Photo by Justin Hunter

Find hotels in Old Bennington, VT from CA $96

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Our top choices for Old Bennington hotels

1. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.6 out of 10, Exceptional, (291 reviews)
"We enjoyed our stay."
United States
Robert
The price is CA $314
CA $342 total
includes taxes & fees
Nov 23 - Nov 24
The Four Chimneys Inn

2. New Englander Inn Bennington

New Englander Inn Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (1,002 reviews)
"Was a nice quiet place. Friendly staff."
United States
Douglas
The price is CA $120
CA $131 total
includes taxes & fees
Nov 22 - Nov 23
New Englander Inn Bennington

3. Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,002 reviews)
"Nice hotel, very comfortable and convenient- under construction but no noise in rooms"
United States
Josephine
The price is CA $207
CA $226 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Bennington

4. Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very good, (1,001 reviews)
"Stayed here to attend a local event. It was clean, had breakfast included and was pet friendly. We would definitely stay here again."
United States
Carla
The price is CA $126
CA $138 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Vervana, Trademark Collection by Wyndham

5. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (839 reviews)
"Everything was so clean, staff at the front desk were kind, will definitely be back if we stay in the area again!"
United States
Khileigh
The price is CA $97
CA $108 total
includes taxes & fees
Dec 6 - Dec 7
The Villager Motel

6. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (965 reviews)
"Very clean and welcoming room. Staff man was very helpful and conscientious"
United States
Frank
The price is CA $105
CA $124 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Corner Motel

7. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,001 reviews)
"Outstanding bed and breakfast in Williamstown, walking distance to the college, and also close to Mass MOCA. Will be staying there again. The fresh fruit was absolutely outstanding."
United States
Anuj
The price is CA $119
CA $132 total
includes taxes & fees
Nov 8 - Nov 9
Willows Motel Williamstown

8. Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (605 reviews)
"The restaurant next door was a big plus. Very quiet location."
United States
William
The price is CA $182
CA $199 total
includes taxes & fees
Nov 8 - Nov 9
Harwood Hill Motel

9. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
9.0 out of 10, Wonderful, (1,002 reviews)
"Had a great time at this wonderful hotel."
United States
marwan
The price is CA $167
CA $187 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Downstreet, an Ascend Collection Hotel

10. Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.0 out of 10, Very good, (191 reviews)
"Staff was helpful. To-go breakfast bag was convenient."
United States
DALE
The price is CA $132
CA $144 total
includes taxes & fees
Dec 8 - Dec 9
Knotty Pine

11. Bennington Motor Inn

Bennington Motor Inn
2.0 star property
Bennington
7.6 out of 10, Good, (512 reviews)
"Clean room, liked the stay there."
United States
Murtaza
The price is CA $105
CA $115 total
includes taxes & fees
Nov 8 - Nov 9
Bennington Motor Inn

12. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (366 reviews)
"Excellent service, excellent stay."
United States
Ahmet
The price is CA $117
CA $131 total
includes taxes & fees
Nov 16 - Nov 17
Williamstown Motel

13. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (648 reviews)
"Perfect charming little hotel The couple at the front was very nice and helpful"
United States
yeraldine
The price is CA $139
CA $155 total
includes taxes & fees
Nov 8 - Nov 9
Maple Terrace Motel

14. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (141 reviews)
"Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants."
United States
Jeffrey
The price is CA $225
CA $261 total
includes taxes & fees
Nov 21 - Nov 22
South Shire

15. Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (235 reviews)
"Lovely area to be in"
United States
Jeremia
The price is CA $139
CA $152 total
includes taxes & fees
Nov 16 - Nov 17
Starlight Inn

16. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
3.0 star property
Williamstown
8.8 out of 10, Excellent, (441 reviews)
"Nicer than your average ~$150 hotels. Clean room, but the details were better than the local Holiday Inn, etc. Would stay again."
United States
Josh
The price is CA $209
CA $233 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites by Marriott Williamstown

17. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (959 reviews)
"Room was very clean. Tastefully decorated. Beds were comfortable. Would stay there next time we go to Williamstown,Mass."
United States
Barbara
The price is CA $140
CA $157 total
includes taxes & fees
Nov 23 - Nov 24
Howard Johnson by Wyndham Williamstown

18. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.2 out of 10, Wonderful, (457 reviews)
"It was a great stay"
United States
Keith
The price is CA $122
CA $134 total
includes taxes & fees
Nov 16 - Nov 17
Brittany Motel

19. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (712 reviews)
"Fantastic hotel! Would definitely stay again."
United States
Pete
The price is CA $273
CA $305 total
includes taxes & fees
Nov 9 - Nov 10
The Williams Inn

20. Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (141 reviews)
"Very clean place with nice and helpful staff."
United States
Kenneth
The price is CA $174
CA $192 total
includes taxes & fees
Nov 12 - Nov 13
Inn At Mount Snow
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels recommended for families in Old Bennington

Stay near popular Old Bennington attractions

Learn more about Old Bennington

Explore attractions like Old First Congregational Church and Bennington Museum as you discover things to see and do in Old Bennington.

A tall, narrow obelisk with a pointed top, surrounded by trees and a clear blue sky.
Photo by Justin Hunter
Open Photo by Justin Hunter

Top Old Bennington Hotel 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 canceled 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 much is the nightly rate at a Old Bennington hotel?

Prices for hotels in Old Bennington often vary, but you can find a great deal from CA $96 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 the cheapest rate.

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