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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured B&B in Bennington

Bromley View Inn
Lounge

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (373)
"After working an entire weekend with festivities in the area checking into here for some much needed rest was the best decision we made very comfortable very nice and very clean "
Bromley View Inn
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (313)
"I enjoyed my stay and found the room more than adequately furnished. Wished the bed could be firmer and they could supply meals other than just breakfast."
The price is S$216
includes taxes & fees
31 Aug - 1 Sept
Colonel Williams Inn
Green River Bridge Inn
Exterior

Green River Bridge Inn

3.0 star property
8.4 out of 10, Very good, (7)
"The area is beautiful and the inn is lovely. I would highly recommend to anyone visiting the area. "
The price is S$308
includes taxes & fees
18 Aug - 19 Aug
Green River Bridge Inn
The Inn at Manchester
Property grounds

The Inn at Manchester

3.5 star property
10.0 out of 10, Exceptional, (251)
"Staff were very accommodating and wonderful to talk to and get the inside scoop"
The price is S$210
includes taxes & fees
1 Sept - 2 Sept
The Inn at Manchester
Blue Gentian Lodge at Magic Mountain
Kayaking

Blue Gentian Lodge at Magic Mountain

2.5 star property
9.2 out of 10, Wonderful, (104)
"Lisa was amazing, super kind and helpful. The rooms were clean and given attention each day. We really enjoyed our stay and will be back next time we are in Vermont. "
The price is S$190
includes taxes & fees
21 Aug - 22 Aug
Blue Gentian Lodge at Magic Mountain
The Inn at Ormsby Hill
Front of property

The Inn at Ormsby Hill

3.5 star property
9.8 out of 10, Exceptional, (132)
"beautiful grounds, plentiful outdoor seating, excellent breakfasts"
The price is S$267
includes taxes & fees
18 Aug - 19 Aug
The Inn at Ormsby Hill
The Ira Allen House
Exterior

The Ira Allen House

3.5 star property
10.0 out of 10, Exceptional, (196)
"Clean, comfortable, charming rooms, delicious breakfasts (maybe a little too delicious), and friendly but not intrusive hosts!"
The price is S$244
includes taxes & fees
26 Aug - 27 Aug
The Ira Allen House
North Shire Lodge
Mountain view

North Shire Lodge

3.0 star property
9.4 out of 10, Exceptional, (152)
"Friendly, quiet, Excellent breakfast, clean, easy parking in front of your room."
The price is S$266
includes taxes & fees
31 Aug - 1 Sept
North Shire Lodge
The Four Chimneys Inn
Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (277)
"Nice and cozy"
The Four Chimneys Inn
Hill Farm Inn
Front of property

Hill Farm Inn

4.0 star property
9.6 out of 10, Exceptional, (168)
"Beautiful location, friendly staff, delicious breakfast and excellent accommodation."
The price is S$615
includes taxes & fees
25 Aug - 26 Aug
Hill Farm Inn
The Wilmington Inn
Porch

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (179)
"Right in downtown Wilmington - easy to find, yet hidden away. Shops and dining in easy walking distance. Nice firepit outside residence. Charlie was friendly and welcoming during check in. "
The price is S$309
includes taxes & fees
31 Aug - 1 Sept
The Wilmington Inn
The Nutmeg
TV

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (396)
"Nice place cozy, great breakfast."
The price is S$228
includes taxes & fees
17 Aug - 18 Aug
The Nutmeg
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (57)
"I liked that it was right on the scenic route"
Deerfield Valley Inn
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (133)
"Nice unique design. A very nice seating area in the living room. The bedroom nicely arranged, fully stocked with all items one needs for the stay, and very clean. A beautiful warm breakfast and access 24/7 to a full kitchen. "
The price is S$269
includes taxes & fees
20 Aug - 21 Aug
The Trail in Adams - Berkshires’ Art Hotel
The Engel House
Exterior

The Engel House

3.0 star property
9.4 out of 10, Exceptional, (13)
"The perfect Vermont Bed and Breakfast. "
The Engel House
Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (92)
"Sweet place to stay"
The price is S$282
includes taxes & fees
27 Aug - 28 Aug
Stone Hearth Inn and Eatery
Big Bears Lodge
Garden

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (179)
"So close to Mount snow it’s a great place to stay "
The price is S$235
includes taxes & fees
17 Aug - 18 Aug
Big Bears Lodge
Windham Hill Inn
Mountain view

Windham Hill Inn

4.0 star property
8.4 out of 10, Very good, (36)
"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "
The price is S$256
includes taxes & fees
18 Aug - 19 Aug
Windham Hill Inn
Four Columns Inn
Garden

Four Columns Inn

3.0 star property
8.8 out of 10, Excellent, (3)
"Friendliest Staff Ever!"
Four Columns Inn
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is S$338
includes taxes & fees
25 Aug - 26 Aug
Harbour House 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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Top Bennington Hotel Reviews

Hampton Inn Bennington

Hampton Inn Bennington

10/10 Excellent
"Thank you "
Roger 1-night trip
Posted 18 hours ago
Hampton Inn Bennington

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.