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

Old Bennington Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
31 Aug - 1 Sept
Tomorrow
1 Sept - 2 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Filter by

Star rating

Guest rating

Our top choices for Old Bennington hotels

1. The Four Chimneys Inn

The Four Chimneys Inn
Bennington
United States
Jeane
€267
includes taxes & fees
1 Sept - 2 Sept
The Four Chimneys Inn

2. Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
Bennington
United States
John
€103
includes taxes & fees
13 Sept - 14 Sept
Hotel Vervana, Trademark Collection by Wyndham

3. New Englander Inn Bennington

New Englander Inn Bennington
Bennington
United States
Mike
€94
includes taxes & fees
27 Sept - 28 Sept
New Englander Inn Bennington

4. Knotty Pine

Knotty Pine
Bennington
United States
Carol
€112
includes taxes & fees
1 Sept - 2 Sept
Knotty Pine

5. Harwood Hill Motel

Harwood Hill Motel
Bennington
United States
William
€132
includes taxes & fees
1 Sept - 2 Sept
Harwood Hill Motel

6. Hampton Inn Bennington

Hampton Inn Bennington
Bennington
United States
Robin
€154
includes taxes & fees
6 Sept - 7 Sept
Hampton Inn Bennington

7. Bennington Motor Inn

Bennington Motor Inn
Bennington
United States
schuyler
€115
includes taxes & fees
1 Sept - 2 Sept
Bennington Motor Inn

8. South Shire

South Shire
Bennington
United States
Maria Belinda
€204
includes taxes & fees
3 Sept - 4 Sept
South Shire

9. Starlight Inn

Starlight Inn
Bennington
United States
CHRIS
€86
includes taxes & fees
6 Sept - 7 Sept
Starlight Inn

10. Cozy Corner Motel

Cozy Corner Motel
Williamstown
United States
Janis
€89
includes taxes & fees
9 Sept - 10 Sept
Cozy Corner Motel

11. The Villager Motel

The Villager Motel
Williamstown
United States
Rebecca
€86
includes taxes & fees
1 Sept - 2 Sept
The Villager Motel

12. West Road Motel

West Road Motel
Bennington
United States
Creed
€84
includes taxes & fees
24 Sept - 25 Sept
West Road Motel

13. Brittany Motel

Brittany Motel
Manchester Center
United States
Elizabeth
€82
includes taxes & fees
1 Sept - 2 Sept
Brittany Motel

14. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
Richard
€82
includes taxes & fees
1 Sept - 2 Sept
Willows Motel Williamstown

15. Maple Terrace Motel

Maple Terrace Motel
Williamstown
United States
Christine
€121
includes taxes & fees
9 Sept - 10 Sept
Maple Terrace Motel

16. Williamstown Motel

Williamstown Motel
Williamstown
United States
Matthew
€105
includes taxes & fees
7 Sept - 8 Sept
Williamstown Motel

17. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
Williamstown
United States
Donna
€96
includes taxes & fees
7 Sept - 8 Sept
Howard Johnson by Wyndham Williamstown

18. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
United States
Peter
€143
includes taxes & fees
1 Oct - 2 Oct
Hotel Downstreet, an Ascend Collection Hotel

19. Inn At Mount Snow

Inn At Mount Snow
West Dover
United States
Pamela
€112
includes taxes & fees
3 Sept - 4 Sept
Inn At Mount Snow

20. Rodeway Inn

Rodeway Inn
Adams
United States
Trevor
€69
includes taxes & fees
6 Sept - 7 Sept
Rodeway Inn
View all properties
Save an average of 15% on thousands of hotels when you're signed in

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.
Photo by Justin Hunter

Top Old Bennington Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Great place. Would love to have a swimming pool for lap swimming"
Karl 2-night trip
Posted 1 hour ago
The Williams Inn
Knotty Pine

Knotty Pine

8/10 Good
"Clean and convenient."
Terence 1-night trip
Posted 9 hours ago
Knotty Pine
Williamstown Motel

Williamstown Motel

10/10 Excellent
"Excellent service, excellent stay."
Ahmet 1-night trip
Posted 17 hours ago
Williamstown Motel
Blue Vista Motor Lodge

Blue Vista Motor Lodge

10/10 Excellent
"Great view. a bit overpriced for what you get. Nice and helpful staff"
Avshalom 2-night trip
Posted 19 hours ago
Blue Vista Motor Lodge
Willows Motel Williamstown

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."
Carol 1-night trip
Posted 20 hours ago
Willows Motel Williamstown
The White House Inn

The White House Inn

10/10 Excellent
"The patio and grounds were amazing! Room was cute, clean and quiet."
Douglas 1-night trip
Posted 3 days ago
The White House Inn
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good
"Nice staff. Dirty pool. Rooms were okay."
Taylor 1-night trip
Posted 4 days ago
Hotel Vervana, Trademark Collection by Wyndham
The Porches Inn at Mass MoCA

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."
Ann 1-night trip
Posted 5 days ago
The Porches Inn at Mass MoCA
Hideaway Inn Mt. Snow

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."
Jessica 2-night trip
Posted 2 weeks ago
Hideaway Inn Mt. Snow

More cheap stays in Old Bennington

Willows Motel Williamstown

Willows Motel Williamstown

480 Main St Williamstown MA
€82
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
Willows Motel Williamstown
Brittany Motel

Brittany Motel

1056 Main Street/Historic Route 7A Manchester Center VT
€82
1 Sept - 2 Sept
includes taxes & fees
Brittany Motel
New Englander Inn Bennington

New Englander Inn Bennington

220 Northside Drive Bennington VT
€94
27 Sept - 28 Sept
includes taxes & fees
New Englander Inn Bennington
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

213 Main St Williamstown MA
€96
7 Sept - 8 Sept
includes taxes & fees
6.6/10 (937 reviews)
Howard Johnson by Wyndham Williamstown
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT
€103
13 Sept - 14 Sept
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
Hotel Vervana, Trademark Collection by Wyndham
Knotty Pine

Knotty Pine

130 Northside Dr Bennington VT
€112
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very good! (154 reviews)
Knotty Pine

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 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.

Explore a world of travel with Expedia