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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 HK$716
HK$788 total
includes taxes & fees
7 Jul - 8 Jul
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, (336 reviews)
"Great cooked to order breakfast, beautiful grounds and perfect central location in town."
United States
Richard
The price is HK$1,517
HK$1,920 total
includes taxes & fees
7 Jul - 8 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 HK$1,479
HK$1,627 total
includes taxes & fees
1 Jul - 2 Jul
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 HK$1,800
HK$2,047 total
includes taxes & fees
30 Jun - 1 Jul
South Shire
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, (286 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 HK$2,004
HK$2,184 total
includes taxes & fees
7 Jul - 8 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 HK$2,109
HK$2,320 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 HK$626
HK$1,168 total
includes taxes & fees
15 Jul - 16 Jul
Room 1, peaceful retreat in Manchester - King bed
Outdoor pool, pool 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 HK$1,305
HK$3,187 total
includes taxes & fees
12 Jul - 13 Jul
Hill Farm Inn
Exterior

Victorian mansions Coach Room with Breakfast

Victorian mansions Coach Room with Breakfast
Bennington
The price is HK$1,588
HK$2,061 total
includes taxes & fees
30 Jun - 1 Jul
Victorian mansions Coach Room with Breakfast
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 HK$634
HK$1,177 total
includes taxes & fees
14 Jul - 15 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 HK$749
HK$1,303 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 HK$650
HK$1,195 total
includes taxes & fees
22 Jul - 23 Jul
Alpine 5, cozy Vermont retreat
1 bedroom, desk, iron/ironing board, travel cot

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 HK$708
HK$1,258 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 HK$618
HK$1,158 total
includes taxes & fees
6 Jul - 7 Jul
Room 2, double room - sleeps 4
1 bedroom, desk, iron/ironing board, travel cot

11, Peaceful retreat in Vermont

11, Peaceful retreat in Vermont
Manchester
The price is HK$618
HK$1,158 total
includes taxes & fees
6 Jul - 7 Jul
11, Peaceful retreat in Vermont
1 bedroom, desk, iron/ironing board, travel cot

3, cozy pet friendly Vermont retreat - two doubles

3, cozy pet friendly Vermont retreat - two doubles
Manchester
The price is HK$618
HK$1,158 total
includes taxes & fees
30 Jun - 1 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 HK$642
HK$1,186 total
includes taxes & fees
8 Jul - 9 Jul
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 HK$725
HK$1,276 total
includes taxes & fees
8 Jul - 9 Jul
6 Bam Boo Cozy escape in the heart of Vermont
1 bedroom, desk, iron/ironing board, travel cot

Cloud 9 family double sleeps 4

Cloud 9 family double sleeps 4
Manchester
The price is HK$749
HK$1,303 total
includes taxes & fees
21 Jul - 22 Jul
Cloud 9 family double sleeps 4
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 HK$1,157
HK$1,261 total
includes taxes & fees
6 Jul - 7 Jul
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

The Four Chimneys Inn

The Four Chimneys Inn

10/10 Excellent
"Wonderful place to stay!"
Peg 2-night trip
Posted 1 hour ago
The Four Chimneys Inn

Find out more about Bennington

Bennington B&B information

Number of reviews
1,703
Accommodation
24 B&B
Lowest Price
HK$788
Highest Price
HK$3,187

Frequently asked questions

Searching for B&Bs in Bennington?
If you're hoping for something a little different than your standard 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 interested in an apartment for your stay?
B&Bs all have a unique charm — whether it's a comfy common area with a fireplace or a sunlit breakfast nook, the small details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Bennington?
Here are some B&Bs to look at in Bennington: South Shire: 9 rooms. Enjoy the massage services and on-site dining. The Four Chimneys Inn: 11 rooms. Enjoy the free full breakfast and unique decor.
What's the best time of year 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Bennington are January, March, February and December, with each month seeing an average of 21 cm of snowfall.
What is there to do in Bennington?
If you're looking for some things to do on you trip, travellers 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 should 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?
Planning your excursions in and around Bennington is easier with these transportation options. Fly into Albany, NY (ALB-Albany Intl.), which is located 31.7 mi (51 km) away. Otherwise, look 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.

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