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Check prices for these dates

Next weekend
10 Apr - 12 Apr
In two weeks
17 Apr - 19 Apr
In one month
1 May - 3 May
In two months
29 May - 31 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, (438 reviews)
"We had an enjoyable stay and would stay again. "
United States
Donna
The price is SAR 315
SAR 347 total
includes taxes & fees
13 Apr - 14 Apr
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, (305 reviews)
"Staff was exceptionally friendly…lovely Inn! Beautiful views "
United States
Michael
The price is SAR 657
SAR 723 total
includes taxes & fees
29 Apr - 30 Apr
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, (160 reviews)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
The price is SAR 895
SAR 984 total
includes taxes & fees
20 Apr - 21 Apr
The Inn at Ormsby Hill
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, (282 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 price is SAR 817
SAR 891 total
includes taxes & fees
16 Apr - 17 Apr
The Four Chimneys Inn
Dining

Alpine 5, cozy Vermont retreat

Alpine 5, cozy Vermont retreat
Manchester
9.0 out of 10, Wonderful, (2 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 SAR 276
SAR 492 total
includes taxes & fees
8 Apr - 9 Apr
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
6 Apr - 7 Apr
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
6 Apr - 7 Apr
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 SAR 276
SAR 492 total
includes taxes & fees
6 Apr - 7 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
8.0 out of 10, Very Good, (1 review)
The price is SAR 276
SAR 492 total
includes taxes & fees
6 Apr - 7 Apr
Oceans 8 minutes to Manchester Vermont
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
15 Apr - 16 Apr
Room 1, peaceful retreat in Manchester - King bed
Room

Room 2, double room - sleeps 4

Room 2, double room - sleeps 4
Manchester
The price is SAR 255
SAR 469 total
includes taxes & fees
6 May - 7 May
Room 2, double room - sleeps 4
Room

3, cozy pet friendly Vermont retreat - two doubles

3, cozy pet friendly Vermont retreat - two doubles
Manchester
The price is SAR 263
SAR 477 total
includes taxes & fees
6 Apr - 7 Apr
3, cozy pet friendly Vermont retreat - two doubles
Room

11, Peaceful retreat in Vermont

11, Peaceful retreat in Vermont
Manchester
The price is SAR 263
SAR 477 total
includes taxes & fees
15 Apr - 16 Apr
11, Peaceful retreat in 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 276
SAR 492 total
includes taxes & fees
6 Apr - 7 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 276
SAR 492 total
includes taxes & fees
6 Apr - 7 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 296
SAR 513 total
includes taxes & fees
15 Apr - 16 Apr
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, (27 reviews)
"Beautiful location and nice staff."
United States
Cynthia
The price is SAR 490
SAR 534 total
includes taxes & fees
6 Apr - 7 Apr
Four Columns Inn
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (350 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
9 Apr - 10 Apr
Colonel Williams Inn
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is SAR 802
SAR 874 total
includes taxes & fees
20 Apr - 21 Apr
Stone Hearth Inn and Eatery
Outdoor wedding area

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (426 reviews)
"Very cute place, breakfasts were wonderful! "
United States
Jennifer
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

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

10/10 Excellent
"Wonderful location with awesome hosts, clean rooms and everything we needed for a first time visit to Vermont. With very easily walkable shopping (don’t miss the shop below the room!) and excellent options this was an unforgettable experience for us. We are very thankful to have stayed here! We definitely recommend!"
Nathaniel O. 3-night trip
Posted 3 days ago
Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

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 surrounding 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 heart of downtown. 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 Bennington Museum and Bennington Battle Monument 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.