Search B&B in Windham

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Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 35 B&B in Windham with updated reviews, rates, and availability.

Bromley View Inn
Restaurant

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (329)
"Perfect and reasonably priced accomodations close to skiing at Stratton."
The price is AED 477
AED 524 total
includes taxes & fees
2 Feb - 3 Feb
Bromley View Inn
Big Bears Lodge
Front of property

Big Bears Lodge

3.0 star property
8.8 out of 10, Excellent, (167)
"Great place had to leave my stuff in the ski room to dry off. For a bit after checkout. They we're very accommodating "
The price is AED 612
AED 674 total
includes taxes & fees
2 Feb - 3 Feb
Big Bears Lodge
Deerfield Valley Inn
Front of property

Deerfield Valley Inn

3.0 star property
9.8 out of 10, Exceptional, (43)
"Overall great spot!"
The price is AED 768
AED 945 total
includes taxes & fees
13 Feb - 14 Feb
Deerfield Valley Inn
The Inn at Manchester
Exterior

The Inn at Manchester

3.5 star property
10.0 out of 10, Exceptional, (226)
"Nice and quaint bed and breakfast. one of the best in the area. "
The price is AED 606
AED 667 total
includes taxes & fees
2 Feb - 3 Feb
The Inn at Manchester
Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (79)
"Wonderful old building with tons of character and charm. Loved the stay, the food was terrific, and the owner couldn't have been more inviting and helpful!"
The price is AED 1,218
AED 1,327 total
includes taxes & fees
3 Feb - 4 Feb
Stone Hearth Inn and Eatery
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (292)
"The owners were so kind. My boyfriend and I woke up a little late for breakfast the second day of our ski trip, and one of the hosts still made us a beautiful spread. Truly it was some of the best French toast I’ve had in years! The Christmas decorations were charming and sweet, not to mention the property itself is beautiful. They also had this amazing studio Ghibli gingerbread house that they made themselves! It’s located about 25 minutes from Mount snow. The rooms themselves are spacious and...
The price is AED 480
AED 523 total
includes taxes & fees
2 Feb - 3 Feb
Colonel Williams Inn
Deerhill Inn
Exterior

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (212)
"This Inn was beyond our expectation. We went for a 1 night stay to go Ski to Mount Snow and this Inn was just 5 min ride to the mountain. The service was completely personalized and very attentive. Common areas and room very cozy, warm, clean and you felt like you are in a movie. Great scenic views and amazing breakfast. "
The price is AED 688
AED 756 total
includes taxes & fees
18 Feb - 19 Feb
Deerhill Inn
Hill Farm Inn
Front of property

Hill Farm Inn

4.0 star property
9.6 out of 10, Exceptional, (167)
"We love the house itself, we love the location and love the farm animals. We love that we can relax at the property and drive to Manchester for shopping/things to do and Stratton Mountain for skiing/snowtubing."
The price is AED 694
AED 1,583 total
includes taxes & fees
2 Feb - 3 Feb
Hill Farm Inn
Echo Lake Inn
Front of property

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (94)
"Old fashioned inn with wonderful hosts."
The price is AED 942
AED 1,027 total
includes taxes & fees
4 Mar - 5 Mar
Echo Lake Inn
The Ira Allen House
Exterior

The Ira Allen House

3.5 star property
9.8 out of 10, Exceptional, (184)
"Amazing, historical home. Mike and Tim cooked the most beautiful breakfasts!!"
The price is AED 643
AED 701 total
includes taxes & fees
2 Feb - 3 Feb
The Ira Allen House
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (201)
"I had an amazing stay- excellent hosts, beautiful river views, comfortable bed and room, and cannot say enough good things about the breakfast. Can’t wait to stay again. "
The price is AED 579
AED 631 total
includes taxes & fees
12 Feb - 13 Feb
Harvest Barn Inn
Windham Hill Inn
Exterior

Windham Hill Inn

3.0 star property
8.2 out of 10, Very Good, (32)
"The rustic charm of a beautifully renovated New England barn, with spacious rooms that provide quiet solitude and comfortable furnishings, wall to wall! The king size bed, the oversized bathroom with a giant jetted tub beneath a skylight…SO INCREDIBLY PEACEFUL!! And outdoors there are numerous trails and Adirondack chairs placed at scenic spots to take in the beauty of the land in front of you and to enjoy the star filled wide-open sky above at night, which we did and thoroughly enjoyed! We...
The price is AED 632
AED 689 total
includes taxes & fees
2 Mar - 3 Mar
Windham Hill Inn
The Inn at Ormsby Hill
Terrace/patio

The Inn at Ormsby Hill

3.5 star property
9.8 out of 10, Exceptional, (117)
"Great inn. Very warm and friendly. Perfect for a getaway. Close proximity to town and restaurants. "
The price is AED 946
AED 1,041 total
includes taxes & fees
3 Feb - 4 Feb
The Inn at Ormsby Hill
Blue Gentian Lodge at Magic Mountain
Property entrance

Blue Gentian Lodge at Magic Mountain

2.5 star property
9.2 out of 10, Wonderful, (94)
"Very welcoming host."
The price is AED 657
AED 723 total
includes taxes & fees
3 Feb - 4 Feb
Blue Gentian Lodge at Magic Mountain
North Shire Lodge
Front of property

North Shire Lodge

3.0 star property
9.4 out of 10, Exceptional, (146)
"Beautiful view from the room!"
North Shire Lodge
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (101)
"Lots of things were lovely; fantastic room service food (unbelievably fresh and delicious, better than anywhere I’ve ever eaten in a hotel while traveling), beautiful serene natural setting, and wonderful design of the buildings plus COOKIES and tea in the afternoon. The service was also fantastic. The paint could use freshening and the bathroom grout needs redoing (or consider retiling). A piece of one window pane, a wood bit, fell off… so I stuck it back, obviously needs a proper repair. With...
The price is AED 1,129
AED 1,225 total
includes taxes & fees
4 Feb - 5 Feb
Chesterfield Inn
Golden Stage Inn B&B
Front of property

Golden Stage Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (25)
"Family run B&B close to Okemo. Wonderful hosts. "
Golden Stage Inn B&B
Four Columns Inn
Garden

Four Columns Inn

3.0 star property
8.8 out of 10, Excellent, (3)
"Friendliest Staff Ever!"
Four Columns Inn
King & Queen Suite in Historic Inn Circa 1780
Room

King & Queen Suite in Historic Inn Circa 1780

9.6 out of 10, Exceptional, (14)
"This is a fine place to stay. Everything is thoughtfully provided to make guests comfortable. The bed was very high quality, too. There were snacks, breakfast options, and good coffee available in the morning. Nothing fancy, but very useful and much appreciated."
The price is AED 643
AED 987 total
includes taxes & fees
2 Feb - 3 Feb
King & Queen Suite in Historic Inn Circa 1780
Room in Historic Inn! 20 Minutes to Okemo!
Room

Room in Historic Inn! 20 Minutes to Okemo!

9.4 out of 10, Exceptional, (13)
"I loved the room we stayed in. It was such a comfortable bed as well as the pillows. The bathroom was large and just about everything in our room was like a storybook. Loved skimming through some of the old books...so informative. The only thing I wished we knew is it was difficult to find a place to eat as we were there Monday thru Wednesday morning and no eateries on Main Street was opened. We drove a half our to eat breakfast. Perhaps it was the wrong season to go but the foliage was...
The price is AED 694
AED 1,012 total
includes taxes & fees
2 Feb - 3 Feb
Room in Historic Inn! 20 Minutes to Okemo!
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 Windham

Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Exterior

Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.

10.0 out of 10, Exceptional, (41)
"This was the perfect house for a family and friend getaway. Spacious, clean with everything you need. The view from the hot tub was beautiful. The kids and grownups enjoyed sledding on the property."
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Long Trail House at Stratton Mountain Resort
Living room

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very Good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is AED 1,493
AED 1,855 total
includes taxes & fees
3 Mar - 4 Mar
Long Trail House at Stratton Mountain Resort
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Secluded covered entry

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (206)
"Perfect get away. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
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 Windham?
If you’re looking for something a little more offbeat than your standard hotel experience, a bed and breakfast could be the perfect alternative for your vacation.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to mingle with other guests, and of course a scrumptious breakfast, B&Bs all have a unique setting.
What are the best B&Bs in Windham?
Below are some well-liked B&Bs in the area: Big Bears Lodge: 24 rooms. 16.9 mi (27.1 km) from the heart of Windham. Enjoy the free cooked breakfast and outdoor pool. Bromley View Inn: 16 rooms. 10.5 mi (16.9 km) from the downtown core. Enjoy the unique décor and fireplace in the lobby. Deerfield Valley Inn: 9 rooms. Situated 17.4 mi (28.1 km) from the heart of Windham. Enjoy the unique décor and fireplace in the lobby. The Inn at Manchester: 18 rooms. 17.4 mi (28 km) from the heart of downtown. Enjoy the free cooked breakfast and outdoor pool. Stone Hearth Inn and Eatery: 8 rooms. Located 8.4 mi (13.5 km) from the core of Windham. Enjoy the free buffet breakfast and unique décor.
What's the best time of year to stay at a B&B in Windham?
When you’re dreaming of a getaway to Windham, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Windham are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What is there to do in Windham?
Spend some time exploring Jamaica State Park and Emerald Lake State Park if you’re hoping to see some of the area’s natural features. You might put Stratton Mountain Resort and Okemo Mountain Resort on your list if you want to see more of the area.
How can I get to and around Windham?
You can map out your trip in and around Windham ahead of time with these transportation options. Fly into Springfield, VT (VSF-Hartness State), which is located 15.5 mi (24.9 km) from the city center. Otherwise, look for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 26.9 mi (43.3 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.