Old Bennington Hotels from S$100

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Top 10 trending Old Bennington hotels

Premium bedding, individually decorated, individually furnished
The Four Chimneys Inn

The Four Chimneys Inn

4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
The Four Chimneys Inn
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1012)
"Staff was very nice!"
United States
David
The price is S$155
includes taxes & fees
20 Dec - 21 Dec
Hotel Downstreet, an Ascend Collection Hotel
Frette Italian sheets, premium bedding, down duvets, minibar
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

3.5 star property
North Adams
9.4 out of 10, Exceptional, (442)
"It is the perfect place to stay!"
United States
Darrell
The price is S$249
includes taxes & fees
4 Dec - 5 Dec
The Porches Inn at Mass MoCA
Garden
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 star property
Bennington
8.2 out of 10, Very good, (1004)
"Great location near historic downtown area, nice rooms. Overall, a very pleasant stay."
United States
Richard
The price is S$148
includes taxes & fees
21 Dec - 22 Dec
Hotel Vervana, Trademark Collection by Wyndham
Exterior
The Villager Motel

The Villager Motel

2.0 star property
Williamstown
8.8 out of 10, Excellent, (762)
"It's very good for stay over"
United States
Frances
The price is S$100
includes taxes & fees
1 Dec - 2 Dec
The Villager Motel
Exterior
Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
Williamstown
8.8 out of 10, Excellent, (394)
"our stay was great."
United States
nathaniel
The price is S$207
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn & Suites by Marriott Williamstown
Front of property – evening/night
The Williams Inn

The Williams Inn

4.0 star property
Williamstown
9.6 out of 10, Exceptional, (545)
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
United States
Jon
The price is S$285
includes taxes & fees
1 Dec - 2 Dec
The Williams Inn
Exterior detail
Maple Terrace Motel

Maple Terrace Motel

2.5 star property
Williamstown
9.6 out of 10, Exceptional, (586)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is S$143
includes taxes & fees
1 Dec - 2 Dec
Maple Terrace Motel
Exterior detail
Williamstown Motel

Williamstown Motel

2.0 star property
Williamstown
9.4 out of 10, Exceptional, (314)
"Was upgraded to a larger room for no special reason. Very nice proprietor. For budget priced accommodations, this is an excellent value. Would definitely stay here again if I am in the area."
United States
DAVID
The price is S$126
includes taxes & fees
8 Dec - 9 Dec
Williamstown Motel
In-room safe, blackout curtains, iron/ironing board
Best Western Bennington

Best Western Bennington

2.5 star property
Bennington
7.6 out of 10, Good, (941)
"Great stay"
United States
TONY
The price is S$150
includes taxes & fees
7 Dec - 8 Dec
Best Western Bennington
Front of property
Hill Farm Inn

Hill Farm Inn

4.0 star property
Arlington
9.6 out of 10, Exceptional, (172)
"This Inn is spectacular! The rooms, grounds, decor, staff and restaurant all were the best for stops on our vacation."
United States
Kenneth
The price is S$583
includes taxes & fees
1 Dec - 2 Dec
Hill Farm Inn
Property grounds
Knotty Pine

Knotty Pine

2.5 star property
Bennington
9.0 out of 10, Wonderful, (26)
"The rooms were clean and well maintained. The staff was friendly. It is just a motel. "
United States
Martha
The price is S$155
includes taxes & fees
1 Dec - 2 Dec
Knotty Pine
Pool
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

2.0 star property
Williamstown
6.6 out of 10, (899)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is S$130
includes taxes & fees
1 Dec - 2 Dec
Howard Johnson by Wyndham Williamstown
Reception
South Shire

South Shire

4.0 star property
Bennington
9.2 out of 10, Wonderful, (117)
"Beautiful place to stay "
United States
Jennifer
The price is S$216
includes taxes & fees
2 Dec - 3 Dec
South Shire
Exterior
Deerfield Valley Inn

Deerfield Valley Inn

3.0 star property
West Dover
9.6 out of 10, Exceptional, (86)
"We had a lovely time staying here. "
United States
Jeff
The price is S$262
includes taxes & fees
8 Dec - 9 Dec
Deerfield Valley Inn
Exterior
Willows Motel Williamstown

Willows Motel Williamstown

2.0 star property
Williamstown
9.0 out of 10, Wonderful, (990)
"Very friendly staff and fresh fruit at breakfast!"
United States
Justin
The price is S$111
includes taxes & fees
1 Dec - 2 Dec
Willows Motel Williamstown
Living area
Chalet 239

Chalet 239

2.0 star property
West Dover
9.4 out of 10, Exceptional, (88)
"Great place for a quick trip to VT!"
United States
Rory
The price is S$167
includes taxes & fees
1 Dec - 2 Dec
Chalet 239
Exterior
Hampton Inn Bennington

Hampton Inn Bennington

2.5 star property
Bennington
8.6 out of 10, Excellent, (1006)
"Great place to rest and recharge. "
United States
Randy
The price is S$196
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Bennington
Front of property
The Inn at Ormsby Hill

The Inn at Ormsby Hill

3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (150)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
The price is S$275
includes taxes & fees
1 Dec - 2 Dec
The Inn at Ormsby Hill
Interior detail
The White House Inn

The White House Inn

3.5 star property
Wilmington
9.2 out of 10, Wonderful, (255)
"The room was beautiful and the historic charm was wonderful "
United States
Karin
The price is S$243
includes taxes & fees
1 Dec - 2 Dec
The White House Inn
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.
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Stay near popular Old Bennington attractions

Bennington Battle Monument

4.5/5 (124 reviews)
Learn about the local history of Old Bennington with a stop at Bennington Battle Monument. In the area, take in the art scene and mountain views.
See properties

Bennington Museum

4.4/5 (25 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

Learn more about Old Bennington

Venture to sights like Old First Congregational Church and Bennington Museum as you discover Old Bennington.

See all hotels in Old Bennington
Bennington Battle Monument showing heritage elements and a monument

Top Old Bennington Hotel Reviews

Mountaineer Inn

Mountaineer Inn

10/10 Excellent
"Perfect place to get rest for the mountains in the morning. "
Terry 1-night trip
Posted 18 hours ago
Mountaineer Inn

More cheap stays in Old Bennington

Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown

430 Main St Williamstown MA
The price is S$207 per night from 14 Dec to 15 Dec
S$207
14 Dec - 15 Dec
includes taxes & fees
8.8/10 Excellent! (392 reviews)

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 offers free breakfast and free parking. Other good choices for your visit to the area are Hotel Downstreet, an Ascend Collection Hotel and The Williams Inn. See all available top hotels, or 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. A top sight in the area is Mount Snow. There are 990 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?
Landmarks like Old First Congregational Church and Bennington Battle Monument might be worth a visit. Additionally, you'll find Mount Snow 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.

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