Old Bennington Hotel & Accommodation Deals 2026 from NZ$115 - Fully Refundable Options

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

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.

1. The Four Chimneys Inn

Bennington

Robert

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

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

2. Hampton Inn Bennington

Bennington

Victoria

NZ$334

includes taxes & fees

25 Oct - 26 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 bed, bedside tables, a sofa, a wooden coffee table, and a painting on the wall.

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.

3. New Englander Inn Bennington

Bennington

Douglas

NZ$179

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 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.

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

NZ$207

includes taxes & fees

11 Nov - 12 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 motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.

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

5. Knotty Pine

Bennington

William

NZ$288

includes taxes & fees

18 Oct - 19 Oct

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

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

6. Bennington Motor Inn

Bennington

Jay

NZ$146

includes taxes & fees

18 Oct - 19 Oct

An outdoor seating area with Adirondack chairs and potted plants.

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.

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

7. Cozy Corner Motel

Williamstown

Jonathan

NZ$157

includes taxes & fees

15 Nov - 16 Nov

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

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

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

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

8. The Villager Motel

Williamstown

DONNA

NZ$157

includes taxes & fees

15 Nov - 16 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 interior with a large window, a wooden table, and bar stools.

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

9. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Tara

NZ$237

includes taxes & fees

15 Nov - 16 Nov

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.

10. Willows Motel Williamstown

Williamstown

David

NZ$168

includes taxes & fees

15 Nov - 16 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 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.

11. South Shire

Bennington

Jorge

NZ$403

includes taxes & fees

7 Nov - 8 Nov

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

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

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

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

12. Maple Terrace Motel

Williamstown

Deborah

NZ$197

includes taxes & fees

15 Nov - 16 Nov

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.

13. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

C. David

NZ$278

includes taxes & fees

15 Nov - 16 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 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.

14. Williamstown Motel

Williamstown

Ahmet

NZ$142

includes taxes & fees

1 Nov - 2 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 motel with a row of rooms, a flagpole, and a large tree in the foreground.

15. Starlight Inn

Bennington

Jeremia

NZ$204

includes taxes & fees

18 Oct - 19 Oct

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

NZ$200

includes taxes & fees

18 Oct - 19 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 interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.

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

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

17. The Williams Inn

Williamstown

Joshua

NZ$405

includes taxes & fees

8 Nov - 9 Nov

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

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

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

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

18. The Porches Inn at Mass MoCA

North Adams

Ram

NZ$336

includes taxes & fees

15 Nov - 16 Nov

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

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.

19. West Road Motel

Bennington

Wesley G

NZ$115

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 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.

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

20. Brittany Motel

Manchester Center

Karen B

NZ$168

includes taxes & fees

2 Nov - 3 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

Recent Reviews in Old Bennington

Inn At Mount Snow

10/10 Excellent

"Super friendly and laid back. Cute area"

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 :/"

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."

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."

The Four Chimneys Inn

10/10 Excellent

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

More cheap accommodation in Old Bennington

Bennington Motor Inn

143 West Main Street Bennington VT

NZ$146

18 Oct - 19 Oct

includes taxes & fees

7.6/10 Good! (503 reviews)

Willows Motel Williamstown

480 Main St Williamstown MA

NZ$168

15 Nov - 16 Nov

includes taxes & fees

Valley Craft Ales

18 N Main St Wilmington VT

NZ$175

27 Oct - 28 Oct

includes taxes & fees

8.4/10 Very good! (264 reviews)

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

NZ$207

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

NZ$271

2 Nov - 3 Nov

includes taxes & fees

10/10 Exceptional! (134 reviews)

Knotty Pine

130 Northside Dr Bennington VT

NZ$288

18 Oct - 19 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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 NZ$115 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

Dorset Holiday Rentals

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. Knotty Pine

6. Bennington Motor Inn

7. Cozy Corner Motel

8. The Villager Motel

9. Hotel Downstreet, an Ascend Collection Hotel

10. Willows Motel Williamstown

11. South Shire

12. Maple Terrace Motel

13. Fairfield Inn & Suites by Marriott Williamstown

14. Williamstown Motel

15. Starlight Inn

16. Howard Johnson by Wyndham Williamstown

17. The Williams Inn

18. The Porches Inn at Mass MoCA

19. West Road Motel

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

Inn At Mount Snow

Hotel Vervana, Trademark Collection by Wyndham

Hideaway Inn Mt. Snow

Brittany Motel

Valley Craft Ales

The White House Inn

Hampton Inn Bennington

Knotty Pine

The Four Chimneys Inn

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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