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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

Our top choices for Bennington bed & breakfast

Lounge

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (449 reviews)
"The staff was very friendly and helpful."
Canada
Dumitru Florin
The price is AED 312
AED 343 total
includes taxes & fees
28 Jun - 29 Jun
Bromley View Inn
Property grounds

The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (334 reviews)
"Great cooked to order breakfast, beautiful grounds and perfect central location in town."
United States
Richard
The price is AED 612
AED 774 total
includes taxes & fees
26 Jul - 27 Jul
The Inn at Manchester
Exterior

North Shire Lodge

North Shire Lodge
3.0 star property
Manchester Center
9.4 out of 10, Exceptional, (159 reviews)
"Fantastic stay, wonderful staff."
United States
Jesse
The price is AED 693
AED 762 total
includes taxes & fees
29 Jun - 30 Jun
North Shire Lodge
Library

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (127 reviews)
"Staff was great."
United States
Jan
The price is AED 729
AED 834 total
includes taxes & fees
29 Jun - 30 Jun
South Shire
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (285 reviews)
"Peaceful and whimsical stay in a historic inn. The breakfast was delicious (served with the best local maple syrup) and location was a 5 minute drive to the downtown area."
United States
Jeane
The price is AED 878
AED 957 total
includes taxes & fees
9 Jul - 10 Jul
The Four Chimneys Inn
Front of property - evening/night

The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (165 reviews)
"This Inn is lovely and our favorite place to stay when we travel to Vermont. The breakfast is amazing!"
United States
Donna
The price is AED 988
AED 1,087 total
includes taxes & fees
1 Jul - 2 Jul
The Inn at Ormsby Hill
Exterior

Room 1, peaceful retreat in Manchester - King bed

Room 1, peaceful retreat in Manchester - King bed
Manchester
10.0 out of 10, Exceptional, (1 review)
"The room was spotless. The communal guest kitchen is an awesome feature. "
United States
Jacob
The price is AED 312
AED 568 total
includes taxes & fees
8 Jul - 9 Jul
Room 1, peaceful retreat in Manchester - King bed
Exterior

Victorian mansions Coach Room with Breakfast

Victorian mansions Coach Room with Breakfast
Bennington
The price is AED 826
AED 1,059 total
includes taxes & fees
28 Jun - 29 Jun
Victorian mansions Coach Room with Breakfast
Outdoor pool, sun loungers

Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (176 reviews)
"This is our fourth time staying. We love the inn. Very cozy vibes, restaurant on site is delicious. Very close to Manchester, which has great shops and restaurants."
United States
Jennifer
The price is AED 988
AED 1,904 total
includes taxes & fees
28 Jun - 29 Jun
Hill Farm Inn
Property grounds

Room 7 - family room sleeps 4

Room 7 - family room sleeps 4
Manchester
10.0 out of 10, Exceptional, (1 review)
"Nice spot, good location. Towels could be better, but overall a great spot. "
United States
Kuan-Chung
The price is AED 301
AED 555 total
includes taxes & fees
13 Jul - 14 Jul
Room 7 - family room sleeps 4
Property grounds

Zen 10, relax and retreat in the heart of Vermont

Zen 10, relax and retreat in the heart of Vermont
Manchester
9.4 out of 10, Exceptional, (3 reviews)
"Very nice and relaxing location"
United States
Jennifer C.
The price is AED 351
AED 610 total
includes taxes & fees
21 Jul - 22 Jul
Zen 10, relax and retreat in the heart of Vermont
Dining

Alpine 5, cozy Vermont retreat

Alpine 5, cozy Vermont retreat
Manchester
6.8 out of 10, (3 reviews)
"We had a wonderful stay! The room was very clean and spacious, which made it extremely comfortable and relaxing. Everything was well maintained and exactly as described. The space felt fresh, organized, and welcoming from the moment we arrived.Overall, a great experience, and we would definitely stay here again. Highly recommend!"
United States
Shuo P.
The price is AED 305
AED 560 total
includes taxes & fees
6 Jul - 7 Jul
Alpine 5, cozy Vermont retreat
1 bedroom, desk, iron/ironing board, travel crib

Oceans 8 minutes to Manchester Vermont

Oceans 8 minutes to Manchester Vermont
Manchester
8.0 out of 10, Very Good, (1 review)
The price is AED 332
AED 589 total
includes taxes & fees
7 Jul - 8 Jul
Oceans 8 minutes to Manchester Vermont
Exterior

Room 2, double room - sleeps 4

Room 2, double room - sleeps 4
Manchester
The price is AED 289
AED 543 total
includes taxes & fees
6 Jul - 7 Jul
Room 2, double room - sleeps 4
1 bedroom, desk, iron/ironing board, travel crib

11, Peaceful retreat in Vermont

11, Peaceful retreat in Vermont
Manchester
The price is AED 289
AED 543 total
includes taxes & fees
6 Jul - 7 Jul
11, Peaceful retreat in Vermont
1 bedroom, desk, iron/ironing board, travel crib

3, cozy pet friendly Vermont retreat - two doubles

3, cozy pet friendly Vermont retreat - two doubles
Manchester
The price is AED 309
AED 564 total
includes taxes & fees
14 Jul - 15 Jul
3, cozy pet friendly Vermont retreat - two doubles
Property grounds

Room 4 - Prickly Pear double room

Room 4 - Prickly Pear double room
Manchester
The price is AED 301
AED 555 total
includes taxes & fees
8 Jul - 9 Jul
Room 4 - Prickly Pear double room
1 bedroom, desk, iron/ironing board, travel crib

Cloud 9 family double sleeps 4

Cloud 9 family double sleeps 4
Manchester
The price is AED 351
AED 610 total
includes taxes & fees
21 Jul - 22 Jul
Cloud 9 family double sleeps 4
Exterior

6 Bam Boo Cozy escape in the heart of Vermont

6 Bam Boo Cozy escape in the heart of Vermont
Manchester
The price is AED 378
AED 640 total
includes taxes & fees
7 Jul - 8 Jul
6 Bam Boo Cozy escape in the heart of Vermont
Exterior

Bentley House Bed and Breakfast

Bentley House Bed and Breakfast
2.0 star property
Poultney
10.0 out of 10, Exceptional, (1 review)
The price is AED 542
AED 591 total
includes taxes & fees
28 Jun - 29 Jun
Bentley House Bed and Breakfast
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
"Great room great staff. Love staying at Hotel Vervana"
Damian 2-night trip
Posted 1 day ago
Hotel Vervana, Trademark Collection by Wyndham

Frequently asked questions

Searching for B&Bs in Bennington?
If you're looking for something a little different than the traditional hotel experience, a bed and breakfast could be a great option for your getaway. If you want to lose yourself exploring fascinating exhibits, you might consider stopping by Bennington Museum and Robert Frost Stone House Museum while you're in town.
Are you thinking about B&Bs over traditional hotel rooms?
B&Bs all have a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook, the small details are what make bed and breakfasts the perfect escape.
What are the top B&Bs in Bennington?
Here are some B&Bs to check out in Bennington: South Shire: 9 rooms. Enjoy the massage services and onsite dining. The Four Chimneys Inn: 11 rooms. Enjoy the free full breakfast and unique décor.
When is the best time to book my B&B in Bennington?
When you're planning your escape to Bennington, year-round temperatures and rainfall may be important factors to consider. 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 is there to do in Bennington?
If you're looking for some things to do on your trip, travelers enjoy Bennington for its skiing and hiking. If you're looking for some activities to entertain you on your trip, consider visiting Harmon Hill and Prospect Mountain Nordic Ski Center. You might put Bennington Museum and Hemmings Motor News Car Lover's Convenience Store & Vehicle Display on your list if you want to see more of the area.
How can I get to and around Bennington?
Mapping out your trip in and around Bennington is easy with these transportation options. Fly into Albany Intl. Airport (ALB), which is located 31.7 mi (51 km) away from the city center. 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 venture out around the area, you may want to rent a car for your trip.