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Check prices for these dates

Next weekend
30 Jan - 1 Feb
In two weeks
6 Feb - 8 Feb
In one month
20 Feb - 22 Feb
In two months
20 Mar - 22 Mar

Our top choices for Windham bed & breakfast

Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.6 out of 10, Exceptional, (19 reviews)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn
Lounge

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (416 reviews)
"Really cute simple clean ski lodge everything that you need and a great breakfast in the morning!"
United States
Nichole
Bromley View Inn
Porch

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (246 reviews)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
Harvest Barn Inn
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (343 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is AED 538
AED 592 total
includes taxes & fees
23 Feb - 24 Feb
Colonel Williams 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 AED 289
AED 502 total
includes taxes & fees
26 Jan - 27 Jan
Room 7 - family room sleeps 4
Property grounds

The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (285 reviews)
"super cute and clean, felt like home after not living there for 4 years!"
United States
MacLean
The price is AED 606
AED 667 total
includes taxes & fees
25 Jan - 26 Jan
The Inn at Manchester
Exterior

Deerfield Valley Inn

Deerfield Valley Inn
3.0 star property
West Dover
9.6 out of 10, Exceptional, (98 reviews)
"Staff was great and the location is very close to the ski area. Cozy atmosphere at hotel."
Canada
Shane
Deerfield Valley Inn
Kayaking

Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (113 reviews)
"Lovely pleasant stay. "
United States
Heather
The price is AED 631
AED 694 total
includes taxes & fees
1 Feb - 2 Feb
Blue Gentian Lodge at Magic Mountain
Garden

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (189 reviews)
"Hot tub was nice and hot, fits 6 people so could get a little crowded if they are booked up. the property is dated but kept up very well. Breakfast was perfect and made to order. Eggs with bacon or sausage, french toast. Simple but all you need before going out to ski in the morning. "
United States
agata
The price is AED 655
AED 720 total
includes taxes & fees
25 Jan - 26 Jan
Big Bears Lodge
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, (152 reviews)
"Love this place! Have stayed here twice now and will again. Great location, beautiful rooms, delicious breakfast and very friendly owners. A+"
United States
cynthia
The price is AED 841
AED 925 total
includes taxes & fees
25 Jan - 26 Jan
The Inn at Ormsby Hill
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 AED 625
AED 1,507 total
includes taxes & fees
27 Jan - 28 Jan
Hill Farm Inn
Room, 1 Queen Bed, Garden View | Mountain view

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.4 out of 10, Very Good, (38 reviews)
"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. "
United States
Brandon
The price is AED 646
AED 704 total
includes taxes & fees
27 Jan - 28 Jan
Windham Hill Inn
Dining

Alpine 5, cozy Vermont retreat

Alpine 5, cozy Vermont retreat
Manchester
The price is AED 289
AED 502 total
includes taxes & fees
26 Jan - 27 Jan
Alpine 5, cozy Vermont retreat
Property grounds

Zen 10, relax and retreat in the heart of Vermont

Zen 10, relax and retreat in the heart of Vermont
Manchester
10.0 out of 10, Exceptional, (2 reviews)
"Very nice and relaxing location"
United States
Jennifer C.
The price is AED 289
AED 502 total
includes taxes & fees
26 Jan - 27 Jan
Zen 10, relax and retreat in the heart of Vermont
Exterior

North Shire Lodge

North Shire Lodge
3.0 star property
Manchester Center
9.4 out of 10, Exceptional, (156 reviews)
"Friendly staff and easy parking. Clean room and excellent breakfast options. "
United States
Bill
North Shire Lodge
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (109 reviews)
"So great all around!"
United States
Janet
The price is AED 953
AED 1,039 total
includes taxes & fees
24 Feb - 25 Feb
Stone Hearth Inn and Eatery
Property grounds

Room 4 - Prickly Pear double room

Room 4 - Prickly Pear double room
Manchester
The price is AED 289
AED 502 total
includes taxes & fees
26 Jan - 27 Jan
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 AED 366
AED 587 total
includes taxes & fees
23 Feb - 24 Feb
6 Bam Boo Cozy escape in the heart of 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 AED 289
AED 502 total
includes taxes & fees
26 Jan - 27 Jan
Cloud 9 family double sleeps 4
1 bedroom, desk, iron/ironing board, travel crib

Oceans 8 minutes to Manchester Vermont

Oceans 8 minutes to Manchester Vermont
Manchester
The price is AED 366
AED 587 total
includes taxes & fees
23 Feb - 24 Feb
Oceans 8 minutes to Manchester Vermont
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 Windham Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Courteous and helpful staff "
Thomas 1-night trip
Posted 1 day ago
Pointe at Castle Hill Resort

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 might be the perfect option for your vacation. When you want to explore some top attractions, Stratton Mountain Resort and Okemo Mountain Resort are worth a stop.
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: Bromley View Inn: 16 rooms. 10.5 mi (16.9 km) from the heart of Windham. Enjoy the unique décor and fireplace in the lobby. Big Bears Lodge: 24 rooms. 16.9 mi (27.2 km) from the downtown core. Enjoy the free cooked breakfast and outdoor pool. The Inn at Manchester: 18 rooms. Situated 17.4 mi (28 km) from the heart of Windham. Enjoy the free cooked breakfast and outdoor pool. Four Columns Inn: 15 rooms. 13.3 mi (21.5 km) from the heart of downtown. Enjoy the unique décor and bar/lounge. Deerfield Valley Inn: 9 rooms. Located 17.4 mi (28.1 km) from the core of Windham. Enjoy the unique décor and fireplace in the lobby.
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.
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.