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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sep - 21 Sep

Browse Select Windham B&B

Shandaken Inn
Experience the charm of Shandaken Inn, set amidst lush greenery and a picturesque hilly backdrop.

Shandaken Inn

4.0 star property
10.0 out of 10, Exceptional, (257)
"This is a charming place to stay with beautiful views, great food and a warm and welcoming staff."
Shandaken Inn
Morning Glory B n B Woodstock NY
Cross a serene waterway via a wooden bridge, then sit and unwind on a bench surrounded by lush greenery.

Morning Glory B n B Woodstock NY

3.0 star property
8.6 out of 10, Excellent, (143)
"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 ฿6,398
฿7,166 total
includes taxes & fees
6 Aug - 7 Aug
Morning Glory B n B Woodstock NY
Albergo Allegria Hotel & Breakfast Restaurant
Enjoy a meal at the dining table, with a view of the surrounding landscape through the large window.

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (265)
"Friendly, clean, beautiful setting"
The price is ฿5,028
฿5,430 total
includes taxes & fees
28 Jul - 29 Jul
Albergo Allegria Hotel & Breakfast Restaurant
Meadowood Inn
Stunning two-story house with a central entrance and gabled roof, set amidst a serene winter landscape.

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (248)
"excellent breakfast, friendly hostess, and clean facility. "
The price is ฿3,925
฿4,317 total
includes taxes & fees
27 Jul - 28 Jul
Meadowood Inn
Margaretville Mtn Inn B&B and Village Suites
Enjoy dining in this rustic venue with high ceilings and exposed beams, surrounded by round tables set with white tablecloths and centerpieces.

Margaretville Mtn Inn B&B and Village Suites

3.0 star property
8.4 out of 10, Very good, (199)
"We enjoyed our stay! Very clean and cozy. Delicious breakfast and charming ambiance!"
Margaretville Mtn Inn B&B and Village Suites
Antique Rose Inn Windham
Stunning two-story house with a charming porch and tower, surrounded by a serene winter landscape.

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 ฿4,341
฿4,688 total
includes taxes & fees
28 Jul - 29 Jul
Antique Rose Inn Windham
River Run Bed and Breakfast
Step into the charm of Kroer Ruin bed & breakfast, where a traditional porch invites relaxation amidst a serene garden setting.

River Run Bed and Breakfast

3.0 star property
9.2 out of 10, Wonderful, (192)
"Ben is a great host! Has a wealth of information about the area. Breakfast is yummy."
The price is ฿4,791
฿5,270 total
includes taxes & fees
26 Jul - 27 Jul
River Run Bed and Breakfast
Fairlawn Inn
Stately building with a prominent tower and multiple windows, set amidst a well-manicured lawn.

Fairlawn Inn

3.0 star property
8.8 out of 10, Excellent, (420)
"Highly recommended!! "
The price is ฿7,709
฿8,326 total
includes taxes & fees
1 Aug - 2 Aug
Fairlawn Inn
Coldbrook Bed and Breakfast
Relax by the fire pit surrounded by Adirondack chairs in a serene natural setting.

Coldbrook Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (5)
"This property is gorgeous and the owners did an amazing job at creating a tranquil environment for their guests to enjoy. The check-in process is seamless, the food is delicious, and the rooms are clean and comfortable. We would highly recommend and absolutely come back ourselves. "
Coldbrook Bed and Breakfast
The Queen of the Catskills B&B
Stunning two-story building with a central entrance and windows on both levels, offering a warm and inviting atmosphere.

The Queen of the Catskills B&B

3.0 star property
9.2 out of 10, Wonderful, (70)
"Rooms were good size and comfortable. Breakfast was delicious and any time from 6-11 am. Hosts were friendly and accommodating."
The price is ฿6,881
฿7,569 total
includes taxes & fees
1 Aug - 2 Aug
The Queen of the Catskills B&B
Mountain Treasure B&B
Explore the serene rolling hills and vibrant autumn foliage along winding paths.

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (274)
"We were greeted by the owner with a smile and very helpful information to make our stay excellent. She sat down with us to help us plan our hiking experience. The room was extremely clean and set up nicely. The food was delicious and the homemade chocolate chip cookies were the best ever! A wonderful stay and I recommend it highly."
The price is ฿4,890
฿5,281 total
includes taxes & fees
29 Jul - 30 Jul
Mountain Treasure B&B
Breezy Hill Inn
Stunning two-story house with a charming front porch and central entrance.

Breezy Hill Inn

3.0 star property
10.0 out of 10, Exceptional, (23)
"Nice stay"
Breezy Hill Inn
Arts Inn
Traditional window frames and colorful throw pillows adorn this cozy space, offering a serene view of a residential building and a tree.

Arts Inn

3.0 star property
10.0 out of 10, Exceptional, (24)
"The hosts were fantastic and had great suggestions for meals and sightseeing in the area."
Arts Inn
Georgian Garden Inn
Traditional two-story house with a central entrance and windows on both levels, set amidst a well-maintained lawn and rolling hills.

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
Standard Room, 1 Bedroom, Non Smoking (The Trappers Room) | Television

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.
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Top Windham Hotel Reviews

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Was truly unexpected. The hotel has a beautiful mountain on it. Background rooms are clean well appointed and modern sitting outside at the far fire pit and socialising with fellow guests and employees suites. I will definitely come back again."
shaya 1-night trip
Posted 2 days ago
Hunter Lodge, a Bluebird by Lark

Frequently asked questions

Searching for B&Bs in Windham?
If you're interested in something a little different than your standard hotel, a stay at a bed and breakfast could be the perfect alternative for your holiday. If you're interested in playing some golf on your trip, Windham Country Club is a good spot to get in a game.
Why should you consider B&Bs instead of traditional hotels?
Every B&B has its own unique feel — whether it's a garden for guests to admire or a sunlit breakfast nook to enjoy your morning cup of coffee, the tiny details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Windham?
Why not look at these B&Bs in Windham: Albergo Allegria Hotel & Breakfast Restaurant: 21 rooms. Enjoy the unique decor and library. Antique Rose Inn Windham: 3 rooms. Enjoy the free full breakfast and unique decor.
When should I stay at a B&B in Windham?
When you're planning your trip to Windham, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Windham?
Travellers enjoy Windham for its mountain views and coffee shops. If you're looking for some activities to entertain you on your trip, consider visiting Windham Country Club and Windham Vineyards and Winery. You should 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) away. If you'd like to venture out around the area, consider renting a car to explore more sights.