𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Old Bennington (2026)

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

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Cottage

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Our top choices for Old Bennington hotels

1. The Four Chimneys Inn

Bennington

Jeane

S$394

includes taxes & fees

1 Sept - 2 Sept

2. New Englander Inn Bennington

Bennington

Mike

S$138

includes taxes & fees

27 Sept - 28 Sept

3. Hotel Vervana, Trademark Collection by Wyndham

Bennington

John

S$152

includes taxes & fees

13 Sept - 14 Sept

4. Hampton Inn Bennington

Bennington

Robin

S$227

includes taxes & fees

6 Sept - 7 Sept

5. Harwood Hill Motel

Bennington

William

S$194

includes taxes & fees

1 Sept - 2 Sept

6. Knotty Pine

Bennington

Carol

S$165

includes taxes & fees

1 Sept - 2 Sept

7. Bennington Motor Inn

Bennington

schuyler

S$170

includes taxes & fees

1 Sept - 2 Sept

8. South Shire

Bennington

Maria Belinda

S$302

includes taxes & fees

1 Sept - 2 Sept

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

S$127

includes taxes & fees

6 Sept - 7 Sept

10. Cozy Corner Motel

Williamstown

Janis

S$132

includes taxes & fees

9 Sept - 10 Sept

11. The Villager Motel

Williamstown

Rebecca

S$127

includes taxes & fees

1 Sept - 2 Sept

12. Willows Motel Williamstown

Williamstown

Richard

S$120

includes taxes & fees

1 Sept - 2 Sept

13. Maple Terrace Motel

Williamstown

Christine

S$178

includes taxes & fees

9 Sept - 10 Sept

14. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Peter

S$211

includes taxes & fees

1 Oct - 2 Oct

15. Williamstown Motel

Williamstown

Matthew

S$144

includes taxes & fees

7 Sept - 8 Sept

16. Brittany Motel

Manchester Center

Elizabeth

S$121

includes taxes & fees

1 Sept - 2 Sept

17. Inn At Mount Snow

West Dover

Pamela

S$153

includes taxes & fees

3 Sept - 4 Sept

18. The Williams Inn

Williamstown

John

S$363

includes taxes & fees

13 Sept - 14 Sept

19. Howard Johnson by Wyndham Williamstown

Williamstown

Donna

S$142

includes taxes & fees

3 Sept - 4 Sept

20. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

C. David

S$262

includes taxes & fees

28 Sept - 29 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.

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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.

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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.

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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

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 stays in Old Bennington

Willows Motel Williamstown

480 Main St Williamstown MA

S$120

1 Sept - 2 Sept

includes taxes & fees

9/10 Wonderful! (1,005 reviews)

Brittany Motel

1056 Main Street/Historic Route 7A Manchester Center VT

S$121

1 Sept - 2 Sept

includes taxes & fees

New Englander Inn Bennington

220 Northside Drive Bennington VT

S$138

27 Sept - 28 Sept

includes taxes & fees

Howard Johnson by Wyndham Williamstown

213 Main St Williamstown MA

S$142

3 Sept - 4 Sept

includes taxes & fees

6.6/10 (937 reviews)

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

S$152

13 Sept - 14 Sept

includes taxes & fees

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

Knotty Pine

130 Northside Dr Bennington VT

S$165

1 Sept - 2 Sept

includes taxes & fees

8.4/10 Very good! (154 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.

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 1009 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 Center for the Arts 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$102

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. 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. Willows Motel Williamstown

13. Maple Terrace Motel

14. Hotel Downstreet, an Ascend Collection Hotel

15. Williamstown Motel

16. Brittany Motel

17. Inn At Mount Snow

18. The Williams Inn

19. Howard Johnson by Wyndham Williamstown

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

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 stays in Old Bennington

Willows Motel Williamstown

Brittany Motel

New Englander Inn Bennington

Howard Johnson by Wyndham Williamstown

Hotel Vervana, Trademark Collection by Wyndham

Knotty Pine

Frequently asked questions

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