Photo by Justin Hunter

Hotels in Old Bennington

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Tonight
Feb 23 - Feb 24
Tomorrow
Feb 24 - Feb 25
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

Where to stay in Old Bennington?

Front of property - evening/night
The Four Chimneys Inn
The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (281 reviews)
This historic B&B offers elegant accommodations near Bennington Museum and Old First Congregational Church. Enjoy complimentary breakfast in the garden, unwind with drinks at the lounge, or relax on the terrace after a day of exploring Vermont's cultural gems.
The price is $249
$271 total
includes taxes & fees
Feb 25 - Feb 26
The Four Chimneys Inn
Indoor pool
Hampton Inn Bennington
Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,004 reviews)
Steps from Bennington Battle Monument, this hotel offers year-round swimming in the indoor pool. Guests appreciate the helpful staff, free breakfast, and convenient parking. The fitness center keeps routines on track while exploring Old First Congregational Church nearby.
The price is $130
$142 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn Bennington
Gazebo
Harwood Hill Motel
Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (586 reviews)
Enjoy a relaxing stay at this cozy Bennington motel offering free WiFi, parking, and daily continental breakfast. Close to Robert Frost Stone House Museum and Bennington Battle Monument, with clean rooms and helpful staff to enhance your Vermont adventure.
The price is $130
$142 total
includes taxes & fees
Feb 25 - Feb 26
Harwood Hill Motel
Lobby sitting area
Knotty Pine
Knotty Pine
2.5 star property
Bennington
8.8 out of 10, Excellent, (77 reviews)
The price is $108
$118 total
includes taxes & fees
Feb 25 - Feb 26
Knotty Pine
Deluxe Room, 1 King Bed, Non Smoking, Jetted Tub | Premium bedding, desk, blackout drapes, free WiFi
Hotel Vervana, Trademark Collection by Wyndham
Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very Good, (1,003 reviews)
This ski-focused hotel offers free breakfast, WiFi, and parking near Bennington Museum. Enjoy the seasonal outdoor pool, tennis court, and fitness center after a day on the slopes. Guests rave about the helpful staff and clean, comfortable rooms.
The price is $118
$129 total
includes taxes & fees
Mar 1 - Mar 2
Hotel Vervana, Trademark Collection by Wyndham
Front of property
Bennington Motor Inn
Bennington Motor Inn
2.0 star property
Bennington
7.8 out of 10, Good, (477 reviews)
Set in a quiet area of Bennington, this motor inn provides complimentary WiFi and parking. Adventure enthusiasts will appreciate the nearby hiking trails and mountain biking routes, while Hemmings Motor News and Harmon Hill attractions are just minutes away.
The price is $123
$134 total
includes taxes & fees
Mar 1 - Mar 2
Bennington Motor Inn
Lobby
Best Western Bennington
Best Western Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (959 reviews)
This quiet hotel offers a seasonal outdoor pool and fitness center just minutes from Bennington Battle Monument and Museum. Enjoy free WiFi, parking, and breakfast before exploring nearby attractions. Friendly staff ensure a peaceful, comfortable stay.
The price is $122
$133 total
includes taxes & fees
Mar 2 - Mar 3
Best Western Bennington
Deluxe Room | Desk, free WiFi
Starlight Inn
Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (226 reviews)
Wake up to scenic trails outside this Vermont hotel, where hiking and snowmobiling await. Near Robert Frost Stone House Museum and Norman Rockwell Exhibition, you'll appreciate the thoughtful touches of free WiFi, parking, and daily housekeeping.
The price is $99
$108 total
includes taxes & fees
Feb 25 - Feb 26
Starlight Inn
Library
South Shire
South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (123 reviews)
Discover Bennington's artistic side from this welcoming inn near Bennington Arts Guild Gallery and Fiddlehead at Four Corners. Enjoy a drink at the bar after your day's adventures. The helpful staff and convenient free WiFi and parking enhance your Vermont getaway.
The price is $194
$222 total
includes taxes & fees
Feb 26 - Feb 27
South Shire
Gazebo
Cozy Corner Motel
Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (894 reviews)
The price is $75
$88 total
includes taxes & fees
Mar 1 - Mar 2
Cozy Corner Motel
Reception
The Villager Motel
The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (779 reviews)
Wake up to continental breakfast at this friendly motel near the Mountain Meadow Preserve. Clean, comfortable rooms with free WiFi await after a day of hiking nearby trails. The helpful staff will ensure a memorable stay in Williamstown.
The price is $75
$84 total
includes taxes & fees
Feb 25 - Feb 26
The Villager Motel
Property grounds
Willows Motel Williamstown
Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,006 reviews)
Immerse in the Berkshire charm at this Williamstown motel featuring an outdoor pool with pool bar. Rooms offer refrigerators and microwaves for convenience, while free breakfast, WiFi, and parking enhance your visit. Nearby Colonial Plaza awaits exploration.
The price is $85
$95 total
includes taxes & fees
Feb 25 - Feb 26
Willows Motel Williamstown
Property grounds
Maple Terrace Motel
Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (596 reviews)
Escape to this Williamstown motel in the entertainment district with a seasonal pool. Clean rooms await after exploring nearby Linear Park. Friendly staff, free breakfast, WiFi and parking enhance your value-packed stay.
The price is $99
$111 total
includes taxes & fees
Feb 26 - Feb 27
Maple Terrace Motel
Property amenity
Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
3.0 star property
Williamstown
8.8 out of 10, Excellent, (405 reviews)
Just off Colonial Plaza, this business-friendly hotel offers a refreshing indoor pool and 24-hour fitness center. Travelers praise the complimentary breakfast, helpful staff, and free parking. Lower Linear Park and local attractions wait nearby.
The price is $166
$185 total
includes taxes & fees
Mar 1 - Mar 2
Fairfield Inn & Suites by Marriott Williamstown
Mountain view
Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (904 reviews)
Wake up to complimentary breakfast before exploring Williamstown's attractions. Located near Colonial Plaza and Lower Linear Park, this clean, comfortable motel offers free WiFi and parking. Fellow travelers consistently praise the friendly, attentive staff.
The price is $90
$101 total
includes taxes & fees
Feb 25 - Feb 26
Howard Johnson by Wyndham Williamstown
Front of property - evening/night
The Williams Inn
The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (579 reviews)
Experience New England charm at this Williamstown hotel with The Barn Kitchen & Bar serving American cuisine. Guests praise the helpful staff, while amenities include a fitness center, terrace, and garden. Enjoy free WiFi and parking near Williams College Schow Science Library.
The price is $188
$210 total
includes taxes & fees
Feb 25 - Feb 26
The Williams Inn
Miscellaneous
1896 House Country Inn & Motels
1896 House Country Inn & Motels
2.5 star property
Williamstown
6.6 out of 10, (448 reviews)
Escape to this charming country inn where Williamstown's natural beauty awaits. After exploring nearby Sheep Hill, unwind in the garden or sip drinks at the onsite bar. Free parking, business center, and restaurant make your Berkshires getaway complete.
The price is $125
$140 total
includes taxes & fees
Feb 25 - Feb 26
1896 House Country Inn & Motels
Front of property
Arlington Inn
Arlington Inn
3.0 star property
Arlington
8.8 out of 10, Excellent, (191 reviews)
Immerse in Vermont's charm at this Arlington inn, adjacent to a golf course where deep-tissue massages await. Relax with a drink at the bar, unwind on the terrace, or stroll through gardens. Near Saint James Cemetery and Sugar Shack, with free breakfast, WiFi, and parking.
The price is $248
$270 total
includes taxes & fees
Feb 25 - Feb 26
Arlington Inn
View from property
Williamstown Motel
Williamstown Motel
2.0 star property
Williamstown
9.4 out of 10, Exceptional, (315 reviews)
The price is $80
$89 total
includes taxes & fees
Mar 15 - Mar 16
Williamstown Motel
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,005 reviews)
The price is $119
$133 total
includes taxes & fees
Mar 15 - Mar 16
Hotel Downstreet, an Ascend Collection Hotel
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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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.
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Old First Congregational Church

4.8/5 (4 reviews)
If you're planning a bit of sightseeing during your trip, head to Old First Congregational Church— just one of the monuments in central Old Bennington. You can also discover the museums and art galleries in the area— your sightseeing tour starts here.
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Learn more about Old Bennington

Old Bennington is well-known for its attractions such as Old First Congregational Church and Bennington Museum.

See all hotels in Old Bennington
The monument commemorates the Battle of Bennington during the American Revolutionary War. You can purchase a ticket for 5$ and ride the elevator 2/3 of the way up and see the beautiful sights from all around. A beautiful place to visit.
Photo by Justin Hunter
Open Photo by Justin Hunter

Check out reviews of Old Bennington hotels guests love

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"My wife and I just got back from a 2 night stay at the Hotel Downstreet in North Adams MA. We were very happy with this hotel and definitely plan to return! Several things stood out to us: first, upon checking in the front desk staff placed us in a quiet room located at the end of a hallway. This was very considerate, as there were numerous young families staying at this hotel (it was school vacation week). Second, our room was spotless and the bed was comfortable. The amenities at the hotel looked great - indoor pool, fitness center, and laundry (very useful if staying with young children). Location: walking distance to Mass MoCA, grocery store (Big Y), and pharmacy (CVS) and several restaurants; driving distance to attractions in the Berkshires, southern VT, and the NY capital region. And finally - an outstandingly reasonable price. Well worth a stay if you are looking for a trip in NW Massachusetts/the Berkshires."
David 2-night trip
Posted 1 day ago
Hotel Downstreet, an Ascend Collection Hotel

Frequently asked questions

What hotels do travelers recommend in Old Bennington?
The Four Chimneys Inn is a property that our guests really like.
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.