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Compare 24 B&B in Windham with updated reviews, rates, and availability.

Shandaken Inn
Seasonal outdoor pool
Shandaken Inn
4.0 star property
10.0 out of 10, Exceptional, (202)
"Very beautiful & quiet spot for a relaxing weekend."
The price is ￥30,784
￥34,478 total
includes taxes & fees
Sep 24 - Sep 25
Shandaken 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, (183)
"The location high in the mountain allows a cool view (we’re from Central Florida) and wonderful atmosphere and experience of staying in a unique bedroom with furnishings reminiscent of generations long past. Breakfast was different every day and wonderfully prepared and presented. We’ll be back. "
The price is ￥19,386
￥22,114 total
includes taxes & fees
Oct 2 - Oct 3
Margaretville Mtn Inn B&B and Village Suites
Meadowood Inn
Front of property
Meadowood Inn
3.0 star property
9.6 out of 10, Exceptional, (205)
"Loved it"
The price is ￥17,561
￥19,316 total
includes taxes & fees
Sep 24 - Sep 25
Meadowood Inn
Fairlawn Inn
Exterior
Fairlawn Inn
3.0 star property
8.8 out of 10, Excellent, (408)
"Very friendly and helpful concierge. "
The price is ￥28,576
￥30,862 total
includes taxes & fees
Oct 2 - Oct 3
Fairlawn 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, (66)
"The property and hostess were wonderful. I felt like we were treated like family and were made completely comfortable. Room 1, with its own bathroom, was comfortable and functional, although we had trouble with the television, which could use some instructions. As we were the only guests at the time, the ingredients were purchased and our breakfast made to order. Delicious with caring touches and presentation. The house is showing its character in age a little bit, but that simply adds to...
The price is ￥30,788
￥33,866 total
includes taxes & fees
Sep 24 - Sep 25
The Queen of the Catskills B&B
Albergo Allegria Hotel & Breakfast Restaurant
Front of property
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, (245)
"Albergo Alegria Hotel is lovely (although the name is hard to remember). The room was very comfortable. Breakfast on the porch is fantastic. "
The price is ￥22,994
￥24,832 total
includes taxes & fees
Sep 24 - Sep 25
Albergo Allegria Hotel & Breakfast Restaurant
Mountain Treasure B&B
Exterior
Mountain Treasure B&B
3.0 star property
9.4 out of 10, Exceptional, (255)
"Anges was an amazing host! Mountain Treasure Bed and Breakfast" was fantastic, and the creek and its surroundings gave it the perfect touch. Anges is well versed with many activities (hiking, canoeing, swimming), attractions (historic sites), restaurants, etc. nearby. If you want a nice and quiet experience or outdoor excitement, Mountain Treasure B&B will not disappoint. Thank you, Anges! P.S. The chickens were friendly too.. lol!"
The price is ￥20,924
￥22,598 total
includes taxes & fees
Sep 24 - Sep 25
Mountain Treasure B&B
River Run Bed and Breakfast
Front of property
River Run Bed and Breakfast
3.0 star property
9.2 out of 10, Wonderful, (173)
"Thank you Adam and Ben for a great stay in the beautiful Catskills. We really enjoyed your cozy inn. Breakfasts were fresh and delicious. Our room was clean and comfortable. We liked the little village and your eclectic collection. We would highly recommend your B&B to anyone wishing to explore the area."
The price is ￥21,396
￥23,536 total
includes taxes & fees
Oct 2 - Oct 3
River Run Bed and Breakfast
Antique Rose Inn Windham
Front of property
Antique Rose Inn Windham
3.0 star property
9.2 out of 10, Wonderful, (113)
"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 ￥19,420
￥20,974 total
includes taxes & fees
Sep 24 - Sep 25
Antique Rose Inn Windham
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, (125)
"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 ￥28,576
￥32,005 total
includes taxes & fees
Oct 2 - Oct 3
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, (410)
"Second time staying here and just love the charm of the inn. Will be back!"
The Bavarian Manor Hotel
Arts Inn
Hiking
Arts Inn
3.0 star property
10.0 out of 10, Exceptional, (20)
"Arts Inn is clearly a "10". Randy and Heidi are wonderful hosts. They know the area very well and gave us great recommendations for dining, hiking and and other activities in the area. You will feeling completely at home in this beautiful Inn. Wonderful breakfast, immaculate house and grounds and quiet surroundings. Will definitely stay here again. "
Arts Inn
Breezy Hill Inn
Front of property - evening/night
Breezy Hill Inn
3.0 star property
10.0 out of 10, Exceptional, (20)
"A very charming Inn in a beautiful location. The only issue I had was the temperature of the room. It was very warm and a little uncomfortable . No obvious way to cool the interior in room. Other than that, very nice stay. "
Breezy Hill Inn
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
The price is ￥22,976
￥31,850 total
includes taxes & fees
Sep 27 - Sep 28
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 ￥43,080
￥56,578 total
includes taxes & fees
Sep 27 - Sep 28
Charming 2-bedroom B&B located in South Kortright with AC, WiFi
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
Exterior
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
The price is ￥22,976
￥31,850 total
includes taxes & fees
Sep 26 - Sep 27
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
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, (1)
"Came for Hobart Women Writers Festival. Will come again and stay here."
The price is ￥22,976
￥31,850 total
includes taxes & fees
Sep 29 - Sep 30
Cozy B&B with WiFi and AC in welcoming 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
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 ￥25,848
￥35,670 total
includes taxes & fees
Sep 29 - Sep 30
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 ￥21,540
￥30,156 total
includes taxes & fees
Sep 29 - Sep 30
Cozy B&B with WiFi and AC in charming South Kortright
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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

Tuscan Year Round Beauty - Pickleball Court
Outdoor dining
Tuscan Year Round Beauty - Pickleball Court
10.0 out of 10, Exceptional, (94)
"Rick was an amazing host and the property exceeded expectations and the views are amazing. Well worth it. "
Tuscan Year Round Beauty - Pickleball Court
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, (140)
"The property is so so good for large groups. Compared to other large bnbs, this house feels so much more set up for big groups, with a full kitchen and plenty of space. Greg is an awesome host! I highly recommend this space 💕"
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
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, (6)
"We could not have had a more comfotable stay! Bridget was quick to respond and ver helpful. The place easily fit our party of 13. We all had a restful weekend. Lots to do nearby but also no reason to want to leave this beatiful home. Highly reccomend!!!"
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.

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. Georgian Garden Inn: 5 rooms. Enjoy the sauna and fireplace in the lobby.
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. Average annual precipitation for Windham is 55 inches.
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 Huntersfield State Forest 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.