A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

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Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

Our top choices for Windham bed & breakfast

Exterior

Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (284 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is ₩253,501
₩273,781 total
includes taxes & fees
Jul 29 - Jul 30
Albergo Allegria Hotel
Front of property

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (133 reviews)
"A fantastic stay!"
United States
David
The price is ₩196,965
₩212,722 total
includes taxes & fees
Aug 3 - Aug 4
Antique Rose Inn Windham
Property amenity

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (296 reviews)
"The room was clean and comfortable, the breakfast was great. We had a good stay. "
United States
cynthia
The price is ₩192,222
₩207,586 total
includes taxes & fees
Aug 3 - Aug 4
Mountain Treasure B&B
Free daily local cuisine breakfast

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (300 reviews)
"The stay was great! The hotel is money for value while maintaining high quality of the facilities and high attention to details. We'll come again."
United States
Amit
The price is ₩302,143
₩338,383 total
includes taxes & fees
Aug 3 - Aug 4
Shandaken Inn
Front of property

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (289 reviews)
The price is ₩178,115
₩195,915 total
includes taxes & fees
Aug 10 - Aug 11
Meadowood Inn
Exterior

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (439 reviews)
"We had the most lovely stay. It was really cute and the host was so friendly. The breakfast on the wrap around porch was the cherry on top of a great weekend."
United States
Rachel
The price is ₩379,694
₩410,070 total
includes taxes & fees
Aug 9 - Aug 10
Fairlawn Inn
Front of property

The Queen of the Catskills B&B

The Queen of the Catskills B&B
3.0 star property
Stamford
9.2 out of 10, Wonderful, (82 reviews)
The price is ₩244,031
₩268,433 total
includes taxes & fees
Aug 1 - Aug 2
The Queen of the Catskills B&B
Exterior

Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites
3.0 star property
Margaretville
8.4 out of 10, Very Good, (221 reviews)
"Delicious warm breakfast served in the beautiful dining room. "
United States
Eleanor
The price is ₩212,570
₩248,487 total
includes taxes & fees
Jul 30 - Jul 31
Margaretville Mtn Inn B&B and Village Suites
Front of property

River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (205 reviews)
"Excellent stay!!!"
United States
Donna
River Run Bed and Breakfast
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.6 out of 10, Excellent, (164 reviews)
"Wonderful facility Very welcoming Delicious breakfast Within walking distance of shops and restaurants"
United States
John
The price is ₩304,931
₩341,523 total
includes taxes & fees
Aug 5 - Aug 6
Morning Glory B n B Woodstock NY
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

The Graham & Co.

The Graham & Co.

10/10 Excellent
"Beautiful location with the vibe of a vintage motel, but the updates and amenities of a more pampered stay. The staff were very helpful and kind, and floating in the pool after a long-day's drive was so refreshing. We definitely be staying here on future trips to the area!"
Kathleen 1-night trip
Posted less than an hour ago
The Graham & Co.

Find out more about Windham

Windham B&B information

Number of reviews
1,829
Accommodation
16 B&B
Lowest Price
₩195,915
Highest Price
₩410,070

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: 21 rooms. Enjoy the unique décor and library. Antique Rose Inn Windham: 3 rooms. Enjoy the free full breakfast and unique décor.
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.

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