A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.

Best Resorts in Bennington

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Check prices for these dates

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19
In one month
Jul 31 - Aug 2
In two months
Aug 28 - Aug 30

Our top choices for Bennington resorts

Free WiFi, bed sheets

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (998 reviews)
"Amazing hotel"
United States
Luis
$149 nightly
The price is $164
Jul 2 - Jul 3
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Interior

Deluxe King Room w/fireplace and separate entrance

Deluxe King Room w/fireplace and separate entrance
West Dover
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed our one-night stay. Our room was cozy and all the staff were wonderful."
United States
Charles B.
$372 nightly
The price is $405
Jul 6 - Jul 7
Total with taxes and fees
Deluxe King Room w/fireplace and separate entrance
Dining

Deluxe King Room w/pull-out love seat and fireplace

Deluxe King Room w/pull-out love seat and fireplace
Dover
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfect"
United States
James R.
$411 nightly
The price is $449
Jul 5 - Jul 6
Total with taxes and fees
Deluxe King Room w/pull-out love seat and fireplace
Exterior

Deluxe King, kitchenette, fireplace

Deluxe King, kitchenette, fireplace
West Dover
10.0 out of 10, Exceptional, (4 reviews)
"End of season special. Perfect size, fireplace was great on a cold rainy night. Last night restaurant was open for a few weeks."
United States
john L.
$437 nightly
The price is $478
Jul 2 - Jul 3
Total with taxes and fees
Deluxe King, kitchenette, fireplace
Exterior

Deluxe King, Living Room w/sofa bed, bunk bed & fireplace

Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
Dover
9.4 out of 10, Exceptional, (6 reviews)
"This is a beautiful, large suite in a quaint Vermont town. There are two main rooms: a bedroom with a king bed and a bunk bed, and a separate living room with a fireplace. The main inn also has lounge areas open to guests all night, and is a perfect stay for both families and couples. "
United States
Olivia
$437 nightly
The price is $478
Jul 2 - Jul 3
Total with taxes and fees
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
1 bedroom, iron/ironing board, WiFi

Deluxe 2xQueen- 2nd floor in Historic Inn

Deluxe 2xQueen- 2nd floor in Historic Inn
West Dover
10.0 out of 10, Exceptional, (5 reviews)
"Everything was just fantastic! Everyone was friendly and accommodating. Owners were so nice! Property is amazing and a great location to Mount Snow. Can not go wrong with this spot."
United States
Brendan M.
$372 nightly
The price is $405
Jul 2 - Jul 3
Total with taxes and fees
Deluxe 2xQueen- 2nd floor in Historic Inn
1 bedroom, iron/ironing board, WiFi

Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance

Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
Dover
10.0 out of 10, Exceptional, (2 reviews)
"The place was clean, cozy and comfortable. The whole estate is beautiful."
United States
Mike T.
$437 nightly
The price is $478
Jul 5 - Jul 6
Total with taxes and fees
Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
1 bedroom, iron/ironing board, WiFi

Deluxe 2xQueen & fireplace

Deluxe 2xQueen & fireplace
Dover
10.0 out of 10, Exceptional, (1 review)
$372 nightly
The price is $405
Jul 2 - Jul 3
Total with taxes and fees
Deluxe 2xQueen & fireplace
Exterior

Luxury King w/balcony, accessible

Luxury King w/balcony, accessible
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"My husband and I had a wonderful time at the Inn . our room was beautiful and we had two delicious meals in the restaurant I would definitely recommend this Inn to anyone traveling in southern Vermont."
United States
Kimberley B.
$411 nightly
The price is $449
Jul 5 - Jul 6
Total with taxes and fees
Luxury King w/balcony, accessible
Exterior

Deluxe King, Living Room w/sofa bed & fireplace

Deluxe King, Living Room w/sofa bed & fireplace
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Had a really nice time - the place was lovely. They had some on property activities and were very close to the mountain. We had a great time and would definitely stay here again if back in the area!"
United States
Taylor G.
$437 nightly
The price is $478
Jul 5 - Jul 6
Total with taxes and fees
Deluxe King, Living Room w/sofa bed & fireplace
Exterior

Deluxe King Suite, Living Room w/sofa bed & fireplace

Deluxe King Suite, Living Room w/sofa bed & fireplace
West Dover
10.0 out of 10, Exceptional, (1 review)
"My husband and I really enjoyed the accommodations. Great location with tons do do nearby. The place was so cozy and inviting. Would definitely stay again"
United States
Megan M.
$437 nightly
The price is $478
Jul 5 - Jul 6
Total with taxes and fees
Deluxe King Suite, Living Room w/sofa bed & fireplace
1 bedroom, iron/ironing board, WiFi

Deluxe 2xQueen in Historic Inn

Deluxe 2xQueen in Historic Inn
West Dover
8.0 out of 10, Very Good, (1 review)
$372 nightly
The price is $405
Jul 5 - Jul 6
Total with taxes and fees
Deluxe 2xQueen in Historic Inn
Exterior

King with Bunk Bed- 2nd floor in Historic Inn

King with Bunk Bed- 2nd floor in Historic Inn
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with."
United States
Forrest W.
$411 nightly
The price is $449
Jul 2 - Jul 3
Total with taxes and fees
King with Bunk Bed- 2nd floor in Historic Inn
Exterior

Luxury King Suite, Living Room w/sofa bed and jacuzzi tub

Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Such a quaint, beautiful Spot. It’s uniqueness, historic feel and common area was very warming. Personnel was very friendly and attentive"
United States
Jessica
$411 nightly
The price is $449
Jul 6 - Jul 7
Total with taxes and fees
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
1 bedroom, iron/ironing board, WiFi

Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
West Dover
8.0 out of 10, Very Good, (1 review)
"The inn and grounds were wonderful. Great food at the Sawmill. Wonderful area to explore leading to an all around wonderful time."
United States
Craig C.
$411 nightly
The price is $449
Jul 2 - Jul 3
Total with taxes and fees
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
Interior

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Dover
9.8 out of 10, Exceptional, (7 reviews)
"My husband and I stayed here so we could ride Mt Snow for a few days. The place is wonderful! All staff is incredibly helpful and friendly, the food and cocktails in their restaurant are phenomenal, the landscape and accommodation are beautiful. We will definitely be back."
United States
Sydney W.
$489 nightly
The price is $535
Jul 2 - Jul 3
Total with taxes and fees
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Interior

Deluxe Queen Suite with pull-out love seat, private entrance

Deluxe Queen Suite with pull-out love seat, private entrance
Dover
$372 nightly
The price is $405
Jul 5 - Jul 6
Total with taxes and fees
Deluxe Queen Suite with pull-out love seat, private entrance
Exterior

Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
$411 nightly
The price is $449
Jul 5 - Jul 6
Total with taxes and fees
Deluxe King - 2nd floor in Historic Inn
Interior

Luxury King with balcony

Luxury King with balcony
West Dover
$411 nightly
The price is $449
Jul 2 - Jul 3
Total with taxes and fees
Luxury King with balcony
Exterior

Deluxe King- 2nd floor in Historic Inn

Deluxe King- 2nd floor in Historic Inn
West Dover
$411 nightly
The price is $449
Jul 2 - Jul 3
Total with taxes and fees
Deluxe King- 2nd floor in Historic 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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Top Bennington Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"Recently renovated, very comfortable, quiet, nice pool and gardens."
PETER 3-night trip
Posted 16 hours ago
Hotel Vervana, Trademark Collection by Wyndham

Find out more about Bennington

Bennington Resorts information

Number of reviews
1,282
Accommodation
11 Resorts
Lowest Price
$164
Highest Price
$185

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: Grand Summit Resort, A Vail Resorts Property - Ski resort, 5-minute walk from Mount Snow. 17.2 mi (27.7 km) from Bennington. Features ski-in/ski-out access, a full-service spa, and a fitness center. 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. Has 10 restaurants, 2 bars, and a sauna. The Equinox Golf Resort And Spa - Luxury resort. 20.5 mi (33 km) from Bennington. Enjoy the 4 restaurants, 2 bars, and golf course. COZY CABIN IN BERKSHIRES RESORT. - Ski resort right by Jiminy Peak Mountain Resort. 22.9 mi (36.9 km) from Bennington. Amenities include ski-in/ski-out access, a fitness center, and beach sun loungers. In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants - Ski resort steps from Jiminy Peak Mountain Resort. 23 mi (37 km) from Bennington. Access to ski-in/ski-out access, a fitness center, and a garden.
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 Bennington Potters Yard or Fiddlehead at Four Corners for some retail therapy. Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Bennington Center for the Arts 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.

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