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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Browse Select Bennington B&B

Bromley View Inn
Lounge

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (342)
"It was nice that they had a pool table in the common area."
Bromley View Inn
The Inn at Ormsby Hill
Terrace/patio

The Inn at Ormsby Hill

3.5 star property
9.8 out of 10, Exceptional, (118)
"Really liked the beautiful interior of the inn."
The price is ₹13,889
₹15,278 total
includes taxes & fees
7 May - 8 May
The Inn at Ormsby Hill
The Inn at Manchester
Property grounds

The Inn at Manchester

3.5 star property
10.0 out of 10, Exceptional, (236)
"Amazing as always! Such a lovely place to stay and the breakfast is absolutely delicious. "
The price is ₹13,217
₹14,538 total
includes taxes & fees
7 May - 8 May
The Inn at Manchester
The Ira Allen House
Exterior

The Ira Allen House

3.5 star property
9.8 out of 10, Exceptional, (189)
"Absolutely love! Such great history and charm. Wonderful service! Thoroughly enjoyed the stay. "
The price is ₹14,922
₹16,265 total
includes taxes & fees
27 Apr - 28 Apr
The Ira Allen House
The Four Chimneys Inn
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (275)
"Beautiful Inn with downtown not far away for shopping, antiques. Fabulous restaurant on the premises. GREAT coffee!"
The price is ₹20,846
₹22,722 total
includes taxes & fees
27 Apr - 28 Apr
The Four Chimneys Inn
Hill Farm Inn
Front of property

Hill Farm Inn

4.0 star property
9.6 out of 10, Exceptional, (167)
"Beautiful location, friendly staff, delicious breakfast and excellent accommodation."
The price is ₹16,968
₹37,682 total
includes taxes & fees
28 Apr - 29 Apr
Hill Farm Inn
North Shire Lodge
Standard Room, 1 King Bed, Mountain View | Mountain view

North Shire Lodge

3.0 star property
9.4 out of 10, Exceptional, (149)
"Great home base for ski adventures!! "
North Shire Lodge
Arlington's West Mountain Inn
Norman Rockwell room | Individually decorated, desk, blackout curtains, iron/ironing board

Arlington's West Mountain Inn

3.0 star property
8.4 out of 10, Very good, (154)
"A most wonderful place to stay! Breakfasts and dinners are heavenly and the Inn is very friendly and welcoming."
Arlington's West Mountain 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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Other property types in Bennington

Two Brooks Lodge
Panoramic House | Private kitchen

Two Brooks Lodge

3.0 star property
4.8 out of 10, (3)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
The price is ₹7,845
₹29,868 total
includes taxes & fees
29 Apr - 30 Apr
Two Brooks Lodge
Bennington Gem w/ Smart TV Near Historic District!
House (1 Bedroom) | Private kitchen | Microwave, oven, stovetop, dishwasher

Bennington Gem w/ Smart TV Near Historic District!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We liked staying at the place as it had good amenities (washer, dryer, dishwasher, fridge with a freezer, fan, inflatable bed, wifi, cable, free parking spots. etc) and a lot of space. Where there is no central AC, it had a window unit which worked well - we had a comfortable stay in mid-July."
Bennington Gem w/ Smart TV Near Historic District!
Breathtaking Mtn Views: Stylish Rustic Retreat!
Interior

Breathtaking Mtn Views: Stylish Rustic Retreat!

3.0 star property
Breathtaking Mtn Views: Stylish Rustic Retreat!
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.

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. While you’re enjoying your trip to Bennington, Green Mountain National Forest and Harmen Hills Trail are perfect spots to get in some fresh air and greenery.
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?
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 decor. The Nutmeg: 14 rooms. Located 16.7 mi (26.9 km) from the core of Bennington. Enjoy the free cooked breakfast and outdoor pool.
How many bed & breakfasts will I be able to find in Bennington?
Expedia offers 10 bed and breakfasts in Bennington, so you’ll have lots of options for your stay.
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 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?
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.