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Featured B&B in Windham

Shandaken Inn
Seasonal outdoor pool
Shandaken Inn
4.0 star property
10.0 out of 10, Exceptional, (222)
"I had always heard about the Catskills, but had never been before now. Found the Shandaken Inn on an internet search, and wasn't sure if it would be all it seemed to be. it was even better! The property was gorgeous, surrounded by inviting peaks; a large open field, with a swimming pool at one end and several independent cottages at the other, offered a great place for our dog and us to amble; a short nature trail, well maintained, connected to an old railroad bed that was nice to stroll. ...
The price is AU$339
includes taxes & fees
24 Nov - 25 Nov
Shandaken Inn
Meadowood Inn
Front of property
Meadowood Inn
3.0 star property
9.6 out of 10, Exceptional, (214)
"Wonderful "
The price is AU$206
includes taxes & fees
26 Nov - 27 Nov
Meadowood Inn
Fairlawn Inn
Exterior
Fairlawn Inn
3.0 star property
8.8 out of 10, Excellent, (413)
"Sandy made our stay extra special, telling us history of the property as well as giving recommendations of sites to see. We slept well and it was cozy. "
Fairlawn Inn
Margaretville Mtn Inn B&B and Village Suites
Front of property - evening/night
Margaretville Mtn Inn B&B and Village Suites
3.0 star property
8.2 out of 10, Very good, (190)
"Beautiful place!"
Margaretville Mtn Inn B&B and Village Suites
Albergo Allegria Hotel & Breakfast Restaurant
Front of property
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, (251)
"Breakfast was very good."
The price is AU$265
includes taxes & fees
16 Dec - 17 Dec
Albergo Allegria Hotel & Breakfast Restaurant
River Run Bed and Breakfast
Front of property
River Run Bed and Breakfast
3.0 star property
9.2 out of 10, Wonderful, (177)
"Nice place for a fall get a way in the mountains. The area has great state parks and town with nice resturants."
The price is AU$252
includes taxes & fees
22 Nov - 23 Nov
River Run Bed and Breakfast
Mountain Treasure B&B
Exterior
Mountain Treasure B&B
3.0 star property
9.4 out of 10, Exceptional, (261)
"great place run by great people. ed"
The price is AU$240
includes taxes & fees
25 Nov - 26 Nov
Mountain Treasure B&B
Morning Glory B n B Woodstock NY
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property
Morning Glory B n B Woodstock NY
3.0 star property
8.4 out of 10, Very good, (128)
"The proprietor and her mom are wonderful hosts. The property is pretty. The rooms are very clean and there was a full hot breakfast and was made to order. This was the second time U stayed here. I would definitely return. "
The price is AU$342
includes taxes & fees
2 Dec - 3 Dec
Morning Glory B n B Woodstock NY
The Bavarian Manor Hotel
View from property
The Bavarian Manor Hotel
2.5 star property
8.0 out of 10, Very good, (411)
"The hotel is very old and charming! It adds to the atmosphere of the area. If you’re looking for all the modern amenities this would not be the best choice. Internet was sporadic and there was no TV service which was a reminder of how old the hotel is. I thought it was a wonderful break from 2024!"
The Bavarian Manor Hotel
Arts Inn
Hiking
Arts Inn
3.0 star property
10.0 out of 10, Exceptional, (21)
"Lovely stay. It’s such a cozy spot! "
Arts Inn
Breezy Hill Inn
Front of property - evening/night
Breezy Hill Inn
3.0 star property
10.0 out of 10, Exceptional, (21)
"The property has a fabulous view of the mountains which were resplendent with fall foliage colors."
Breezy Hill Inn
The Queen of the Catskills B&B
Front of property
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 AU$340
includes taxes & fees
29 Nov - 30 Nov
The Queen of the Catskills B&B
Antique Rose Inn Windham
Front of property
Antique Rose Inn Windham
3.0 star property
9.2 out of 10, Wonderful, (114)
"The owner or manager was quite accommodating with early checkin for our luggage and let us use her mini refrigerator. She was very friendly and gave us a tour of this 1889 home. She made a delicious breakfast accommodating my gluten and dairy intolerance. The bed and room were totally comfortable! The only drawbacks were sharing the bathroom with the three other rooms making six people using the one bathroom. A water filter is also needed for the brown water."
The price is AU$223
includes taxes & fees
28 Nov - 29 Nov
Antique Rose Inn Windham
Georgian Garden Inn
Front of property
Georgian Garden Inn
3.0 star property
9.0 out of 10, Wonderful, (28)
"We had a comfortable and lovely stay. The hostesses Viktoria and Irina were very hospitable, friendly and helpful, if you have any questions feel free to ask them. The property has a great location, it is close to the center of Windhem. Our room was clean, comfortable, with beautiful view and excellent internet service. Glad we chose Georgian Garden, highly recommended."
Georgian Garden Inn
Cozy B&B with WiFi and AC in peaceful South Kortright
Exterior
Cozy B&B with WiFi and AC in peaceful South Kortright
8.0 out of 10, Very good, (1)
The price is AU$348
includes taxes & fees
22 Nov - 23 Nov
Cozy B&B with WiFi and AC in peaceful South Kortright
Charming 2-bedroom B&B located in South Kortright with AC, WiFi
Exterior
Charming 2-bedroom B&B located in South Kortright with AC, WiFi
The price is AU$612
includes taxes & fees
22 Nov - 23 Nov
Charming 2-bedroom B&B located in South Kortright with AC, WiFi
Cozy B&B with WiFi and AC in welcoming South Kortright
Exterior
Cozy B&B with WiFi and AC in welcoming South Kortright
10.0 out of 10, Exceptional, (2)
"Came for Hobart Women Writers Festival. Will come again and stay here."
The price is AU$346
includes taxes & fees
22 Nov - 23 Nov
Cozy B&B with WiFi and AC in welcoming South Kortright
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
Exterior
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
The price is AU$348
includes taxes & fees
22 Nov - 23 Nov
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
Cozy B&B with WiFi and AC in charming South Kortright
Exterior
Cozy B&B with WiFi and AC in charming South Kortright
10.0 out of 10, Exceptional, (1)
"Lovely place., lovely owners. Very accomadating. Clean, well appointed. Excellent restaurant as well. We would be happy to be there again."
The price is AU$384
includes taxes & fees
22 Nov - 23 Nov
Cozy B&B with WiFi and AC in charming South Kortright
Cozy B&B with WiFi and AC in charming South Kortright
Exterior
Cozy B&B with WiFi and AC in charming South Kortright
The price is AU$328
includes taxes & fees
22 Nov - 23 Nov
Cozy B&B with WiFi and AC in charming South Kortright
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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Other property types in Windham

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Property grounds
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (143)
"A Big House has enough rooms and beds. Had mostly everything needed, and owner able to answer questions and solve problem in time. the backyard and forest would be better view in spring or summber. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Tuscan Year Round Beauty - Pickleball Court
Outdoor dining
Tuscan Year Round Beauty - Pickleball Court
10.0 out of 10, Exceptional, (97)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
Fridge, microwave, oven, stovetop
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
9.8 out of 10, Exceptional, (7)
"Our stay was really nice. The house was clean and had everything we needed. We loved being able to walk into town. "
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
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.
Beautiful view of the beach with palm trees

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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. While you’re here, you can get to know Windham by exploring its natural beauty—consider stopping at Catskill State Park and Ashland Park.
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. Georgian Garden Inn: 5 rooms. Enjoy the sauna and fireplace in reception.
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.