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 14 - Aug 16
In two weeks
Aug 21 - Aug 23
In one month
Sep 4 - Sep 6
In two months
Oct 2 - Oct 4

Our top choices for Windham bed & breakfast

Exterior

1. 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 ￥27,411
￥29,604 total
includes taxes & fees
Aug 10 - Aug 11
Albergo Allegria Hotel
Front of property

2. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (134 reviews)
"A fantastic stay!"
United States
David
The price is ￥21,298
￥23,002 total
includes taxes & fees
Aug 10 - Aug 11
Antique Rose Inn Windham
Property amenity

3. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (297 reviews)
"The room was clean and comfortable, the breakfast was great. We had a good stay. "
United States
cynthia
The price is ￥23,046
￥24,889 total
includes taxes & fees
Aug 10 - Aug 11
Mountain Treasure B&B
Outdoor dining

4. Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
Maplecrest
10.0 out of 10, Exceptional, (1 review)
"Agnes was an amazing host! Our stay was incredibly smooth and convenient. The drive to Hunter Mountain was just a short 15 minutes, making it so easy to get there. Breakfast was absolutely delicious, and it was a special touch knowing the eggs were from their own farmed chickens. When it was time to check out, they went above and beyond by helping us clear the snow off our car! We had such a great experience and will definitely be coming back for another visit!"
United States
Tiffany J.
The price is ￥21,929
￥27,091 total
includes taxes & fees
Aug 10 - Aug 11
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
Exterior

5. 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 ￥40,860
￥44,129 total
includes taxes & fees
Aug 30 - Aug 31
Fairlawn Inn
Free daily local cuisine breakfast

6. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (305 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 ￥32,514
￥36,414 total
includes taxes & fees
Aug 10 - Aug 11
Shandaken Inn
Front of property

7. Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (293 reviews)
"Highly recommend!"
United States
richard
The price is ￥19,259
￥21,184 total
includes taxes & fees
Aug 13 - Aug 14
Meadowood Inn
Terrace/patio

8. Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.

Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
Maplecrest
The price is ￥24,926
￥30,839 total
includes taxes & fees
Aug 10 - Aug 11
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
Exterior detail

9. Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.

Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
Maplecrest
The price is ￥23,348
￥28,964 total
includes taxes & fees
Aug 10 - Aug 11
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
Terrace/patio

10. Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast

Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast
Maplecrest
The price is ￥26,172
￥32,356 total
includes taxes & fees
Aug 10 - Aug 11
Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast
Front of property

11. 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, (84 reviews)
"I had an overall great experience during my stay at The Queen of the Catskills B&B. I felt safe at the property and its neighborhood. The hosts Michael and Flerida are very friendly. The property is very clean. I would recommend this property and I would stay there again."
United States
Shelly
The price is ￥26,260
￥28,886 total
includes taxes & fees
Aug 14 - Aug 15
The Queen of the Catskills B&B
Exterior

12. 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, (224 reviews)
"Breakfast and history"
United States
Juliette
The price is ￥24,453
￥28,476 total
includes taxes & fees
Aug 10 - Aug 11
Margaretville Mtn Inn B&B and Village Suites
Front of property

13. River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (206 reviews)
"Excellent stay!!!"
United States
Donna
The price is ￥25,084
￥27,592 total
includes taxes & fees
Aug 30 - Aug 31
River Run Bed and Breakfast
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

14. 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, (165 reviews)
"The house is very nice and well located"
United States
Alonso
The price is ￥32,972
￥36,929 total
includes taxes & fees
Sep 6 - Sep 7
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

Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn

8/10 Good
"This place is definitely dated but it was clean and the beds were comfortable. Chose to stay here when riding into tue area on the bike becasue of it had a detached restaurant/bar which makes dinner easier. Food was ok and bar was cool."
Ian 1-night trip
Posted 18 hours ago
Jimmy OConnors Windham Mountain Inn

Find out more about Windham

Windham B&B information

Number of reviews
2,064
Accommodation
27 B&B
Lowest Price
￥21,184
Highest Price
￥44,129

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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