Search Resorts in Bennington

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 12 Resorts in Bennington with updated reviews, rates, and availability.

Best Western Bennington
In-room safe, blackout drapes, iron/ironing board

Best Western Bennington

2.5 star property
7.8 out of 10, Good, (823)
"Nice, clean hotel, friendly, efficient staff, and excellent hot breakfast. "
The price is SAR 397
SAR 433 total
includes taxes & fees
19 Mar - 20 Mar
Best Western Bennington
Hotel Vervana, Trademark Collection by Wyndham
Reception

Hotel Vervana, Trademark Collection by Wyndham

2.5 star property
8.2 out of 10, Very Good, (1001)
"Property was very hard to find. There is a big sign by the road but then nothing else. It’s hidden in the back behind another building. It looks like it could be an apartment complex without a sign. "
The price is SAR 411
SAR 448 total
includes taxes & fees
19 Mar - 20 Mar
Hotel Vervana, Trademark Collection by Wyndham
Hampton Inn Bennington
Exterior

Hampton Inn Bennington

2.5 star property
8.6 out of 10, Excellent, (961)
"Great stay"
The price is SAR 507
SAR 553 total
includes taxes & fees
23 Mar - 24 Mar
Hampton Inn Bennington
Harwood Hill Motel
Property amenity

Harwood Hill Motel

2.0 star property
9.4 out of 10, Exceptional, (506)
"Great place to stay and the hosts were very friendly and accommodating."
The price is SAR 450
SAR 491 total
includes taxes & fees
12 Mar - 13 Mar
Harwood Hill Motel
Bennington Motor Inn
2 Bedroom Unit | Individually decorated, iron/ironing board, cribs/infant beds, free WiFi

Bennington Motor Inn

2.0 star property
7.8 out of 10, Good, (443)
"Very clean and comfortable, but if someone is staying in the room above you, it can be loud."
The price is SAR 456
SAR 497 total
includes taxes & fees
17 Mar - 18 Mar
Bennington Motor Inn
South Shire
Reception

South Shire

4.0 star property
9.2 out of 10, Wonderful, (82)
"The property at South Shire is beautiful and quiet. We have stayed at a few places in Bennington and it can be hit or miss. The bed in our room was very comfortable and there was also a fireplace and a deep spa tub. Just know that if you book a room for 3 and it is not specified that there is more than one bed they will have to pull in a mattress."
The price is SAR 658
SAR 792 total
includes taxes & fees
12 Mar - 13 Mar
South Shire
Starlight Inn
View from property

Starlight Inn

2.0 star property
6.6 out of 10, (208)
"We needed a room for four of us to get some sleep before getting out on the slopes the next day. Starlight Inn was perfectly located along our drive. The owners were lovely, seems to be a family owned business. The room was comfortable, clean, and nostalgic. Would stay again! "
Starlight Inn
The Four Chimneys Inn
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (274)
"Beautiful Inn with downtown not far away for shopping, antiques. Fabulous restaurant on the premises. GREAT coffee!"
The price is SAR 934
SAR 1,018 total
includes taxes & fees
12 Mar - 13 Mar
The Four Chimneys Inn
The Autumn Inn
Front of property

The Autumn Inn

2.0 star property
7.6 out of 10, Good, (568)
"Stayed from Friday to Sunday to ski at Mount Snow and Okemo. Very nice reception staff (they offered a refund when I had to cancel a night) and the rooms were clean and comfortable. While it was not a luxury stay, for $100 a night, it was an amazing deal, and I would highly recommend. The only issue is the walls could be slightly thicker"
The Autumn Inn
Cozy one of a kind renovated Barn-ultimate getaway
Smart TV, fireplace, Netflix, Hulu

Cozy one of a kind renovated Barn-ultimate getaway

9.6 out of 10, Exceptional, (10)
"The stay at the barn was fantastic. Very warm and cozy . For those who think staying in a restored barn was drafty , not at all , it's very well insulated and it was 31 degrees outside. The fire place was awesome with plenty of wood. Dave and Loretta were very accommodating and easily assessable . It's beautifully decorated with some antiques which we enjoyed . Highly recommend . John , Debar, Rob and Sharon."
Cozy one of a kind renovated Barn-ultimate getaway
West Road Motel
Desk, iron/ironing board, cribs/infant beds, rollaway beds

West Road Motel

2.0 star property
5.0 out of 10, (123)
"A place to stay when there is no other place to stay "
West Road Motel
Victorian mansion's Jim-Dandy Suite
1 bedroom, desk, iron/ironing board, free WiFi

Victorian mansion's Jim-Dandy Suite

10.0 out of 10, Exceptional, (5)
"It was such a relief to enter a space that honors a time gone by. The attention to detail—perfect touches—from the sheets and pillows tot he fresh flowers at the breakfast table added to the hospitality and warmth we felt immediately walking into the inn. There is NOTHING like staying at a place where the owner is present and attending to guests//thank you, Jim for a lovely respite from the circus."
Victorian mansion's Jim-Dandy Suite
Victorian mansions Coach Room with Breakfast
Interior

Victorian mansions Coach Room with Breakfast

Victorian mansions Coach Room with Breakfast
A Real Farm Vacation
Fridge, microwave, oven, stovetop

A Real Farm Vacation

A Real Farm Vacation
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.
Don't see what you're looking for?
See all available properties in Bennington
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Bennington

Mountain Sanctuary Dome Rustic Solitude 5BR
Interior

Mountain Sanctuary Dome Rustic Solitude 5BR

9.6 out of 10, Exceptional, (4)
"The dome home is a gorgeous architecturally unique place. It is well appointed, with well kept plants, a little library, instruments, and a functional kitchen. It’s just an incredibly fun place to stay. There is a spectacular short hike ending in a swimming hole nearby. I suspect we will be back."
Mountain Sanctuary Dome Rustic Solitude 5BR
Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.
Exterior

Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.

9.8 out of 10, Exceptional, (135)
"This property was perfect for our family’s ski weekend at Mt. Snow. The host was so kind and really went out of her way to make sure we had an awesome stay. The kids liked it so much they were already asking when we’d be back!"
Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.
Perfect for Leaf Peeping w/Bar Room, Hot Tub
Interior

Perfect for Leaf Peeping w/Bar Room, Hot Tub

10.0 out of 10, Exceptional, (12)
"Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. Thank you!"
Perfect for Leaf Peeping w/Bar Room, Hot Tub
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.

Frequently asked questions

What can I expect from a resort vacation in Bennington?
Longing for a relaxing escape? Indulge in all the comforts and luxuries of a resort, where you can find everything you want for your trip from tasty dining options to entertainment and shopping. Browse the resorts in the area and discover the one that’s best for you, whether you picture yourself sitting down to fine dining or hitting the golf course for an afternoon game.
What's the best resort in Bennington?
Our highest-rated resorts around Bennington: The Black Bear Lodge at Stratton Mountain Resort - Ski resort, 5-minute walk from Stratton Mountain Resort. 22.3 mi (35.9 km) from Bennington. Features 10 restaurants, 2 bars, and a sauna. Mount Snow Grand Summit Resort - Ski resort, 5-minute walk from Mount Snow. 17.1 mi (27.6 km) from Bennington. Has ski-in/ski-out access, a full-service spa, and a fitness center. Palmer House Resort - Deluxe King Bed 3 - Golf resort. 22.1 mi (35.6 km) from Bennington. Amenities include a garden, free breakfast, and an indoor pool. SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires! - Ski resort steps from Jiminy Peak Mountain Resort. 22.9 mi (36.9 km) from Bennington. Access to ski-in/ski-out access, a fitness center, and beach sun loungers.
How many hotel resorts are there in Bennington?
Choose from Expedia’s 12 resorts in Bennington where you’ll find great entertainment, beautiful guest rooms, and more.
What can I do in Bennington?
Travelers come to Bennington for winter sports like skiing, and also love the shopping and other activities. Check out the interesting exhibits at Bennington Museum and Robert Frost Stone House Museum, or head to Fiddlehead at Four Corners or Bennington Potters Yard for some retail therapy. Old First Congregational Church and Bennington Battle Monument are a few additional attractions in the area that you might like.
What's the seasonal weather like in 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 Bennington are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.
What's the best way to get to and around Bennington?
Fly into Albany Intl. Airport (ALB), which is located 31.7 mi (51 km) from the heart of the city. You can also search for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 31.9 mi (51.4 km) away. If you’d like to explore around the area, you may want a rental car for your journey.