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Check prices for these dates

Next weekend
27 Mar - 29 Mar
In two weeks
3 Apr - 5 Apr
In one month
17 Apr - 19 Apr
In two months
15 May - 17 May

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, (434 reviews)
"Great place to stay. I really loved the place."
United States
Simon
Bromley View Inn
Exterior

The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (301 reviews)
"Staff was exceptionally friendly…lovely Inn! Beautiful views "
United States
Michael
The price is SAR 620
SAR 682 total
includes taxes & fees
23 Mar - 24 Mar
The Inn at Manchester
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, (157 reviews)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
The price is SAR 895
SAR 984 total
includes taxes & fees
12 Apr - 13 Apr
The Inn at Ormsby Hill
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 is a quintessential Vermont inn in beautiful historic Bennington. The inn was lovingly cared for by the owner who was very attentive to his guests. We will stay again."
United States
Nancy
The Four Chimneys Inn
Dining

Alpine 5, cozy Vermont retreat

Alpine 5, cozy Vermont retreat
Manchester
10.0 out of 10, Exceptional, (1 review)
"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 SAR 276
SAR 492 total
includes taxes & fees
25 Mar - 26 Mar
Alpine 5, cozy Vermont retreat
Outdoor pool, sun loungers

Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (175 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 SAR 710
SAR 1,618 total
includes taxes & fees
23 Mar - 24 Mar
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 SAR 276
SAR 492 total
includes taxes & fees
30 Mar - 31 Mar
Room 7 - family room sleeps 4
Room

Room 2, double room - sleeps 4

Room 2, double room - sleeps 4
Manchester
The price is SAR 244
SAR 457 total
includes taxes & fees
23 Mar - 24 Mar
Room 2, double room - sleeps 4
Room

11, Peaceful retreat in Vermont

11, Peaceful retreat in Vermont
Manchester
The price is SAR 263
SAR 477 total
includes taxes & fees
20 Apr - 21 Apr
11, Peaceful retreat in Vermont
Room

3, cozy pet friendly Vermont retreat - two doubles

3, cozy pet friendly Vermont retreat - two doubles
Manchester
3, cozy pet friendly Vermont retreat - two doubles
Room

Room 1, peaceful retreat in Manchester - King bed

Room 1, peaceful retreat in Manchester - King bed
Manchester
The price is SAR 210
SAR 425 total
includes taxes & fees
20 Apr - 21 Apr
Room 1, peaceful retreat in Manchester - King bed
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 SAR 276
SAR 492 total
includes taxes & fees
14 Apr - 15 Apr
Zen 10, relax and retreat in the heart of Vermont
1 bedroom, desk, iron/ironing board, travel crib

Oceans 8 minutes to Manchester Vermont

Oceans 8 minutes to Manchester Vermont
Manchester
The price is SAR 276
SAR 492 total
includes taxes & fees
23 Mar - 24 Mar
Oceans 8 minutes to Manchester Vermont
1 bedroom, desk, iron/ironing board, travel crib

Cloud 9 family double sleeps 4

Cloud 9 family double sleeps 4
Manchester
The price is SAR 371
SAR 596 total
includes taxes & fees
22 Apr - 23 Apr
Cloud 9 family double sleeps 4
Property grounds

Room 4 - Prickly Pear double room

Room 4 - Prickly Pear double room
Manchester
The price is SAR 371
SAR 596 total
includes taxes & fees
22 Apr - 23 Apr
Room 4 - Prickly Pear double room
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 SAR 311
SAR 531 total
includes taxes & fees
24 Mar - 25 Mar
6 Bam Boo Cozy escape in the heart of Vermont
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (25 reviews)
"Clean, spacious and well decorated. A pleasure to spend time in."
United States
Elizabeth
Four Columns Inn
Room 4 | Hypo-allergenic bedding, free WiFi, bed sheets

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (349 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is SAR 550
SAR 605 total
includes taxes & fees
26 Mar - 27 Mar
Colonel Williams Inn
Property grounds

Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (117 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
The price is SAR 532
SAR 585 total
includes taxes & fees
23 Mar - 24 Mar
Blue Gentian Lodge at Magic Mountain
Outdoor wedding area

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (425 reviews)
"This was my first time staying at a bed and breakfast place. Everything was great and the breakfast was delicious each day."
United States
Devin
The price is SAR 622
SAR 684 total
includes taxes & fees
13 Apr - 14 Apr
The Nutmeg
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

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"The place is great and everyone at the hotel were wonderful Thanks!!"
Antonio 4-night trip
Posted 2 days ago
Hampton Inn and Suites Manchester

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?
Below are some well-liked B&Bs in the area: The Four Chimneys Inn: 11 rooms. 0.2 mi (0.3 km) from the heart of Bennington. Enjoy the free full breakfast and unique décor. Big Bears Lodge: 24 rooms. 17.5 mi (28.2 km) from the downtown core. Enjoy the free cooked breakfast and outdoor pool.
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 Old First Congregational Church and Bennington Museum 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.