Top 10 Hotels in Old Bennington, VT (from $99) 2026 - Competitive Prices

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Our top choices for Old Bennington hotels

Hotel

Harmon Hill

Breakfast included

Reserve now, pay later

Pet friendly

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, iron/ironing board, WiFi (free), individually decorated

1. The Four Chimneys Inn

Bennington

Jeane

$269 nightly

$293 total

Aug 18 - Aug 19

Total with taxes and fees

Deluxe Room, 1 King Bed, Non Smoking, Jetted Tub | Premium bedding, desk, blackout drapes, WiFi (free)

Deluxe Room, 1 King Bed, Non Smoking | Premium bedding, desk, blackout drapes, WiFi (free)

2. Hotel Vervana, Trademark Collection by Wyndham

Bennington

John

$110 nightly

$120 total

Aug 30 - Aug 31

Total with taxes and fees

In-room safe, blackout drapes, iron/ironing board, cribs (free)

3. New Englander Inn Bennington

Bennington

"We booked for two nights at this hotel and our experiences were mixed. The free EV charging station was the best and it was convenient and right onsite. Breakfast was good. However, the hotel needed a lot of improvements in maintenance, the ice machine was out of order so we had to go to the nearby store to get ice, we saw a cockroach in the bathroom and a piece of tile was missing on the shower wall. Apparently this hotel has been operated by different names, it was Best Western, now it’s New...

William

$105 nightly

$115 total

Sep 13 - Sep 14

Total with taxes and fees

4. Hampton Inn Bennington

Bennington

James

$171 nightly

$187 total

Aug 23 - Aug 24

Total with taxes and fees

Room, 2 Double Beds, Non Smoking | Iron/ironing board (on request), cribs/infant beds, WiFi (free)

5. Bennington Motor Inn

Bennington

schuyler

$93 nightly

$101 total

Aug 25 - Aug 26

Total with taxes and fees

Signature Studio | Private kitchen | Fridge, microwave

6. Knotty Pine

Bennington

Barbara

$108 nightly

$118 total

Aug 25 - Aug 26

Total with taxes and fees

7. Starlight Inn

Bennington

Jeremia

$99 nightly

$108 total

Aug 16 - Aug 17

Total with taxes and fees

8. South Shire

Bennington

Jan

$217 nightly

$237 total

Aug 16 - Aug 17

Total with taxes and fees

9. Cozy Corner Motel

Williamstown

Jeremy

$93 nightly

$104 total

Sep 9 - Sep 10

Total with taxes and fees

Basic Room, 1 Queen Bed | Desk, iron/ironing board, cribs (surcharge), rollaway beds (surcharge)

10. West Road Motel

Bennington

Creed

$99 nightly

$108 total

Aug 14 - Aug 15

Total with taxes and fees

Double Room | Desk, iron/ironing board, rollaway beds (surcharge), WiFi (free)

11. The Villager Motel

Williamstown

Rebecca

$89 nightly

$99 total

Sep 1 - Sep 2

Total with taxes and fees

Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

12. Maple Terrace Motel

Williamstown

Christine

$125 nightly

$140 total

Sep 8 - Sep 9

Total with taxes and fees

13. Williamstown Motel

Williamstown

Robert

$105 nightly

$117 total

Aug 25 - Aug 26

Total with taxes and fees

Desk, iron/ironing board (on request), cribs (surcharge), WiFi (free)

14. Willows Motel Williamstown

Williamstown

Richard

$104 nightly

$116 total

Aug 27 - Aug 28

Total with taxes and fees

Hypo-allergenic bedding available, desk, laptop workspace

15. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Victoria

$140 nightly

$156 total

Sep 3 - Sep 4

Total with taxes and fees

Desk, iron/ironing board, cribs (free), rollaway beds (free)

16. Howard Johnson by Wyndham Williamstown

Williamstown

Donna

$110 nightly

$123 total

Aug 23 - Aug 24

Total with taxes and fees

17. Two Brooks Lodge

Bennington

"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...

Hunter

$394 nightly

$418 total

Aug 16 - Aug 17

Total with taxes and fees

Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

18. Brittany Motel

Manchester Center

Jennie

$91 nightly

$100 total

Aug 24 - Aug 25

Total with taxes and fees

Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, WiFi (free), bed sheets

19. Rodeway Inn

Adams

Andrew

$72 nightly

$80 total

Aug 20 - Aug 21

Total with taxes and fees

20. 1896 House Country Inn & Motels

Williamstown

William

$110 nightly

$123 total

Aug 16 - Aug 17

Total with taxes and fees

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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.

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Top Old Bennington Hotel Reviews

Inn At Mount Snow

10/10 Excellent

"i love ❤️ 10/10"

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."

Fairfield Inn & Suites by Marriott Williamstown

8/10 Good

"We have stayed before and will stay again!"

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."

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Nice!"

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. "

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."

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."

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."

More cheap stays in Old Bennington

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)

New Englander Inn Bennington

220 Northside Drive Bennington VT

$105 nightly

$115 total

Sep 13 - Sep 14

Total with taxes and fees

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)

Knotty Pine

130 Northside Dr Bennington VT

$108 nightly

$118 total

Aug 25 - Aug 26

Total with taxes and fees

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)

Howard Johnson by Wyndham Williamstown

213 Main St Williamstown MA

$110 nightly

$123 total

Aug 23 - Aug 24

Total with taxes and fees

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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Bennington Vacation Rentals

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Find hotels in Old Bennington, VT from $99

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Old Bennington

Check prices for these dates

Filter by

Star rating

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Our top choices for Old Bennington hotels

1. The Four Chimneys Inn

2. Hotel Vervana, Trademark Collection by Wyndham

3. New Englander Inn Bennington

4. Hampton Inn Bennington

5. Bennington Motor Inn

6. Knotty Pine

7. Starlight Inn

8. South Shire

9. Cozy Corner Motel

10. West Road Motel

11. The Villager Motel

12. Maple Terrace Motel

13. Williamstown Motel

14. Willows Motel Williamstown

15. Hotel Downstreet, an Ascend Collection Hotel

16. Howard Johnson by Wyndham Williamstown

17. Two Brooks Lodge

18. Brittany Motel

19. Rodeway Inn

20. 1896 House Country Inn & Motels

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

Inn At Mount Snow

Hideaway Inn Mt. Snow

Fairfield Inn & Suites by Marriott Williamstown

Brittany Motel

Hotel Downstreet, an Ascend Collection Hotel

The Williams Inn

The Porches Inn at Mass MoCA

Cozy Corner Motel

Knotty Pine

More cheap stays in Old Bennington

Brittany Motel

New Englander Inn Bennington

Willows Motel Williamstown

Knotty Pine

Hotel Vervana, Trademark Collection by Wyndham

Howard Johnson by Wyndham Williamstown

Hotels in Old Bennington with star-rating

Frequently asked questions

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