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
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

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 P10,863
P11,732 total
includes taxes & fees
Sep 7 - Sep 8
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 P8,440
P9,115 total
includes taxes & fees
Sep 8 - Sep 9
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, (302 reviews)
"Service and breakfast were very good"
United States
Daniel
The price is P10,566
P11,411 total
includes taxes & fees
Sep 10 - Sep 11
Mountain Treasure B&B
A large, multi-story house with a prominent tower, surrounded by a well-maintained lawn and trees.

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 P16,193
P17,488 total
includes taxes & fees
Sep 20 - Sep 21
Fairlawn Inn
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

5. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (314 reviews)
"Beautiful weekend!"
United States
Briana
The price is P12,688
P14,210 total
includes taxes & fees
Oct 1 - Oct 2
Shandaken Inn
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, (298 reviews)
"It was charming. The host was very friendly and helpful. It was in a lovely area."
United States
Pamela
The price is P7,632
P8,395 total
includes taxes & fees
Sep 9 - Sep 10
Meadowood Inn
A large, white, two-story building with a symmetrical facade, central entrance, and columns.

7. 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, (86 reviews)
"The host was amazing The breakfast was very good"
United States
john
The price is P10,430
P11,473 total
includes taxes & fees
Sep 6 - Sep 7
The Queen of the Catskills B&B
A large, multi-story house with a snow-covered roof and a prominent tower.

8. 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 P9,691
P11,285 total
includes taxes & fees
Sep 10 - Sep 11
Margaretville Mtn Inn B&B and Village Suites
A house with a porch and a sign that reads "Kroer Kun bed & breakfast".

9. River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (208 reviews)
"Excellent stay!!!"
United States
Donna
The price is P9,941
P10,935 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.

10. 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 P13,095
P14,666 total
includes taxes & fees
Sep 20 - Sep 21
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
"Awesome place ,would be cool if they had a locals yearly membership"
Michael 1-night trip
Posted 7 hours ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Find out more about Windham

Windham B&B information

Number of reviews
1,562
Accommodation
16 B&B
Lowest Price
P8,395
Highest Price
P17,488

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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