Photo by Justin Hunter

Find hotels in Old Bennington, VT from CA $98

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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 $320
CA $348 total
includes taxes & fees
Dec 15 - Dec 16
The Four Chimneys Inn

2. New Englander Inn Bennington

New Englander Inn Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (1,000 reviews)
"Was a nice quiet place. Friendly staff."
United States
Douglas
The price is CA $115
CA $126 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, (1,001 reviews)
"Nice hotel, very comfortable and convenient- under construction but no noise in rooms"
United States
Josephine
The price is CA $198
CA $216 total
includes taxes & fees
Nov 22 - Nov 23
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, (1,002 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 $120
CA $131 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Vervana, Trademark Collection by Wyndham

5. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (969 reviews)
"Very friendly and helpful"
United States
Adrienne
The price is CA $107
CA $126 total
includes taxes & fees
Dec 7 - Dec 8
Cozy Corner Motel

6. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (839 reviews)
"Friendly staff, quiet location set back from the road, this is our go-to place in Williamstown."
United States
Miguel
The price is CA $98
CA $110 total
includes taxes & fees
Dec 7 - Dec 8
The Villager Motel

7. Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.0 out of 10, Very good, (192 reviews)
"Clean"
United States
Aaron
The price is CA $134
CA $147 total
includes taxes & fees
Dec 15 - Dec 16
Knotty Pine

8. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,000 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 $121
CA $135 total
includes taxes & fees
Nov 22 - Nov 23
Willows Motel Williamstown

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, (1,000 reviews)
"Had a great time at this wonderful hotel."
United States
marwan
The price is CA $170
CA $190 total
includes taxes & fees
Dec 7 - Dec 8
Hotel Downstreet, an Ascend Collection Hotel

10. 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 $107
CA $117 total
includes taxes & fees
Nov 15 - Nov 16
Bennington Motor Inn

11. 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 $141
CA $158 total
includes taxes & fees
Nov 15 - Nov 16
Maple Terrace Motel

12. 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 $214
CA $249 total
includes taxes & fees
Nov 15 - Nov 16
South Shire

13. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (369 reviews)
"Yes no frills but good for an economic stay. Great coffee at The Coffee Shop Williamstown nearby"
United States
Grantley
The price is CA $119
CA $133 total
includes taxes & fees
Nov 29 - Nov 30
Williamstown Motel

14. 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 $141
CA $154 total
includes taxes & fees
Dec 14 - Dec 15
Starlight Inn

15. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (964 reviews)
"Needed a home away from home when a renovation turned into a nightmare. The family who runs this place are lovely and kind, the hotel is clean if a bit older. Solid choice in the area. Will let friends and family know if they are coming, simple clean hotel."
United States
Kate
The price is CA $143
CA $159 total
includes taxes & fees
Dec 12 - Dec 13
Howard Johnson by Wyndham Williamstown

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 $218
CA $244 total
includes taxes & fees
Nov 30 - Dec 1
Fairfield Inn & Suites by Marriott Williamstown

17. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.2 out of 10, Wonderful, (460 reviews)
"It was a great stay"
United States
Keith
The price is CA $124
CA $137 total
includes taxes & fees
Nov 18 - Nov 19
Brittany Motel

18. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (532 reviews)
"always enjoy staying here!"
United States
Evonne
The price is CA $201
CA $257 total
includes taxes & fees
Nov 17 - Nov 18
The Porches Inn at Mass MoCA

19. Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (143 reviews)
"Very clean place with nice and helpful staff."
United States
Kenneth
The price is CA $178
CA $196 total
includes taxes & fees
Nov 16 - Nov 17
Inn At Mount Snow

20. 1896 House Country Inn & Motels

1896 House Country Inn & Motels
2.5 star property
Williamstown
6.8 out of 10, (461 reviews)
"Decent"
United States
Maryann
The price is CA $126
CA $140 total
includes taxes & fees
Nov 15 - Nov 16
1896 House Country Inn & Motels
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 $98 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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