𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Old Bennington (2026)

A statue with outstretched arms and a tall obelisk in the background.

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Go beyond your typical stay in Old Bennington

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Pool

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Family friendly

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Our top choices for Old Bennington hotels

A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

A cozy living room with a fireplace, comfortable seating, and a view of the outdoors.

A stone gate with a lantern, surrounded by trees and a grassy area.

A dining room with a brick floor, large windows, and a chandelier.

1. The Four Chimneys Inn

Bennington

Robert

S$330

includes taxes & fees

1 Nov - 2 Nov

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

A hotel room with a bed, bedside tables, a sofa, a wooden coffee table, and a painting on the wall.

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

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

2. New Englander Inn Bennington

Bennington

Douglas

S$129

includes taxes & fees

25 Oct - 26 Oct

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 reception area with a reception desk, a chandelier, framed pictures, and a coffee station.

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

3. Hampton Inn Bennington

Bennington

Victoria

S$240

includes taxes & fees

26 Oct - 27 Oct

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 tree with a fallen trunk in a grassy area with a blue building in the background.

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

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.

4. Hotel Vervana, Trademark Collection by Wyndham

Bennington

Gloria

S$149

includes taxes & fees

11 Nov - 12 Nov

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.

5. Cozy Corner Motel

Williamstown

Jonathan

S$113

includes taxes & fees

2 Nov - 3 Nov

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.

6. Bennington Motor Inn

Bennington

Jay

S$105

includes taxes & fees

19 Oct - 20 Oct

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

A motel named 'The Villager Motel' with a 'VACANCY' sign, a picnic table, and a red planter on the lawn.

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

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

7. The Villager Motel

Williamstown

DONNA

S$113

includes taxes & fees

1 Nov - 2 Nov

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

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

A white motel named Knotty Pine with a signboard, windows, and flower planters.

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

8. Knotty Pine

Bennington

William

S$207

includes taxes & fees

18 Oct - 19 Oct

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

A hay bale display with pumpkins and scarecrows.

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.

9. Willows Motel Williamstown

Williamstown

David

S$121

includes taxes & fees

1 Nov - 2 Nov

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, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.

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

10. Williamstown Motel

Williamstown

Ahmet

S$103

includes taxes & fees

4 Nov - 5 Nov

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

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

A swimming pool with lounge chairs and a fence.

A house with a porch, snow-covered ground, and a Christmas tree with lights.

11. Maple Terrace Motel

Williamstown

Deborah

S$142

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

12. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Tara

S$171

includes taxes & fees

5 Nov - 6 Nov

A large tree with orange leaves in a grassy field.

A hotel room with a wooden floor, a bed with white bedding, a desk with a chair, a bedside table with a lamp, and a window with a view of greenery.

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

13. Starlight Inn

Bennington

Jeremia

S$146

includes taxes & fees

22 Oct - 23 Oct

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

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

A traditional living room with a wooden ceiling, green curtains, a fireplace, and a large armchair.

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

14. South Shire

Bennington

Jorge

S$290

includes taxes & fees

7 Nov - 8 Nov

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

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

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.

15. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

C. David

S$201

includes taxes & fees

12 Nov - 13 Nov

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 hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

16. Howard Johnson by Wyndham Williamstown

Williamstown

Barbara

S$143

includes taxes & fees

18 Oct - 19 Oct

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

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

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 small boat with three people on a calm lake surrounded by greenery and houses.

17. West Road Motel

Bennington

Wesley G

S$83

includes taxes & fees

25 Oct - 26 Oct

A spacious living area with a high ceiling, a wooden staircase, and a built-in kitchen visible through an open door.

A spacious living room with a wooden staircase, a television, a sofa set, and a fireplace.

A living room with a sofa, a coffee table, a chess table, a TV, and a gaming console.

A building with a covered outdoor area, wooden benches, and potted plants.

18. Brittany Motel

Manchester Center

Karen B

S$121

includes taxes & fees

19 Oct - 20 Oct

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

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

An outdoor seating area with stone fire pit, chairs, and a red building in the background.

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

19. The Williams Inn

Williamstown

Joshua

S$291

includes taxes & fees

8 Nov - 9 Nov

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.

A hallway with a collection of plates on the walls, leading to a staircase.

A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.

20. The Porches Inn at Mass MoCA

North Adams

Ram

S$242

includes taxes & fees

15 Nov - 16 Nov

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Stay near popular Old Bennington attractions

Bennington Battle Monument

9.0/10 (202 reviews)

After visiting Bennington Battle Monument, make a plan to see the other sights and activities in Old Bennington. Discover the cafes and its art scene while you're in the area.

See properties

Bennington Museum

9.0/10 (50 reviews)

You can spend an afternoon exploring the galleries in Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and cafes.

See properties

Old First Congregational Church

9.6/10 (12 reviews)

Find out about the history of Old Bennington when you spend time at Old First Congregational Church. In the area, take in the art scene and mountain views.

See properties

Learn more about Old Bennington

Venture to sights like Old First Congregational Church and Bennington Museum as you discover Old Bennington.

See all hotels in Old Bennington

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

Top Old Bennington Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good

"Room was clean but could use some new grout. Parking was a little odd and the hotel is almost in a neighborhood, which meant there were dogs barking. Not all night, but enough. Nice big room, a sauna in the room but we couldn’t figure out how to work it (and didn’t try very hard). Pool was nice and we very much appreciated the balcony with sliding screen door that we could leave open. Generally a good stay and we would stay here again if in the area."

Hideaway Inn Mt. Snow

10/10 Excellent

"This was a nice place. The staff was great as there were prompt responses to my inquiries. The property is a little dated but clean. We were not there long enough to enjoy the amenities. I would stay again."

Brittany Motel

8/10 Good

"Everything was totally fine except there was like one outlet in the entire room and the mini fridge was inexplicably loud when it would turn on and back off. It woke me up several times and I thought something serious was happening, but then it was just the fridge :/"

Inn At Mount Snow

8/10 Good

"The place was great. Rooms a little small. No dressers to put your clothes in. Only one luggage rack, should have two Because no dressers. Staff was friendly. Place was clean."

Valley Craft Ales

8/10 Good

"Beautiful view. I stayed Sunday so it was nice and quiet."

The White House Inn

8/10 Good

"It was a beautiful property with friendly staff. The room was very pretty but the mattress was very soft and the pillows were tiny. We loved the fireplace as well but when you lay down you can't see the fire and it was uncomfortable to sit at the end of the bed. A cozy area should be in front of the fire place. However I would still stay there again."

Hampton Inn Bennington

10/10 Excellent

"Overnight stay Nice break from a long drive."

Howard Johnson by Wyndham Williamstown

8/10 Good

"Room was good for an overnight stay. Location near Williamstown was a plus. Hope they install a vent to take out humidity out of bath."

Knotty Pine

8/10 Good

"I felt a little abandoned by the manager because she had very limite hours when she was available. The was pleasant and responsive when we did see her, but . . . Bathroom was clean and all, but design didn't allow space for a woman to lay out makeup and personal items. Very limited. Beds were very comfortable. Glad to have frig and microwave."

More cheap stays in Old Bennington

Bennington Motor Inn

143 West Main Street Bennington VT

S$105

19 Oct - 20 Oct

includes taxes & fees

7.6/10 Good! (502 reviews)

Willows Motel Williamstown

480 Main St Williamstown MA

S$121

1 Nov - 2 Nov

includes taxes & fees

Valley Craft Ales

18 N Main St Wilmington VT

S$126

2 Nov - 3 Nov

includes taxes & fees

8.4/10 Very good! (264 reviews)

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

S$149

11 Nov - 12 Nov

includes taxes & fees

8.2/10 Very good! (1,004 reviews)

Inn At Mount Snow

401 Vermont Rte 100 West Dover VT

S$195

2 Nov - 3 Nov

includes taxes & fees

10/10 Exceptional! (133 reviews)

Knotty Pine

130 Northside Dr Bennington VT

S$207

18 Oct - 19 Oct

includes taxes & fees

8.2/10 Very good! (178 reviews)

Frequently asked questions

Where is the best place for a stay in Old Bennington?

Based on our traveller data, The Four Chimneys Inn is one of the top choices for your stay. This B&B is a short 1-minute walk from Green Mountain National Forest, and it offers free breakfast and free parking. Other good choices for your visit to the area are Hotel Downstreet, an Ascend Collection Hotel and The Williams Inn. See all available top hotels, or vacation rentals in Old Bennington.

If I need to cancel my hotel reservation in Old Bennington, will I receive a refund?

Yes! The majority of room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Old Bennington.

How is it staying in Old Bennington?

Visitors will definitely enjoy all that Old Bennington has to offer. There are 1012 hotels and other accommodation options in the surrounding area. Find out more about Old Bennington.

What are the top places to visit in Old Bennington?

A couple of favourite places to visit are Old First Congregational Church and Bennington Museum. You'll also find Bennington Center for the Arts and Robert Frost Stone House Museum in the area. Take a look at what more there is to see and do in Expedia's Old Bennington guide.

What's the weather like in Old Bennington?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Old Bennington are January, March, February and December, with each month seeing an average of 21 cm of snowfall.

Old Bennington Hotels from S$83

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Old Bennington

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Old Bennington hotels

1. The Four Chimneys Inn

2. New Englander Inn Bennington

3. Hampton Inn Bennington

4. Hotel Vervana, Trademark Collection by Wyndham

5. Cozy Corner Motel

6. Bennington Motor Inn

7. The Villager Motel

8. Knotty Pine

9. Willows Motel Williamstown

10. Williamstown Motel

11. Maple Terrace Motel

12. Hotel Downstreet, an Ascend Collection Hotel

13. Starlight Inn

14. South Shire

15. Fairfield Inn & Suites by Marriott Williamstown

16. Howard Johnson by Wyndham Williamstown

17. West Road Motel

18. Brittany Motel

19. The Williams Inn

20. The Porches Inn at Mass MoCA

Stay near popular Old Bennington attractions

Bennington Battle Monument

Bennington Museum

Old First Congregational Church

Learn more about Old Bennington

Top Old Bennington Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

Hideaway Inn Mt. Snow

Brittany Motel

Inn At Mount Snow

Valley Craft Ales

The White House Inn

Hampton Inn Bennington

Howard Johnson by Wyndham Williamstown

Knotty Pine

More cheap stays in Old Bennington

Bennington Motor Inn

Willows Motel Williamstown

Valley Craft Ales

Hotel Vervana, Trademark Collection by Wyndham

Inn At Mount Snow

Knotty Pine

Frequently asked questions

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