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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 29 B&B in Windham with updated reviews, rates, and availability.

Wylder Hotel Windham
The Windham Mountain View King with Balcony | In-room safe, iron/ironing board, free cribs/infant beds, rollaway beds

Wylder Hotel Windham

3.5 star property
8.2 out of 10, Very Good, (50)
"Proximity to the mountain is key. Property is spread out but main lodge has nice amenities"
The price is AED 657
AED 894 total
includes taxes & fees
12 Mar - 13 Mar
Wylder Hotel Windham
Eastwind Windham
Pet-friendly

Eastwind Windham

2.0 star property
9.4 out of 10, Exceptional, (47)
"Wonderful and caring hosts at the property. Excellent food and drinks. Loved drinking mulled wine by the window after long ski day at Windham."
The price is AED 813
AED 906 total
includes taxes & fees
13 Mar - 14 Mar
Eastwind Windham
Hotel Vienna
Exterior

Hotel Vienna

2.5 star property
9.2 out of 10, Wonderful, (543)
"Love everything about this hotel. Croissants are incredible. Going to come back in the spring to hike and relax."
The price is AED 584
AED 631 total
includes taxes & fees
23 Mar - 24 Mar
Hotel Vienna
Albergo Allegria Hotel & Breakfast Restaurant
Front of property

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (258)
"Very nice thank you"
The price is AED 545
AED 588 total
includes taxes & fees
12 Mar - 13 Mar
Albergo Allegria Hotel & Breakfast Restaurant
Winwood Inn & Condominiums
Dining

Winwood Inn & Condominiums

3.0 star property
8.6 out of 10, Excellent, (319)
"Amazing place withba kitchenette. Its definitely a good deal for the price. And excellent room (clean linen) and big windows in thr dinning area. Loved our stay, definitely coming back!"
The price is AED 511
AED 551 total
includes taxes & fees
2 Apr - 3 Apr
Winwood Inn & Condominiums
Cave Mountain Motel
Front of property

Cave Mountain Motel

2.5 star property
9.4 out of 10, Exceptional, (124)
"Very clean, owner was very accommodating "
The price is AED 474
AED 512 total
includes taxes & fees
12 Mar - 13 Mar
Cave Mountain Motel
Beds on Clouds
Exterior

Beds on Clouds

3.0 star property
7.4 out of 10, Good, (67)
"Loved the quirky decor and the coziness. I slept like the dead when I stayed here. It was awesome."
The price is AED 756
AED 816 total
includes taxes & fees
11 Apr - 12 Apr
Beds on Clouds
The Haüs Windham
Presidential Duplex | Premium bedding, down comforters, memory foam beds, free WiFi

The Haüs Windham

2.0 star property
The Haüs Windham
Georgian Garden Inn
Front of property

Georgian Garden Inn

3.0 star property
9.0 out of 10, Wonderful, (28)
"We had a comfortable and lovely stay. The hostesses Viktoria and Irina were very hospitable, friendly and helpful, if you have any questions feel free to ask them. The property has a great location, it is close to the center of Windhem. Our room was clean, comfortable, with beautiful view and excellent internet service. Glad we chose Georgian Garden, highly recommended."
Georgian Garden Inn
Windham Farmhouse Escape w/hot tub
Exterior

Windham Farmhouse Escape w/hot tub

10.0 out of 10, Exceptional, (1)
"The place is exactly as described and clean, You can find anything you need there The owner was very friendly and he solved our problem very fast… I will definitely recommend"
Windham Farmhouse Escape w/hot tub
Antique Rose Inn Windham
Front of property

Antique Rose Inn Windham

3.0 star property
9.0 out of 10, Wonderful, (118)
"Laureen was very hospitable. She accomodated us every step of the way. There were clean sheets, comforters, pillows and sets of towels arranged in the room. The bathroom was also clean and there was hot water. Laureen checked in on us to see how we slept and if our needs were met. She made a delicious hot breakfast consisting of blueberry pancakes and eggs how we like them served with tea, coffee or water. Lastly, the landlord/hostess, Laureen, always had positive vibes and friendly at all...
Antique Rose Inn Windham
The Henson
Free daily continental breakfast

The Henson

3.0 star property
7.0 out of 10, Good, (58)
"Hotel was closed, poor show Expedia, please refund me the money (now more than 2 wks)"
The Henson
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

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Property grounds

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (154)
"Large home with everything you’ll need. Plenty of towels, kitchen supplies, fridge space for a large party. Bedding was nice, with plenty of extra blankets. Greg was very easy to work with and answered all of our questions quickly. We would definitely book this property again. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
A'Neils Windham Ski Lodge & Family Retreat
Outdoor dining

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Aerial view

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

9.2 out of 10, Wonderful, (40)
"Really lovely place right in the heart of town. Owner and manager were great."
The price is AED 404
AED 661 total
includes taxes & fees
1 Apr - 2 Apr
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
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 different than your standard hotel, a stay at a bed and breakfast might be the perfect option for your trip. If you’re interested in playing some golf on your trip, Windham Country Club is a good spot to tee off.
Why should you consider a B&B over a traditional hotel room?
Every B&B has a unique charm. Whether it’s a picturesque garden or a beautiful breakfast room, the tiny details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Windham?
Here are some B&Bs to check out in Windham: Albergo Allegria Hotel & Breakfast Restaurant: 21 rooms. Enjoy the unique décor and library. Georgian Garden Inn: 5 rooms. Enjoy the sauna and fireplace in the lobby.
What's the best time of year to stay at a B&B in Windham?
When you’re planning your trip 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 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Windham?
Travelers enjoy Windham for its mountain views and coffeehouses. If you’re looking for some activities to entertain you on your trip, consider visiting Windham Country Club and Windham Vineyards and Winery. You might put Windham Mountain Resort and Catskill State Park on your list if you want to see more of the area.
How can I get to and around Windham?
Planning your excursions in and around Windham is easier with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) from the city center. If you’d like to venture out around the area, you may want to rent a car for your trip.