Old Bennington Hotel & Accommodation Deals 2026 from AU$112 - Compare prices by date

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

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

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

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

1. The Four Chimneys Inn

Bennington

Jeane

AU$432

includes taxes & fees

1 Sept - 2 Sept

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.

2. New Englander Inn Bennington

Bennington

Mike

AU$150

includes taxes & fees

22 Sept - 23 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 two beds, a desk, a chair, a TV, and a window with a view of greenery.

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

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.

3. Hotel Vervana, Trademark Collection by Wyndham

Bennington

John

AU$167

includes taxes & fees

13 Sept - 14 Sept

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

4. Hampton Inn Bennington

Bennington

Robin

AU$248

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.

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

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

A house with a red door and windows, surrounded by trees and a rainbow in the sky.

5. Harwood Hill Motel

Bennington

William

AU$213

includes taxes & fees

1 Sept - 2 Sept

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

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

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

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

6. Knotty Pine

Bennington

Carol

AU$181

includes taxes & fees

3 Sept - 4 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 compact room with a television, a small desk with a chair, a wardrobe, and a patterned floor.

7. Bennington Motor Inn

Bennington

schuyler

AU$129

includes taxes & fees

3 Sept - 4 Sept

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

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

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

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

8. South Shire

Bennington

Maria Belinda

AU$331

includes taxes & fees

1 Sept - 2 Sept

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

AU$139

includes taxes & fees

6 Sept - 7 Sept

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

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

Janis

AU$145

includes taxes & fees

9 Sept - 10 Sept

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

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

11. The Villager Motel

Williamstown

Rebecca

AU$139

includes taxes & fees

1 Sept - 2 Sept

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

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

12. West Road Motel

Bennington

Creed

AU$135

includes taxes & fees

24 Sept - 25 Sept

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

13. Maple Terrace Motel

Williamstown

Annette

AU$195

includes taxes & fees

9 Sept - 10 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 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.

14. Willows Motel Williamstown

Williamstown

Richard

AU$132

includes taxes & fees

1 Sept - 2 Sept

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

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

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.

15. Howard Johnson by Wyndham Williamstown

Williamstown

Donna

AU$171

includes taxes & fees

6 Sept - 7 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 reception area with a large landscape painting, a dark reception desk, and a potted plant.

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

16. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Peter

AU$231

includes taxes & fees

1 Oct - 2 Oct

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

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

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.

17. Williamstown Motel

Williamstown

Matthew

AU$158

includes taxes & fees

8 Sept - 9 Sept

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

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

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

A cozy room with a sofa, a bed, a wooden table, and a coffee machine.

18. Brittany Motel

Manchester Center

Elizabeth

AU$132

includes taxes & fees

1 Sept - 2 Sept

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

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

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

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.

19. Inn At Mount Snow

West Dover

Pamela

AU$164

includes taxes & fees

3 Sept - 4 Sept

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

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

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

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

20. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

C. David

AU$287

includes taxes & fees

27 Sept - 28 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

Recent Reviews in Old Bennington

The Williams Inn

10/10 Excellent

"Great place. Would love to have a swimming pool for lap swimming"

Knotty Pine

8/10 Good

"Clean and convenient."

Williamstown Motel

10/10 Excellent

"Excellent service, excellent stay."

Blue Vista Motor Lodge

10/10 Excellent

"Great view. a bit overpriced for what you get. Nice and helpful staff"

Willows Motel Williamstown

10/10 Excellent

"Our one-night stay at Willows Motel was very pleasant. The staff/managers/owners were friendly and helpful, our room was comfortable and clean. We were easily able to control the temperature with up-to-date air conditioning. The free continental breakfast was healthy and generous, including a plentiful assortment of fruits, nuts, dates, etc. to accompany the cereal, breads, bagels, etc. We also appreciated the well-kept small garden areas around the property. We would choose the Willows Motel again if we are staying in the Williamstown area."

The White House Inn

10/10 Excellent

"The patio and grounds were amazing! Room was cute, clean and quiet."

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good

"Nice staff. Dirty pool. Rooms were okay."

The Porches Inn at Mass MoCA

8/10 Good

"The property is on a busy road. I was glad I asked for a room on the backside of the property. It was disappointing to find there was no coffeemaker in the room. Breakfast was good. There was quite a variety of items. They had coffee, but no decaf coffee. A staff member suggested diluting the regular coffee with water. When you can’t have caffeine that’s not an option. I was glad we stayed there but probably wouldn’t go back."

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."

More cheap accommodation in Old Bennington

Willows Motel Williamstown

480 Main St Williamstown MA

AU$132

1 Sept - 2 Sept

includes taxes & fees

9/10 Wonderful! (1,005 reviews)

Brittany Motel

1056 Main Street/Historic Route 7A Manchester Center VT

AU$132

1 Sept - 2 Sept

includes taxes & fees

New Englander Inn Bennington

220 Northside Drive Bennington VT

AU$150

22 Sept - 23 Sept

includes taxes & fees

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

AU$167

13 Sept - 14 Sept

includes taxes & fees

8.2/10 Very good! (1,001 reviews)

Howard Johnson by Wyndham Williamstown

213 Main St Williamstown MA

AU$171

6 Sept - 7 Sept

includes taxes & fees

6.6/10 (937 reviews)

Knotty Pine

130 Northside Dr Bennington VT

AU$181

3 Sept - 4 Sept

includes taxes & fees

8.4/10 Very good! (154 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$112 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. New Englander Inn Bennington

3. Hotel Vervana, Trademark Collection by Wyndham

4. Hampton Inn Bennington

5. Harwood Hill Motel

6. Knotty Pine

7. Bennington Motor Inn

8. South Shire

9. Starlight Inn

10. Cozy Corner Motel

11. The Villager Motel

12. West Road Motel

13. Maple Terrace Motel

14. Willows Motel Williamstown

15. Howard Johnson by Wyndham Williamstown

16. Hotel Downstreet, an Ascend Collection Hotel

17. Williamstown Motel

18. Brittany Motel

19. Inn At Mount Snow

20. Fairfield Inn & Suites by Marriott Williamstown

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

The Williams Inn

Knotty Pine

Williamstown Motel

Blue Vista Motor Lodge

Willows Motel Williamstown

The White House Inn

Hotel Vervana, Trademark Collection by Wyndham

The Porches Inn at Mass MoCA

Hideaway Inn Mt. Snow

More cheap accommodation in Old Bennington

Willows Motel Williamstown

Brittany Motel

New Englander Inn Bennington

Hotel Vervana, Trademark Collection by Wyndham

Howard Johnson by Wyndham Williamstown

Knotty Pine

Frequently asked questions

Explore a world of travel with Expedia

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