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

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 AED 638
AED 689 total
includes taxes & fees
11 Aug - 12 Aug
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, (133 reviews)
"A fantastic stay!"
United States
David
The price is AED 496
AED 536 total
includes taxes & fees
10 Aug - 11 Aug
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, (296 reviews)
"The room was clean and comfortable, the breakfast was great. We had a good stay. "
United States
cynthia
The price is AED 537
AED 579 total
includes taxes & fees
10 Aug - 11 Aug
Mountain Treasure B&B
Exterior

4. 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 AED 951
AED 1,027 total
includes taxes & fees
9 Aug - 10 Aug
Fairlawn Inn
Outdoor dining

5. 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 AED 511
AED 631 total
includes taxes & fees
9 Aug - 10 Aug
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
Free daily local cuisine breakfast

6. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (304 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 AED 757
AED 848 total
includes taxes & fees
10 Aug - 11 Aug
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 AED 448
AED 493 total
includes taxes & fees
9 Aug - 10 Aug
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 AED 580
AED 718 total
includes taxes & fees
9 Aug - 10 Aug
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 AED 544
AED 674 total
includes taxes & fees
9 Aug - 10 Aug
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 AED 609
AED 753 total
includes taxes & fees
9 Aug - 10 Aug
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
Exterior

11. 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, (223 reviews)
"Breakfast and history"
United States
Juliette
The price is AED 569
AED 663 total
includes taxes & fees
6 Aug - 7 Aug
Margaretville Mtn Inn B&B and Village Suites
Exterior

12. Serene 2-bedroom bed & breakfast in charming Saugerties

Serene 2-bedroom bed & breakfast in charming Saugerties
Saugerties
Serene 2-bedroom bed & breakfast in charming Saugerties
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 AED 584
AED 642 total
includes taxes & fees
30 Aug - 31 Aug
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 AED 768
AED 860 total
includes taxes & fees
18 Aug - 19 Aug
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
"We had a wonderful stay at Graham & Co. The staff was incredibly friendly, welcoming, and helpful. They provided great recommendations for exploring the town, which made our trip even more enjoyable. The property was very clean, well maintained, and had a relaxing atmosphere. There were also plenty of activities to enjoy right on the property. We would definitely stay here again and highly recommend it!"
Melanie 2-night trip
Posted 2 hours ago
The Graham & Co.

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.