Search B&B in Windham

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

B&B in Windham

Shandaken Inn

4.0 star property
10.0 out of 10, Exceptional, (260)
"This is a charming place to stay with beautiful views, great food and a warm and welcoming staff."
Shandaken Inn

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (254)
"excellent breakfast, friendly hostess, and clean facility. "
The price is NT$3,662
NT$4,028 total
includes taxes & fees
Aug 24 - Aug 25
Meadowood Inn

Morning Glory B n B Woodstock NY

3.0 star property
8.6 out of 10, Excellent, (144)
"We absolutely loved our stay - the white room was clean and lovely. We love the location too - great proximity to Station, movie theater and restaurants."
The price is NT$5,969
NT$6,686 total
includes taxes & fees
Sep 3 - Sep 4
Morning Glory B n B Woodstock NY

River Run Bed and Breakfast

3.0 star property
9.2 out of 10, Wonderful, (193)
"Ben is a great host! Has a wealth of information about the area. Breakfast is yummy."
The price is NT$4,469
NT$4,916 total
includes taxes & fees
Aug 25 - Aug 26
River Run Bed and Breakfast

Fairlawn Inn

3.0 star property
8.8 out of 10, Excellent, (422)
"Our host was fantastic made sure we were taken care of would come back "
The price is NT$7,169
NT$7,743 total
includes taxes & fees
Aug 22 - Aug 23
Fairlawn Inn

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (276)
"Great location, nice and peaceful"
The price is NT$4,562
NT$4,927 total
includes taxes & fees
Aug 19 - Aug 20
Mountain Treasure B&B

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (267)
"Friendly, clean, beautiful setting"
The price is NT$4,690
NT$5,066 total
includes taxes & fees
Aug 19 - Aug 20
Albergo Allegria Hotel & Breakfast Restaurant

Antique Rose Inn Windham

3.0 star property
9.0 out of 10, Wonderful, (121)
"We did not expect to share a bathroom. We should of done our homework on the place. Its a lovely place to stay. Owner is very friendly, breakfast was accommodating to our wishes."
The price is NT$4,049
NT$4,373 total
includes taxes & fees
Sep 1 - Sep 2
Antique Rose Inn Windham

The Queen of the Catskills B&B

3.0 star property
9.2 out of 10, Wonderful, (71)
"Rooms were good size and comfortable. Breakfast was delicious and any time from 6-11 am. Hosts were friendly and accommodating."
The price is NT$6,420
NT$7,062 total
includes taxes & fees
Aug 19 - Aug 20
The Queen of the Catskills B&B

Margaretville Mtn Inn B&B and Village Suites

3.0 star property
8.4 out of 10, Very Good, (200)
"We enjoyed our stay! Very clean and cozy. Delicious breakfast and charming ambiance!"
The price is NT$4,349
NT$4,949 total
includes taxes & fees
Aug 19 - Aug 20
Margaretville Mtn Inn B&B and Village Suites

Breezy Hill Inn

3.0 star property
10.0 out of 10, Exceptional, (24)
"Nice stay"
Breezy Hill Inn

Coldbrook Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (7)
"Superbly designed B&B where comfort is found in every detail - from the beds to the fire pit with s'mores kits to the breakfast choices. Amazing experience - the modern, fresh and inviting design of this B&B is nestled in the woods with views of the mountains. We spent a long weekend here, exploring the local towns and trails by day, happy to come home to this lovely B&B every evening. We'll be back!"
Coldbrook Bed and Breakfast

Arts Inn

3.0 star property
10.0 out of 10, Exceptional, (25)
"The hosts were fantastic and had great suggestions for meals and sightseeing in the area."
Arts Inn

Georgian Garden Inn

3.0 star property
9.0 out of 10, Wonderful, (28)
"One of the best experience staying in Georgian Garden Inn. We were welcomed as a family guests and not as the hotel guests. It is a place you will remember and will wish to come back."
Georgian Garden Inn

Highlander's View Bed and Breakfast

2.5 star property
Highlander's View 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windham Hotel Reviews

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 & Breakfast Restaurant: 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.