Photo by Justin Hunter
Hotels in Old Bennington
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The Four Chimneys Inn
The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
9.4/10
Exceptional
(280)
- Escape to a stately Georgian inn with golf course views and luxurious massage services.
The price is $249
$249
$271 total
includes taxes & fees
Jan 8 - Jan 9
Hotel Vervana, Trademark Collection by Wyndham
Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very Good, (1002)
8.2/10
Very Good
(1002)
- Enjoy winter sports at this Bennington hotel with free amenities and mountain access.
The price is $109
$109
$119 total
includes taxes & fees
Jan 11 - Jan 12
Hampton Inn Bennington
Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1001)
8.6/10
Excellent
(1001)
- Tranquil Vermont escape near historic monuments with an indoor pool for all seasons.
The price is $139
$139
$151 total
includes taxes & fees
Jan 11 - Jan 12
Best Western Bennington
Best Western Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (947)
7.6/10
Good
(947)
- Serene Bennington retreat with free breakfast and easy access to historic monuments.
The price is $106
$106
$115 total
includes taxes & fees
Jan 11 - Jan 12
Harwood Hill Motel
Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (577)
9.4/10
Exceptional
(577)
- Charming Bennington motel with complimentary breakfast near local attractions.
The price is $130
$130
$142 total
includes taxes & fees
Jan 4 - Jan 5
South Shire
South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (119)
9.2/10
Wonderful
(119)
- Centrally located inn perfect for exploring Bennington's art galleries on foot.
The price is $176
$176
$202 total
includes taxes & fees
Jan 4 - Jan 5
Knotty Pine
Knotty Pine
2.5 star property
Bennington
9.0 out of 10, Wonderful, (46)
9.0/10
Wonderful
(46)
The price is $108
$108
$118 total
includes taxes & fees
Jan 4 - Jan 5
Two Brooks Lodge
Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3)
4.8/10
(3)
- Stay cozy near the train station with hiking trails, memory foam beds, and free perks.
The price is $143
$143
$280 total
includes taxes & fees
Jan 4 - Jan 5
The Villager Motel
The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (768)
8.8/10
Excellent
(768)
- Explore Williamstown's scenic charm from this well-positioned motel in the Berkshires.
The price is $69
$69
$77 total
includes taxes & fees
Jan 4 - Jan 5
Cozy Corner Motel
Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (887)
9.2/10
Wonderful
(887)
The price is $69
$69
$82 total
includes taxes & fees
Feb 1 - Feb 2
Willows Motel Williamstown
Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (997)
9.0/10
Wonderful
(997)
- Scenic Berkshire stay with poolside dining and minutes to Lower Linear Park.
The price is $85
$85
$95 total
includes taxes & fees
Jan 4 - Jan 5
Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
Williamstown
8.8 out of 10, Excellent, (397)
8.8/10
Excellent
(397)
- Taking a break from Albany's hustle has never been easier at this Williamstown gem.
The price is $157
$157
$175 total
includes taxes & fees
Jan 7 - Jan 8
Maple Terrace Motel
Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (594)
9.6/10
Exceptional
(594)
- Take a relaxing summer dip in the outdoor pool near Lower Linear Park and Williamstown attractions.
The price is $99
$99
$111 total
includes taxes & fees
Jan 4 - Jan 5
The Williams Inn
The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (557)
9.6/10
Exceptional
(557)
- Stay minutes from Williams College at this elegant inn with American dining options.
The price is $197
$197
$220 total
includes taxes & fees
Jan 11 - Jan 12
Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (899)
6.6/10
(899)
- Experience Northern Berkshires with free perks and helpful staff at this motel.
The price is $90
$90
$101 total
includes taxes & fees
Jan 4 - Jan 5
Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1002)
8.8/10
Excellent
(1002)
The price is $116
$116
$130 total
includes taxes & fees
Feb 2 - Feb 3
The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (451)
9.4/10
Exceptional
(451)
The price is $144
$144
$183 total
includes taxes & fees
Feb 1 - Feb 2
Arlington Inn
Arlington Inn
3.0 star property
Arlington
8.8 out of 10, Excellent, (187)
8.8/10
Excellent
(187)
- Historic Victorian retreat on a golf course with massage services and outdoor lounging.
The price is $202
$202
$220 total
includes taxes & fees
Jan 4 - Jan 5
1896 House Country Inn & Motels
1896 House Country Inn & Motels
2.5 star property
Williamstown
6.6 out of 10, (448)
6.6/10
(448)
- Peaceful inn nestled among Williamstown attractions with restaurant and bar.
The price is $125
$125
$140 total
includes taxes & fees
Jan 4 - Jan 5
Hill Farm Inn
Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (173)
9.6/10
Exceptional
(173)
- Scenic Vermont B&B retreat with farm-to-table dining and mountain views nearby.
The price is $189
$189
$431 total
includes taxes & fees
Jan 6 - Jan 7
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.
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.
Go beyond your typical stay in Old Bennington
Pet friendly
Family friendly
Top landmarks in Old Bennington
Bennington Battle Monument
4.5/5 (124 reviews)
Bennington Battle Monument is just one of the landmarks located 0.4 mi (0.6 km) from central Old Bennington, so you might want to stop by for a few pics during your trip. You can also discover the museums and art galleries in the area— your sightseeing tour starts here.
Learn more about Old Bennington
Old Bennington is well-known for its attractions such as Old First Congregational Church and Bennington Museum.
Photo by Justin Hunter
Open Photo by Justin Hunter
Check out reviews of Old Bennington hotels guests love
Fairfield Inn & Suites by Marriott Williamstown
10/10 Excellent
"Clean spacious room, clean bathroom with awesome shower/water pressure. Small but efficient fitness room and pool. Breakfast was ok, small continental deal."
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"friendly accommodating staff"
The White House Inn
10/10 Excellent
"Staff was wonderful. Hotel is charming. Breakfast was great. "
The Williams Inn
10/10 Excellent
"Clean room | Staff "
Knotty Pine
10/10 Excellent
"Neat, clean and quintessential Vermont!
"
Harwood Hill Motel
10/10 Excellent
"Helpful reception, clean room"
Best Western Bennington
10/10 Excellent
"Clean room and comfortable "
Mount Snow Grand Summit Resort
10/10 Excellent
"Ski slopes were accessible and pool was really nice. "
Chalet 239
10/10 Excellent
"It was great! Would stay here again, loved the TV and fiended when we saw there was a hot chocolate machine. Totally recommend, nice people and super close to the slopes so we could wake up late."
Frequently asked questions
What hotels do travelers recommend in Old Bennington?
Guests like The Four Chimneys Inn, Knotty Pine and Hampton Inn Bennington.
Can I book refundable accommodations in Old Bennington?
If you're looking for the flexibility to change your plans to Old Bennington, most properties provide refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Old Bennington be like during my trip?
The warmest months in Old Bennington are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 26°F. The rainiest months are October and June.
Why should I book my Old Bennington accommodation with Hotels.com?
There are plenty of reasons to book your Old Bennington travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.