fees

Sep 13 - Sep 14

A garden with a swing set, a blue chair, and a flower bed.

A breakfast buffet setup with cereal, milk, juice, and pastries.

A garden with a wooden pergola, potted plants, and a lawn with chairs.

A swimming pool with lounge chairs and a fence.

12. Maple Terrace Motel

Williamstown

$125

$140 total

includes taxes & fees

Sep 14 - Sep 15

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

A hotel room with two blue upholstered chairs, a wooden table with a lamp, a TV mounted on the wall, and a wooden dresser with drawers.

A white two-story building with a porch, labeled as a motel.

13. Willows Motel Williamstown

Williamstown

$109

$122 total

includes taxes & fees

Sep 13 - Sep 14

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern interior with a large window, a wooden table, and bar stools.

A reception area with a large landscape painting, a dark reception desk, and a potted plant.

A modern cafe with a wooden accent wall, a coffee machine, and black chairs.

14. Hotel Downstreet, an Ascend Collection Hotel

North Adams

$144

$160 total

includes taxes & fees

Sep 20 - Sep 21

A building with a covered parking area and a grassy front yard.

A dining area with wooden chairs and tables, a kitchen counter with appliances, and framed pictures on the wall.

A rectangular swimming pool with a wooden deck surrounding it.

A motel with multiple rooms, a parking area, and a large tree in the foreground.

15. Howard Johnson by Wyndham Williamstown

Williamstown

$110

$123 total

includes taxes & fees

Sep 14 - Sep 15

A modern living room with a fireplace, large windows, and a cozy seating area.

A modern hotel room with a large bed, a desk, and a chair. There is a window with curtains, a painting of mountains, and a TV on the wall.

A modern living room with a large sofa, a coffee table, and a fireplace.

An outdoor seating area with tables and chairs, a large umbrella, and string lights.

16. Inn At Mount Snow

West Dover

$118

$130 total

includes taxes & fees

Sep 14 - Sep 15

A fire feature with a metal frame and a brick wall in the background.

A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.

A reception area with a wooden reception desk, a bar area in the background, and a decorative wall piece.

17. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

$180

$201 total

includes taxes & fees

Sep 15 - Sep 16

A red house with a porch, surrounded by a grassy yard and trees.

A house with a porch, a small pond, and surrounding trees.

A spacious living area with a wooden dining table, two bar stools, a kitchen area with white cabinets, and a television on a stand.

A modern kitchen with white cabinets, a granite countertop, and a dishwasher.

18. Two Brooks Lodge

Bennington

$155

$429 total

includes taxes & fees

Sep 13 - Sep 14

A pool area with a white building, a fence, and trees in the background.

A covered porch with white furniture and green chairs, surrounded by lush greenery.

A white two-story house with a sloped roof, large windows, and a small porch.

19. 1896 House Country Inn & Motels

Williamstown

$125

$140 total

includes taxes & fees

Sep 13 - Sep 14

A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.

A spacious living area with a fireplace, wooden beams, and a large window.

A bar area with wooden beams, red chairs, and a long wooden table.

20. The Williams Inn

Williamstown

$220

$246 total

includes taxes & fees

Sep 13 - Sep 14

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Go beyond your typical stay in Old Bennington

Pet friendly

Apartment

Pool

Hot tub

Cottage

Family friendly

Top landmarks in Old Bennington

Bennington Battle Monument

9.0/10 (202 reviews)

Bennington Battle Monument is 0.4 mi (0.6 km) from central Old Bennington, why not stop by during your stay.

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Bennington Museum

9.0/10 (50 reviews)

If museums are on your list of things to see, then you might want to head to Bennington Museum, located in the heart of Old Bennington.If you want to see more of the museums in Old Bennington, Robert Frost Stone House Museum isn't far either.

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Old First Congregational Church

9.6/10 (12 reviews)

If you're planning a bit of sightseeing during your trip, head to Old First Congregational Church— just one of the monuments in central Old Bennington. You can also discover the museums and art galleries in the area— your sightseeing tour starts here.

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Learn more about Old Bennington

Old Bennington is well-known for its attractions such as Bennington Museum and Old First Congregational Church.

See all hotels in Old Bennington

A tall, narrow obelisk with a pointed top, surrounded by trees and a clear blue sky.

Check out reviews of Old Bennington hotels guests love

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"Great location for Mass Moca"

Inn At Mount Snow

10/10 Excellent

"Tout était parfait endroit que je vais retourné sans hésiter. Nous réservons environ 40 hôtels par année et c'est de loin notre coup de coeur"

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good

"Great location. Easy walk to downtown shops and dining venues."

Brittany Motel

10/10 Excellent

"Very friendly staff. The room was cozy and quiet."

Willows Motel Williamstown

10/10 Excellent

"Awesome staff plus pet-friendly."

Williamstown Motel

10/10 Excellent

"Clean room, friendly staff!"

Hideaway Inn Mt. Snow

10/10 Excellent

"We had a great experience here, well thought out instructions are provided for the electronic check in and room key. No staff (you do not need anyone), very clean and large room. Beautiful property, two very large downstairs living areas with nice amenities (espresso coffee and tea maker), lots of seating and games) and a gorgeous view. Lovely gated on-site pool area. This property is perfect for my dog, who loves to play fetch. Grounds are groomed."

Cozy Corner Motel

10/10 Excellent

"best Motel ever. it is a motel... so it is not lavish. that having been said, everything was great and i highly recommend."

The Four Chimneys Inn

10/10 Excellent

"Very nice, quiet place. Relaxing and cute."

Frequently asked questions

What hotels do travelers recommend in Old Bennington?

Guests like The Four Chimneys Inn, Hotel Vervana, Trademark Collection by Wyndham and Knotty Pine.

Can I book refundable accommodations in Old Bennington?

If you're looking for the flexibility to change your plans to Old Bennington, most properties provide refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Old Bennington be like during my trip?

The warmest months in Old Bennington are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 26°F. The rainiest months are October and June.

Why should I book my Old Bennington accommodation with Hotels.com?

There are plenty of reasons to book your Old Bennington travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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