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Find hotels in Old Bennington, VT from $99

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Aug 13 - Aug 14
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Aug 14 - Aug 15
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Aug 14 - Aug 16
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Aug 21 - Aug 23

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Our top choices for Old Bennington hotels

Hotel
Harmon Hill
Breakfast included
Reserve now, pay later
Pet friendly

1. The Four Chimneys Inn

The Four Chimneys Inn
Bennington
United States
Jeane
$269 nightly
$293 total
Aug 18 - Aug 19
Total with taxes and fees
The Four Chimneys Inn

2. Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
Bennington
United States
John
$110 nightly
$120 total
Aug 30 - Aug 31
Total with taxes and fees
Hotel Vervana, Trademark Collection by Wyndham

3. New Englander Inn Bennington

New Englander Inn Bennington
Bennington
United States
William
$105 nightly
$115 total
Sep 13 - Sep 14
Total with taxes and fees
New Englander Inn Bennington

4. Hampton Inn Bennington

Hampton Inn Bennington
Bennington
United States
James
$171 nightly
$187 total
Aug 23 - Aug 24
Total with taxes and fees
Hampton Inn Bennington

5. Bennington Motor Inn

Bennington Motor Inn
Bennington
United States
schuyler
$93 nightly
$101 total
Aug 25 - Aug 26
Total with taxes and fees
Bennington Motor Inn

6. Knotty Pine

Knotty Pine
Bennington
United States
Barbara
$108 nightly
$118 total
Aug 25 - Aug 26
Total with taxes and fees
Knotty Pine

7. Starlight Inn

Starlight Inn
Bennington
United States
Jeremia
$99 nightly
$108 total
Aug 16 - Aug 17
Total with taxes and fees
Starlight Inn

8. South Shire

South Shire
Bennington
United States
Jan
$217 nightly
$237 total
Aug 16 - Aug 17
Total with taxes and fees
South Shire

9. Cozy Corner Motel

Cozy Corner Motel
Williamstown
United States
Jeremy
$93 nightly
$104 total
Sep 9 - Sep 10
Total with taxes and fees
Cozy Corner Motel

10. West Road Motel

West Road Motel
Bennington
United States
Creed
$99 nightly
$108 total
Aug 14 - Aug 15
Total with taxes and fees
West Road Motel

11. The Villager Motel

The Villager Motel
Williamstown
United States
Rebecca
$89 nightly
$99 total
Sep 1 - Sep 2
Total with taxes and fees
The Villager Motel

12. Maple Terrace Motel

Maple Terrace Motel
Williamstown
United States
Christine
$125 nightly
$140 total
Sep 8 - Sep 9
Total with taxes and fees
Maple Terrace Motel

13. Williamstown Motel

Williamstown Motel
Williamstown
United States
Robert
$105 nightly
$117 total
Aug 25 - Aug 26
Total with taxes and fees
Williamstown Motel

14. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
Richard
$104 nightly
$116 total
Aug 27 - Aug 28
Total with taxes and fees
Willows Motel Williamstown

15. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
United States
Victoria
$140 nightly
$156 total
Sep 3 - Sep 4
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel

16. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
Williamstown
United States
Donna
$110 nightly
$123 total
Aug 23 - Aug 24
Total with taxes and fees
Howard Johnson by Wyndham Williamstown

17. Two Brooks Lodge

Two Brooks Lodge
Bennington
United States
Hunter
$394 nightly
$418 total
Aug 16 - Aug 17
Total with taxes and fees
Two Brooks Lodge

18. Brittany Motel

Brittany Motel
Manchester Center
United States
Jennie
$91 nightly
$100 total
Aug 24 - Aug 25
Total with taxes and fees
Brittany Motel

19. Rodeway Inn

Rodeway Inn
Adams
United States
Andrew
$72 nightly
$80 total
Aug 20 - Aug 21
Total with taxes and fees
Rodeway Inn

20. 1896 House Country Inn & Motels

1896 House Country Inn & Motels
Williamstown
United States
William
$110 nightly
$123 total
Aug 16 - Aug 17
Total with taxes and fees
1896 House Country Inn & Motels
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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 coffeehouses 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 studying the exhibits at Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and coffeehouses.
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Old First Congregational Church

9.6/10 (12 reviews)
Find out about the history of Old Bennington with a stop 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

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

Inn At Mount Snow

Inn At Mount Snow

10/10 Excellent
"i love ❤️ 10/10"
Genesis 2-night trip
Posted 12 hours ago
Inn At Mount Snow
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

8/10 Good
"The style and aesthetic of the Hideaway Inn was unique and cool. The attention to detail as far as honing in on the Vermont ski aesthetic along with the retro record player in each room as well as common rooms was also pleasant. The room itself was small for my family of 4 plus a dog, but the outdoor balcony space as well as the variety of shared spaces was helpful. The Inn had a play space geared more towards young children as well as an upstairs loft geared for older children, with board games and puzzles, or adults. My young children loved the play area; it could have used a bit more lighting though. There was only one innkeeper on staff plus a text number should there be any needs or emergencies. The text number was not so hopeful for when we needed a plunger. There is a supplies closet that had towels, bottle openers, extra tissues, toilet paper, etc. That was helpful. When booking our room, I was under the impression all two bed rooms had a bathtub in the bathroom. Ours did not, and in an attempt to switch rooms, it was not possible due to an incoming check in later in the week which would have required several re-bookings, as per the innkeeper. We made it work with our young children. The space outside of the Inn was beautiful with an outdoor patio, fire pit, and a pool. There was a coffee machine and water machine. On our last two days, however, the coffee machine did not work."
Matthew 4-night trip
Posted 13 hours ago
Hideaway Inn Mt. Snow
Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown

8/10 Good
"We have stayed before and will stay again!"
C. David 2-night trip
Posted 13 hours ago
Fairfield Inn & Suites by Marriott Williamstown
Brittany Motel

Brittany Motel

10/10 Excellent
"We enjoyed our stay at this hotel. It is a little older but still in good condition. It was very clean! The staff was extremely responsive to any questions or needs that we had. We loved the little snack book and having coffee in the morning was great."
Jennie 1-night trip
Posted 18 hours ago
Brittany Motel
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Nice!"
Sal 1-night trip
Posted 20 hours ago
Hotel Downstreet, an Ascend Collection Hotel
The Williams Inn

The Williams Inn

10/10 Excellent
"The dinner we had was very good, excellent bar, great wait staff. On the whole it was very satisfying. "
Peter 2-night trip
Posted 22 hours ago
The Williams Inn
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

10/10 Excellent
"Great & comfortable place, good staff. Free (simple) breakfast! A pool, hot tub. And the incredible Mass Moca right there. Our second time here, & we’ll be back."
Floyd 3-night trip
Posted 1 day ago
The Porches Inn at Mass MoCA
Cozy Corner Motel

Cozy Corner Motel

10/10 Excellent
"An independent hotel that isn't a bit of a maintenance concern. They're keeping the property in great shape. Bring a car. Uber works, but it can be a bit of wait."
Peter 1-night trip
Posted 3 days ago
Cozy Corner Motel
Knotty Pine

Knotty Pine

8/10 Good
"Staff was very nice and helpful. Rooms were nice but dated. Really not a bad place to stay. The only complaints were that the washing machines were broken so we couldn't do laundry (we're hiking the AT/Long Trail and very dirty clothes) and the breakfast was disappointing (looking forward to a hot breakfast but they only offer a granola bar, fruit cup and juice in a brown bag) but it was ok for us. Another plus is a Wal-mart, Price Chopper, Starbucks, and restaurants very close for resupply and chow time."
james 2-night trip
Posted 3 days ago
Knotty Pine

More cheap stays in Old Bennington

Brittany Motel

Brittany Motel

1056 Main Street/Historic Route 7A Manchester Center VT
$91 nightly
$100 total
Aug 24 - Aug 25
Total with taxes and fees
9.4/10 Exceptional! (402 reviews)
Brittany Motel
New Englander Inn Bennington

New Englander Inn Bennington

220 Northside Drive Bennington VT
$105 nightly
$115 total
Sep 13 - Sep 14
Total with taxes and fees
New Englander Inn Bennington
Willows Motel Williamstown

Willows Motel Williamstown

480 Main St Williamstown MA
$104 nightly
$116 total
Aug 27 - Aug 28
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Willows Motel Williamstown
Knotty Pine

Knotty Pine

130 Northside Dr Bennington VT
$108 nightly
$118 total
Aug 25 - Aug 26
Total with taxes and fees
Knotty Pine
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT
$110 nightly
$120 total
Aug 30 - Aug 31
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Hotel Vervana, Trademark Collection by Wyndham
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

213 Main St Williamstown MA
$110 nightly
$123 total
Aug 23 - Aug 24
Total with taxes and fees
Howard Johnson by Wyndham Williamstown

Hotels in Old Bennington with star-rating

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 village itself, particularly around Monument Avenue and Old Main Street.This area is the heart of Old Bennington, characterized by its well-preserved historic and federal-style architecture, a sense of quiet history, and scenic views. Key landmarks include the Old First Church, the Bennington Battle Monument, and the Bennington Museum. The village is compact and walkable, allowing visitors to easily explore its historic sites and admire the classic New England scenery.Couples looking for a serene and historically rich getaway will find Old Bennington ideal. The quiet streets and historic inns provide a romantic setting, and the local attractions like the Bennington Battle Monument offer opportunities for shared exploration and discovery. Many inns here feature classic decor and comfortable amenities.Travelers interested in history and culture will also appreciate staying in Old Bennington. The proximity to the Bennington Museum, which houses a significant collection of American art and historical artifacts, and the Old First Church, the first Protestant church in Vermont, makes it a convenient base for exploring the region's heritage.
When is the best time to go to Old Bennington?
While Old Bennington is a destination that offers something wonderful in every season, the best times to visit are during the summer (June to August) and the fall foliage season (late September to mid-October).Summer in Old Bennington is ideal for outdoor activities and experiencing the town's historic charm under pleasant weather conditions. Temperatures are generally mild, making it comfortable for exploring the Old First Church, walking through the Old Bennington Cemetery, or visiting the Bennington Battle Monument. The area's natural beauty, including nearby hiking trails and scenic drives, is at its peak.For those who appreciate stunning natural beauty, the fall foliage season is unparalleled. From late September through mid-October, the surrounding hillsides explode with vibrant colors, creating breathtaking landscapes. This period is great for scenic drives, photography, and enjoying the crisp autumn air.
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 $99 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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