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Top 10 Old Bennington hotels and places to stay

The Four Chimneys Inn
4.0 star property
Breakfast included
Parking included
Free WiFi
9.4 out of 10, Exceptional, 257 reviews
    cleanliness
    Staff & service is scored top 10% in Bennington by travellers.
"We quite liked this hotel as it was charming and well thought out in many ways. We especially loved the dinner we had the first night. Our room had a fireplace and we loved that feature because it was a bit chillier than we expected. The only thing we would have wished for was a mini fridge in the room, but that’s not a huge deal breaker for us to return someday. It Is a nice walkable area and an easy to navigate town. Sadly, Bennington Pottery store isn’t open to the public anymore, but the...
The price is CA $478
CA $522 total
includes taxes & fees
Jul 1 - Jul 2
The Four Chimneys Inn
Paradise Inn
2.5 star property
Pool
Pet-friendly
Parking included
8.2 out of 10, Very good, 1,001 reviews
"We were late coming in and the owner was accommodating! It was quiet and clean -- not new and modern, but great for the price!"
The price is CA $246
CA $268 total
includes taxes & fees
Jul 2 - Jul 3
Paradise Inn
The Autumn Inn
2.0 star property
Pet-friendly
Parking included
Free WiFi
7.8 out of 10, Good, 504 reviews
"Independent motel, somewhat dated but clean with updated bathroom. Gentleman who assisted me was lovely. Short visit to Bennington to visit an elderly family member. Convenient, although I wish I could find better coffee close by. I launched early morning on low grade."
The price is CA $122
CA $133 total
includes taxes & fees
Jun 19 - Jun 20
The Autumn Inn
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Hampton Inn Bennington
2.5 star property
Pool
Pet-friendly
Parking included
8.6 out of 10, Excellent, 879 reviews
"Wish there were bigger towels in pool area. And sauna needs re-do. Staff is great, breakfast and coffee station is great. "
The price is CA $220
CA $240 total
includes taxes & fees
Jul 7 - Jul 8
Hampton Inn Bennington
Best Western Bennington
2.5 star property
Pool
Breakfast included
Parking included
7.8 out of 10, Good, 709 reviews
"Always a pleasure to stay at BW Bennington. Steve at the front desk is a pleasure, and the newly remodeled lobby and common area is outstanding."
The price is CA $164
CA $178 total
includes taxes & fees
Jun 24 - Jun 25
Best Western Bennington
Harwood Hill Motel
2.0 star property
Breakfast included
Pet-friendly
Parking included
9.4 out of 10, Exceptional, 439 reviews
    cleanliness
    Cleanliness is scored top 10% in Bennington by travellers.
"The staff was very nice. The rooms were clean and comfortable. The grounds had sculptures from local artists, a fire pit and a screen enclosed gazebo for use. "
The price is CA $178
CA $194 total
includes taxes & fees
Jun 19 - Jun 20
Harwood Hill Motel
Bennington Motor Inn
2.0 star property
Parking included
Free WiFi
Air conditioning
7.6 out of 10, Good, 412 reviews
"Parking for motorcycles not sure"
The price is CA $184
CA $201 total
includes taxes & fees
Jun 21 - Jun 22
Bennington Motor Inn
South Shire
4.0 star property
Pet-friendly
Parking included
Free WiFi
9.4 out of 10, Exceptional, 58 reviews
"Piano player was great"
The price is CA $258
CA $282 total
includes taxes & fees
Jun 19 - Jun 20
South Shire
West Road Motel
2.0 star property
Pet-friendly
Parking included
Free WiFi
5.0 out of 10, 123 reviews
"The only decent thing was that it was clean. Broken doors, broken remote, broken lamp, was frightening pulling in with people that seemed to be just hanging out. Maybe they lived there in a room. All kinds of what appeared to be junk all around run down buildings. "
West Road Motel
Starlight Inn
2.0 star property
Pet-friendly
Parking included
Free WiFi
6.6 out of 10, 187 reviews
"Clean room, nice staff. "
The price is CA $117
CA $127 total
includes taxes & fees
Jun 19 - Jun 20
Starlight Inn
Eddington House Inn
3.0 star property
Breakfast included
Pet-friendly
Parking included
9.4 out of 10, Exceptional, 65 reviews
    cleanliness
    Staff & service is scored top 10% in North Bennington by travellers.
"Owner was very kind and gracious. The accommodation was a bit overlooked with attention. We had spider webs hanging from the ceiling in the bedroom, and there was no hand soap to wash our hands in the bathroom. We had a nice breakfast, and the Inn itself was old and had some charm. The grounds had lovely flower beds. The bed was only a double size, but it was comfortable. "
The price is CA $293
CA $319 total
includes taxes & fees
Jun 20 - Jun 21
Eddington House Inn
Maple Shade Bed & Breakfast
3.0 star property
Breakfast included
Parking included
Free WiFi
9.8 out of 10, Exceptional, 85 reviews
    cleanliness
    Staff & service is scored top 10% in Stillwater by travellers.
"Super clean, friendly owners, great breakfast, rooms beautifully appointed in a country home style. Loved it!"
The price is CA $279
CA $302 total
includes taxes & fees
Jun 27 - Jun 28
Maple Shade Bed & Breakfast
Studio style farm stay
Kitchen
Pet-friendly
Free WiFi
9.0 out of 10, Wonderful, 28 reviews
"Nice use of old barn … fun arty touches. Quite and clean and very convenient for exploring around North Bennington and surrounding country."
Studio style farm stay
The Farmhouse at Saratoga - H2
Free WiFi
Air conditioning
Microwave
10.0 out of 10, Exceptional, 4 reviews
"Clean, well appointed one bedroom. Very comfortable bed and furniture. Nicely decorated. Thanks!"
The Farmhouse at Saratoga - H2
Cozy 1 Bedroom farm stay cottage
Kitchen
Pet-friendly
Air conditioning
7.0 out of 10, Good, 6 reviews
"We traveled with our little dog and this property accepts pets and that worked out well. Having a full kitchen helped save on going out to eat."
Cozy 1 Bedroom farm stay cottage
Arlington's West Mountain Inn
3.0 star property
Breakfast included
Parking included
Free WiFi
8.4 out of 10, Very good, 151 reviews
"staff was very courteous and helpful"
Arlington's West Mountain Inn
Best Western Bennington - Deluxe King Bed #1
Pool
Breakfast included
Air conditioning
9.6 out of 10, Exceptional, 4 reviews
"Nice place"
The price is CA $204
CA $256 total
includes taxes & fees
Jun 25 - Jun 26
Best Western Bennington - Deluxe King Bed #1
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Kitchen
Washer
Pet-friendly
10.0 out of 10, Exceptional, 6 reviews
    cleanliness
    Cleanliness is scored top 10% in Cambridge by travellers.
"Needed to break up our drive home from the Adirondacks where we watched the solar eclipse. This was a peaceful cute cabin that was perfect. Only thing slightly negative was that there was no doors to the bedrooms."
The price is CA $273
CA $435 total
includes taxes & fees
Jun 19 - Jun 20
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Escape to Serenity: Cozy 3 bedroom apartment
Kitchen
Washer
Dryer
10.0 out of 10, Exceptional, 2 reviews
"only issue was a/c, only one small unit in kitchen window. none in bedrooms!!"
The price is CA $166
CA $558 total
includes taxes & fees
Jul 10 - Jul 11
Escape to Serenity: Cozy 3 bedroom apartment
Sowilo Retreat All-Inclusive Cedar House
Breakfast included
Kitchen
Pet-friendly
10.0 out of 10, Exceptional, 2 reviews
Sowilo Retreat All-Inclusive Cedar House
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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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Frequently asked questions

Where is the best place for a stay in Old Bennington?

Based on our traveler data, The Four Chimneys Inn is one of the top choices for your stay. This B&B offers free breakfast and free parking. Two other options for your trip to the area are Hotel Downstreet and Mountaineer Inn. See all available top hotels, or vacation rentals in Old Bennington.

What are some of the best vacation home rentals in Old Bennington?

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW! : You might want to consider this Old Bennington vacation home rental for your stay. It offers an indoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 12 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a pool table so you can immerse yourself in your vacation. See all vacation rentals in Old Bennington.

If I need to cancel my hotel reservation in Old Bennington, will I receive a refund?

Yes! You'll find that most hotel reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, you might still have the option to cancel 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.

Where can I learn more about changing or cancelling my trip to Old Bennington?

To access more information about picking new dates or cancelling your trip to Old Bennington, click here.

What are some hotels with pools in Old Bennington?

Hampton Inn Bennington: Provides a sauna, a pool, and free breakfast. The Lodge at Mount Snow and Big Bears Lodge are a couple of other choices that offer an onsite pool. View all hotels with pools in Old Bennington.

What is the best spa hotel in Old Bennington?

The Four Chimneys Inn is a highly recommended spa hotel with a bar. Treat yourself to a massage at the on-site spa. See all spa hotels in Old Bennington.

How is it to stay in Old Bennington?

Visitors are sure to enjoy all that Old Bennington has to offer. In Old Bennington, there are 2 hotels and other accommodations to choose from. Find out more about Old Bennington.

What should I see while I'm in Old Bennington?

Landmarks like Bennington Battle Monument and Old First Congregational Church might be worth a visit. Additionally, you might want to add Bennington Museum to your itinerary. Check out what more 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 temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Old Bennington are January, April, March, and February, with each month seeing an average of 11 inches of snowfall.

Old Bennington Hotel Reviews
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