Best Old Bennington Hotels in 2026 from HK$631 - Fully Refundable Options

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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

Jeane

HK$2,227

HK$2,427 total

includes taxes & fees

31 Aug - 1 Sept

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

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.

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

2. Hampton Inn Bennington

Bennington

Robin

HK$1,279

HK$1,394 total

includes taxes & fees

6 Sept - 7 Sept

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.

3. New Englander Inn Bennington

Bennington

Michael

HK$779

HK$849 total

includes taxes & fees

6 Sept - 7 Sept

A snow-covered gazebo with a clear view of the surrounding trees and a bright sun in the background.

A hotel room with a bed, two bedside lamps, a painting on the wall, and an air conditioning unit.

A display of pottery and decorative items on shelves.

Two signs: one for Harwood Hill Motel with a vacancy notice, and another welcoming visitors to the Million Dollar View.

4. Harwood Hill Motel

Bennington

William

HK$1,098

HK$1,196 total

includes taxes & fees

13 Sept - 14 Sept

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.

5. Hotel Vervana, Trademark Collection by Wyndham

Bennington

John

HK$860

HK$937 total

includes taxes & fees

8 Sept - 9 Sept

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

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

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

schuyler

HK$663

HK$723 total

includes taxes & fees

25 Aug - 26 Aug

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

7. Knotty Pine

Bennington

Lance

HK$854

HK$931 total

includes taxes & fees

26 Aug - 27 Aug

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.

8. South Shire

Bennington

Jan

HK$1,509

HK$1,730 total

includes taxes & fees

28 Aug - 29 Aug

A large tree with orange leaves in a grassy field.

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

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.

9. Starlight Inn

Bennington

"The property was very dated... run down fixtures,, bathrooms.. sink and bathtub missing large areas of grout.. they were discolored by age and usage and very unpleasing...We received no maid service for the 3 nights we were there..no fresh linens nor any fresh towels. The parking lot and entrance ramp are dated and full of holes and uneven pavement and in need of repair....Therefore.. a poor rating is being nice..."

CHRIS

HK$739

HK$805 total

includes taxes & fees

25 Aug - 26 Aug

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

10. Cozy Corner Motel

Williamstown

Jeremy

HK$691

HK$813 total

includes taxes & fees

9 Sept - 10 Sept

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

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

11. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Victoria

HK$1,166

HK$1,303 total

includes taxes & fees

1 Sept - 2 Sept

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.

12. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

C. David

HK$1,442

HK$1,611 total

includes taxes & fees

20 Sept - 21 Sept

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

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

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.

13. Willows Motel Williamstown

Williamstown

Richard

HK$812

HK$907 total

includes taxes & fees

25 Aug - 26 Aug

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

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

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

A swimming pool with lounge chairs and a fence.

14. Maple Terrace Motel

Williamstown

Annette

HK$980

HK$1,095 total

includes taxes & fees

8 Sept - 9 Sept

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

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

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

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

15. West Road Motel

Bennington

Creed

HK$776

HK$846 total

includes taxes & fees

25 Aug - 26 Aug

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

16. Howard Johnson by Wyndham Williamstown

Williamstown

Donna

HK$862

HK$963 total

includes taxes & fees

25 Aug - 26 Aug

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.

17. The Williams Inn

Williamstown

John

HK$2,059

HK$2,300 total

includes taxes & fees

14 Sept - 15 Sept

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

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.

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

18. The Villager Motel

Williamstown

Rebecca

HK$698

HK$779 total

includes taxes & fees

1 Sept - 2 Sept

A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

A room with a blue sofa, a plant, a lamp, and framed artwork on the wall.

A snow-covered house with a red exterior, two lit lanterns, and a snow-covered entrance.

A person sitting by a fireplace with stockings hanging above.

19. The Nutmeg

Wilmington

David

HK$1,411

HK$1,552 total

includes taxes & fees

25 Aug - 26 Aug

A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.

A large, white, two-story house with a central balcony and a covered porch.

A large, white colonial-style house with a porch, surrounded by lush greenery and trees.

A grand chandelier with multiple candle-like lights, a white balustrade, and an arched doorway in the background.

20. The White House Inn

Wilmington

Eleana

HK$1,505

HK$1,656 total

includes taxes & fees

20 Sept - 21 Sept

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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 Bennington Museum and Old First Congregational Church 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

Valley Craft Ales

8/10 Good

"A unique experience staying above a pub by the river. Simple space suited for sleeping. The bed was comfortable and linens fresh and crisp. I felt a bit like I was in a scene from the Hobbit. I would return again."

Willows Motel Williamstown

10/10 Excellent

"The hotel was comfortable and clean, with extremely helpful and kind staff."

Howard Johnson by Wyndham Williamstown

10/10 Excellent

"Clean room"

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good

"The staff was incredibly helpful and the breakfast was homemade not powdered eggs. Down side was the walls were a bit thin. Rooms were well appointed and it’s in a great location. I was there to volunteer for a RAm event and a lot of us stayed there. Next year I would stay there again. Maybe we can get all the RAM volunteers in one building as we have to get up at 4 am"

Cozy Corner Motel

10/10 Excellent

"Loved everything about this place clean, well maintained, updated. Staff were so very friendly. Lovely grounds, beautiful flowers. Nice seating outside your room."

Hideaway Inn Mt. Snow

10/10 Excellent

"We will definitely return to the Hideaway! We got a text before arrival with our room number and code which was very convenient. The hotel is warm and cozy and beautifully decorated. There is neat stuff to look at everywhere. The 3 floors of common spaces were really cool with a lot to offer, like a water bottle filler and coffee maker. It could use to be cleaned a little more often. When we arrived, the playroom had toys all over the floor and there were sticky drink marks on the bar and crumbs on the coffee table. Someone had crushed the chalk under the dart board and all but 1 of the darts was broken. Regardless, we had a blast playing classic Mario on the arcade game. The living room upstairs was gorgeous, next time we will be sure to use that to play games and maybe watch a movie. We didn’t use the pool because it looked green (we opted to go to the lake instead) but we did make a fire and made s’mores down at one of the fire pits on our second night which was so nice to have. The closet in the hallway to grab towels and such is super convenient and the manager was only a text away if you needed anything. Our room was beautiful and so big. We loved the balcony and the record player in the room was a cool touch my boys had fun listening to. This is a very quiet property with a lot to keep families occupied or just relax and enjoy nature. We had a wonderful stay and when we met the manager she was so sweet! We absolutely loved it and will return for future VT trips."

Rodeway Inn

8/10 Good

"After my initial reservation elsewhere fell through at the very last minute, this motel came through. After a hot, stressful afternoon, checking into a room with excellent air conditioning was fantastic. The room was small, but the bed was comfortable and the bathroom was clean. I paid more than I would have if I wasn’t pretty much desperate, but this place saved the day."

The Four Chimneys Inn

10/10 Excellent

"Room was clean. Staff helpful. Didn’t get a chance to have breakfast either days, the system of pre filled form for breakfast didn’t work for us. Didn’t get a chance to go to the bar"

More cheap stays in Old Bennington

Brittany Motel

1056 Main Street/Historic Route 7A Manchester Center VT

HK$674

HK$742 total

31 Aug - 1 Sept

includes taxes & fees

New Englander Inn Bennington

220 Northside Drive Bennington VT

HK$779

HK$849 total

6 Sept - 7 Sept

includes taxes & fees

Willows Motel Williamstown

480 Main St Williamstown MA

HK$812

HK$907 total

25 Aug - 26 Aug

includes taxes & fees

9/10 Wonderful! (1,015 reviews)

Knotty Pine

130 Northside Dr Bennington VT

HK$854

HK$931 total

26 Aug - 27 Aug

includes taxes & fees

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

HK$860

HK$937 total

8 Sept - 9 Sept

includes taxes & fees

8.2/10 Very good! (1,009 reviews)

Howard Johnson by Wyndham Williamstown

213 Main St Williamstown MA

HK$862

HK$963 total

25 Aug - 26 Aug

includes taxes & fees

6.6/10 (937 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 Vervana, Trademark Collection by Wyndham and The Williams Inn. See all available top hotels, or vacation rentals in Old Bennington.

What are some of the best holiday rentals that Old Bennington has to offer?

24 Acre Southern Vermont Luxury Hilltop Retreat - Private Pool & Panoramic Views: This holiday home rental outside of Old Bennington is located in the mountains, and has an outdoor pool, a patio and air conditioning to put you at ease in your new surroundings. Make the most of garden in this rental home to help you unwind. See all 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 1008 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 Bennington Museum and Old First Congregational Church. You'll also find Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Bennington Potters Yard 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 HK$631

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. Hampton Inn Bennington

3. New Englander Inn Bennington

4. Harwood Hill Motel

5. Hotel Vervana, Trademark Collection by Wyndham

6. Bennington Motor Inn

7. Knotty Pine

8. South Shire

9. Starlight Inn

10. Cozy Corner Motel

11. Hotel Downstreet, an Ascend Collection Hotel

12. Fairfield Inn & Suites by Marriott Williamstown

13. Willows Motel Williamstown

14. Maple Terrace Motel

15. West Road Motel

16. Howard Johnson by Wyndham Williamstown

17. The Williams Inn

18. The Villager Motel

19. The Nutmeg

20. The White House Inn

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

Valley Craft Ales

Willows Motel Williamstown

Howard Johnson by Wyndham Williamstown

Hotel Vervana, Trademark Collection by Wyndham

Cozy Corner Motel

Hideaway Inn Mt. Snow

Rodeway Inn

The Four Chimneys Inn

More cheap stays in Old Bennington

Brittany Motel

New Englander Inn Bennington

Willows Motel Williamstown

Knotty Pine

Hotel Vervana, Trademark Collection by Wyndham

Howard Johnson by Wyndham Williamstown

Frequently asked questions

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