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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

B&B in Windham

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
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 NT$4,454
NT$4,900 total
includes taxes & fees
Sep 1 - Sep 2
The Inn at Manchester
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 NT$4,724
NT$5,197 total
includes taxes & fees
Aug 31 - Sep 1
Colonel Williams Inn
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 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 NT$5,669
NT$6,236 total
includes taxes & fees
Aug 20 - Aug 21
The Inn at Ormsby Hill
The Ira Allen House
Exterior

The Ira Allen House

3.5 star property
10.0 out of 10, Exceptional, (197)
"Clean, comfortable, charming rooms, delicious breakfasts (maybe a little too delicious), and friendly but not intrusive hosts!"
The price is NT$5,219
NT$5,689 total
includes taxes & fees
Aug 26 - Aug 27
The Ira Allen 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 NT$6,042
NT$6,586 total
includes taxes & fees
Aug 25 - Aug 26
Stone Hearth Inn and Eatery
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 NT$6,992
NT$14,371 total
includes taxes & fees
Aug 25 - Aug 26
Hill Farm Inn
Blue Gentian Lodge at Magic Mountain
Kayaking

Blue Gentian Lodge at Magic Mountain

2.5 star property
9.2 out of 10, Wonderful, (105)
"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 NT$4,169
NT$4,586 total
includes taxes & fees
Aug 20 - Aug 21
Blue Gentian Lodge at Magic Mountain
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, (152)
"Friendly, quiet, Excellent breakfast, clean, easy parking in front of your room."
The price is NT$5,657
NT$6,223 total
includes taxes & fees
Aug 21 - Aug 22
North Shire Lodge
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (223)
"A refurbished old Vermont home with a beautiful view of the Connecticut river. The young couple who own the home were delightful and very attentive. It was comfortable and very unique. I would certainly stay here again."
Harvest Barn Inn
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 NT$5,669
NT$6,179 total
includes taxes & fees
Aug 20 - Aug 21
Windham Hill Inn
Deerhill Inn
Exterior

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (219)
"The innkeepers were such nice, friendly, helpful people, going out of their way to see that we had a delicious breakfast before our early departure. We loved everything about this inn! "
The price is NT$6,149
NT$6,764 total
includes taxes & fees
Aug 20 - Aug 21
Deerhill Inn
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 NT$5,002
NT$5,502 total
includes taxes & fees
Aug 20 - Aug 21
Big Bears Lodge
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (104)
"Great stay"
The price is NT$9,033
NT$9,801 total
includes taxes & fees
Aug 25 - Aug 26
Chesterfield Inn
Golden Stage Inn B&B
Seasonal outdoor pool

Golden Stage Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (26)
"Very beautiful place and excellent service "
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
Echo Lake Inn
Outdoor pool

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (96)
"Charming place, the food was great, rooms clean, and service was excellent"
The price is NT$6,914
NT$7,536 total
includes taxes & fees
Aug 25 - Aug 26
Echo Lake Inn
Inn at Water's Edge
Bar (on property)

Inn at Water's Edge

3.0 star property
Inn at Water's Edge
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

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Really good staff! "
Seb 1-night trip
Posted 1 day ago
Comfort Inn & Suites Brattleboro I-91

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: 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. The Inn at Manchester: 18 rooms. 17.4 mi (28 km) from the downtown core. Enjoy the free cooked breakfast and outdoor pool. Deerfield Valley Inn: 9 rooms. 17.4 mi (28.1 km) from the heart of downtown. Enjoy the unique décor and fireplace in the lobby. Blue Gentian Lodge at Magic Mountain: 13 rooms. Located 3.3 mi (5.3 km) from the core of Windham. Enjoy the free buffet breakfast and spa.
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.