Old Bennington Hotel & Accommodation Deals 2026 from AU$108 - Compare prices by date

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

A large, two-story house with a covered porch and multiple chimneys.

1. The Four Chimneys Inn

Bennington

Robert

AU$370

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

2. Hampton Inn Bennington

Bennington

Victoria

AU$268

includes taxes & fees

26 Oct - 27 Oct

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

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

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

3. New Englander Inn Bennington

Bennington

Douglas

AU$144

includes taxes & fees

25 Oct - 26 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 hotel room with a red sofa, a round wooden table, a black armchair, a bed, and a large window with a view of greenery.

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

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

AU$166

includes taxes & fees

11 Nov - 12 Nov

An outdoor seating area with Adirondack chairs and potted plants.

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

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

A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.

5. Cozy Corner Motel

Williamstown

Jonathan

AU$126

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

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

A hotel room with two beds, a rocking chair, a door, and a window with curtains.

6. Bennington Motor Inn

Bennington

Jay

AU$117

includes taxes & fees

26 Oct - 27 Oct

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

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

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

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

7. The Villager Motel

Williamstown

DONNA

AU$127

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 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.

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

8. Knotty Pine

Bennington

William

AU$231

includes taxes & fees

26 Oct - 27 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 two blue upholstered chairs, a wooden table with a lamp, a TV mounted on the wall, and a wooden dresser with drawers.

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

9. Willows Motel Williamstown

Williamstown

David

AU$135

includes taxes & fees

12 Nov - 13 Nov

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 modern hotel building with the name "Hotel Downtown" on the facade.

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

10. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Tara

AU$191

includes taxes & fees

5 Nov - 6 Nov

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

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

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

AU$159

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

A blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.

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

12. Williamstown Motel

Williamstown

Ahmet

AU$114

includes taxes & fees

1 Nov - 2 Nov

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 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.

13. South Shire

Bennington

Jorge

AU$323

includes taxes & fees

7 Nov - 8 Nov

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

14. Starlight Inn

Bennington

Jeremia

AU$164

includes taxes & fees

18 Oct - 19 Oct

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 living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.

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

AU$224

includes taxes & fees

9 Nov - 10 Nov

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

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.

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

16. Howard Johnson by Wyndham Williamstown

Williamstown

Barbara

AU$160

includes taxes & fees

20 Oct - 21 Oct

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

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

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

AU$108

includes taxes & fees

26 Oct - 27 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.

18. The Williams Inn

Williamstown

Joshua

AU$325

includes taxes & fees

9 Nov - 10 Nov

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

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

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

A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."

19. The Porches Inn at Mass MoCA

North Adams

Ram

AU$270

includes taxes & fees

15 Nov - 16 Nov

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

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

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

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

20. Brittany Motel

Manchester Center

Karen B

AU$136

includes taxes & fees

19 Oct - 20 Oct

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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

Recent Reviews in Old Bennington

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 accommodation in Old Bennington

Bennington Motor Inn

143 West Main Street Bennington VT

AU$117

26 Oct - 27 Oct

includes taxes & fees

7.6/10 Good! (502 reviews)

Willows Motel Williamstown

480 Main St Williamstown MA

AU$135

12 Nov - 13 Nov

includes taxes & fees

Valley Craft Ales

18 N Main St Wilmington VT

AU$141

30 Oct - 31 Oct

includes taxes & fees

8.4/10 Very good! (264 reviews)

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

AU$166

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

AU$218

5 Nov - 6 Nov

includes taxes & fees

10/10 Exceptional! (133 reviews)

Knotty Pine

130 Northside Dr Bennington VT

AU$231

26 Oct - 27 Oct

includes taxes & fees

8.2/10 Very good! (178 reviews)

Frequently asked questions

What is the best area to stay in Old Bennington?

The best area to stay in Old Bennington is within the historic district itself, particularly around Monument Avenue and Old Main Street.This compact and preserved area is the heart of Old Bennington, featuring historic-era homes, the iconic Bennington Battle Monument, and the historic Old First Church. It's a very walkable district, allowing you to easily explore key landmarks and enjoy the quiet, residential feel.For couples seeking a tranquil and historically rich getaway, staying directly in Old Bennington is ideal. You'll be within strolling distance of the Bennington Battle Monument, offering panoramic views of the surrounding Vermont landscape, and the serene grounds of the Old First Church, a beautiful example of New England architecture.

When is the best time to go to Old Bennington?

The best time to visit Old Bennington is during the autumn months, specifically from late September to mid-October, for the most spectacular foliage.This period offers crisp, clear weather, great for exploring the historic village and enjoying outdoor activities. The rolling hills surrounding Old Bennington transform into a breathtaking tapestry of reds, oranges, and golds, making it an ideal time for scenic drives and photography.Couples looking for a romantic getaway will find this season particularly appealing. You can enjoy strolls through the Old Bennington Cemetery, visit the Old First Church, and explore the Bennington Battle Monument, all set against a stunning natural backdrop. Many local inns and restaurants offer special autumn menus and experiences during this peak season.For those who prefer fewer crowds and slightly milder weather, late spring (May to early June) is also a lovely time. The landscape is lush and green, and historical sites are fully open.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Old Bennington.

How can I save on a hotel booking in Old Bennington with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Old Bennington hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Old Bennington?

Prices for hotels in Old Bennington often vary, but you can find a great deal from AU$108 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

Explore a world of travel with Expedia

Activities in Bennington

Book Hotels in Old Bennington on Expedia.com

Search Old Bennington hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Old Bennington

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Old Bennington hotels

1. The Four Chimneys Inn

2. Hampton Inn Bennington

3. New Englander 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. Hotel Downstreet, an Ascend Collection Hotel

11. Maple Terrace Motel

12. Williamstown Motel

13. South Shire

14. Starlight Inn

15. Fairfield Inn & Suites by Marriott Williamstown

16. Howard Johnson by Wyndham Williamstown

17. West Road Motel

18. The Williams Inn

19. The Porches Inn at Mass MoCA

20. Brittany Motel

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

Recent Reviews in Old Bennington

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 accommodation 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

Explore a world of travel with Expedia

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