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
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

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, (289 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is AED 638
AED 689 total
includes taxes & fees
8 Nov - 9 Nov
Albergo Allegria Hotel
A two-story house with a wrap-around porch, a steeply pitched roof, 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, (138 reviews)
"A fantastic stay!"
United States
David
The price is AED 496
AED 536 total
includes taxes & fees
11 Nov - 12 Nov
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, (307 reviews)
"Service and breakfast were very good"
United States
Daniel
The price is AED 610
AED 659 total
includes taxes & fees
8 Nov - 9 Nov
Mountain Treasure B&B
A stone building with a chimney, a pool, and a sign for Shandaken Inn.

4. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (334 reviews)
"Beautiful Inn. Every detail was so well thought out!"
United States
Nancy Joan
The price is AED 522
AED 585 total
includes taxes & fees
8 Nov - 9 Nov
Shandaken Inn
A wooden deck with outdoor furniture, a barbecue grill, and a large planter with flowers.

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, (2 reviews)
"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 599 total
includes taxes & fees
8 Nov - 9 Nov
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
A large two-story house with a snow-covered roof and a front porch.

6. Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (306 reviews)
"Delicious breakfast and host was very knowledgeable about local things to do"
United States
Catherine
The price is AED 448
AED 585 total
includes taxes & fees
22 Nov - 23 Nov
Meadowood Inn
A large, multi-story house with a snow-covered roof and a prominent tower.

7. 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, (233 reviews)
"Loved it"
United States
Glenn
The price is AED 453
AED 535 total
includes taxes & fees
9 Nov - 10 Nov
Margaretville Mtn Inn B&B and Village Suites
A house entrance with a red door, a sign reading "Entrance," and a hanging flower basket.

8. 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 639 total
includes taxes & fees
8 Nov - 9 Nov
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.

9. 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 682 total
includes taxes & fees
8 Nov - 9 Nov
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It 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 AED 609
AED 718 total
includes taxes & fees
8 Nov - 9 Nov
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, (89 reviews)
"The beauty and unique history of the property"
United States
Robin
The price is AED 873
AED 961 total
includes taxes & fees
13 Nov - 14 Nov
The Queen of the Catskills B&B
A rustic wooden pergola in a garden with a house in the background.

12. 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, (171 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 AED 731
AED 819 total
includes taxes & fees
6 Dec - 7 Dec
Morning Glory B n B Woodstock NY
Dining

13. GREENE MTN VIEW INN - SLEEPS 28 - FULL INN RENTAL

GREENE MTN VIEW INN - SLEEPS 28 - FULL INN RENTAL
Tannersville
9.0 out of 10, Wonderful, (2 reviews)
"Weekend bachelor party with a group of 35+ year olds. The Inn was just right, everyone had their own room with bathroom and shower, nice feature. This is not the Waldorf or some high end resort, but it didn’t need to be. Five minutes walk to town and the great apple cider donuts at the country K store. We walked across the street to the boat house restaurant and hiking trails for some day time activity. The yard was large so we played corn hole, badminton, and had a camp fire. Overall, we...
United States
Robert C.
The price is AED 4,408
AED 6,030 total
includes taxes & fees
8 Nov - 9 Nov
GREENE MTN VIEW INN - SLEEPS 28 - FULL INN RENTAL
A house with a porch and a sign that reads "Kroer Kun bed & breakfast".

14. River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (211 reviews)
"enjoyed our stay. breakfast was nice."
United States
Parag
The price is AED 584
AED 642 total
includes taxes & fees
8 Nov - 9 Nov
River Run Bed and Breakfast
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Pleasant stay. Would definitely stay there again."
patricia 1-night trip
Posted 5 hours ago
Hunter Lodge, a Bluebird by Lark

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.