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
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Windham bed & breakfast

A large, two-story house with multiple porches and string lights.

1. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (286 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is ￥27,357
￥29,546 total
includes taxes & fees
Sep 28 - Sep 29
Albergo Allegria Hotel
A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

2. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (137 reviews)
"A fantastic stay!"
United States
David
The price is ￥21,256
￥22,956 total
includes taxes & fees
Sep 28 - Sep 29
Antique Rose Inn Windham
A park with Adirondack chairs and a table, surrounded by trees.

3. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (303 reviews)
"Service and breakfast were very good"
United States
Daniel
The price is ￥26,273
￥28,375 total
includes taxes & fees
Oct 18 - Oct 19
Mountain Treasure B&B
A wooden deck with outdoor furniture, a barbecue grill, and a large planter with flowers.

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 ￥21,886
￥27,038 total
includes taxes & fees
Sep 30 - Oct 1
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
A large, multi-story house with a prominent tower, surrounded by a well-maintained lawn and trees.

5. Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (441 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 ￥40,780
￥44,042 total
includes taxes & fees
Oct 4 - Oct 5
Fairlawn Inn
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

6. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (318 reviews)
"Been to many hotels up in the catskillls and this place is one of the best! Great amenities, clean spaces, and a really great bar/hotel on site. EV charging stations were a huge plus!"
United States
Karina
The price is ￥31,884
￥35,710 total
includes taxes & fees
Oct 1 - Oct 2
Shandaken Inn
A large two-story house with a snow-covered roof and a front porch.

7. Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (300 reviews)
"Wonderful breakfast and friendly atmosphere"
United States
Heidi
The price is ￥19,221
￥25,078 total
includes taxes & fees
Oct 1 - Oct 2
Meadowood Inn
A wooden deck with a bench, planters with flowers, and a view of a house and trees in the background.

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 ￥24,877
￥30,778 total
includes taxes & fees
Sep 30 - Oct 1
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
A house entrance with a red door, a sign reading "Entrance," and a hanging flower basket.

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 ￥23,303
￥28,908 total
includes taxes & fees
Sep 30 - Oct 1
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
A wooden deck with a bench, planters with flowers, and a view of a house and trees in the background.

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 ￥26,257
￥32,290 total
includes taxes & fees
Sep 28 - Sep 29
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
A large, white, two-story building with a symmetrical facade, central entrance, and columns.

11. The Queen of the Catskills B&B

The Queen of the Catskills B&B
3.0 star property
Stamford
9.4 out of 10, Exceptional, (87 reviews)
"The host was amazing The breakfast was very good"
United States
john
The price is ￥24,765
￥27,240 total
includes taxes & fees
Sep 26 - Sep 27
The Queen of the Catskills B&B
A large, multi-story house with a snow-covered roof and a prominent tower.

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, (229 reviews)
"The inn was a dream and the hosts couldn't do enough for each of their guests. I felt welcomed and right at home. Breakfast was delicious and served promptly. I will definitely visit again!"
United States
Lori
The price is ￥24,405
￥28,420 total
includes taxes & fees
Sep 25 - Sep 26
Margaretville Mtn Inn B&B and Village Suites
A house with a porch and a sign that reads "Kroer Kun bed & breakfast".

13. River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (210 reviews)
"Excellent stay!!!"
United States
Donna
The price is ￥25,035
￥27,538 total
includes taxes & fees
Sep 27 - Sep 28
River Run Bed and Breakfast
A serene garden with a stone pathway, a small bridge, and a bench.

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, (169 reviews)
"We had a great time! The host was super sweet and helpful, and the breakfast was delicious. Would stay again!"
United States
Lucian
The price is ￥34,661
￥38,820 total
includes taxes & fees
Sep 27 - Sep 28
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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"A solo travelers dream."
Robert 4-night trip
Posted 16 hours ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Find out more about Windham

Windham B&B information

Number of reviews
1,148
Accommodation
27 B&B
Lowest Price
￥22,956
Highest Price
￥44,042

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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