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Compare 21 B&B in Windham with updated reviews, rates, and availability.

Seasonal outdoor pool
Shandaken Inn
4.0 star property
10.0 out of 10, Exceptional, (159)
"A "
The price is $164
$184 total
includes taxes & fees
May 20 - May 21
Shandaken Inn
Hiking
Arts Inn
3.0 star property
10.0 out of 10, Exceptional, (16)
"Unique property, amazing hosts and best location."
Arts Inn
Front of property - evening/night
Breezy Hill Inn
3.0 star property
10.0 out of 10, Exceptional, (18)
"We were very comfortable and well looked after during our stay. The owners, Michelle and Adam, are very knowledgeable about the area and offered great suggestions about what to do and where to eat. The inn is very clean and thoughtfully appointed. Breakfast was delicious. We would definitely stay here again. "
Breezy Hill Inn
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Front of property
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, (232)
"Great owners operators Great bed Wonderful breakfast "
The price is $125
$135 total
includes taxes & fees
May 19 - May 20
Albergo Allegria Hotel & Breakfast Restaurant
Front of property
Meadowood Inn
3.0 star property
9.6 out of 10, Exceptional, (192)
"Great B & B. Spacious rooms, comfortable beds, great breakfast. Would definitely stay again."
The price is $122
$134 total
includes taxes & fees
May 20 - May 21
Meadowood Inn
Exterior
Mountain Treasure B&B
3.0 star property
9.4 out of 10, Exceptional, (247)
"I have never had such a warm welcome from a B&B as I got at Mountain Treasure. Everything was amazing here, and the hosts couldn't do enough for me, from tips on where to go mountain biking, to actually driving me to a trail head to go hiking so I didn't have to walk a loop. Heavenly breakfasts and great coffee in the mornings too. Also, very strong, fast wifi in my room. Would definitely go back again."
The price is $145
$157 total
includes taxes & fees
May 19 - May 20
Mountain Treasure B&B
Front of property
River Run Bed and Breakfast
3.0 star property
9.2 out of 10, Wonderful, (172)
"The place was quiet and clean. Slept like a rock and enjoyed the breakfast. "
The price is $149
$164 total
includes taxes & fees
May 19 - May 20
River Run Bed and Breakfast
Front of property
The Queen of the Catskills B&B
3.0 star property
9.2 out of 10, Wonderful, (60)
"The view from our window was amazing. The owners were k8nd and took care of ur every need"
The price is $238
$317 total
includes taxes & fees
May 20 - May 21
The Queen of the Catskills B&B
Front of property
Antique Rose Inn Windham
3.0 star property
9.0 out of 10, Wonderful, (108)
"A great escape for those looking for a getaway from city life. A beautiful historic house with quirks and charms. The owner Laureen is very kind and personable and always delivers a delicious warm breakfast. "
The price is $130
$140 total
includes taxes & fees
May 20 - May 21
Antique Rose Inn Windham
Front of property
Georgian Garden Inn
3.0 star property
9.0 out of 10, Wonderful, (27)
"My kids (12 and 3 y.o.) and I had a wonderful experience at the place. Victoria (the owner) was very attentive to our needs. The place is clean, our room had a gorgeous view of the mountains, there’s plenty of space in the backyard for the kids to play. They even have the access to the creek. Just bring water shoes if you visit in the summer. "
Georgian Garden Inn
Exterior
Fairlawn Inn
3.0 star property
8.6 out of 10, Excellent, (393)
"The Fairlawn Inn was beautiful, comfortable, and clean. The host was very friendly and accomodating. We had a great time there."
The price is $199
$215 total
includes taxes & fees
May 17 - May 18
Fairlawn Inn
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, (118)
"Really beautiful home overseen by a lovely and gracious host! The homemade breakfast was amazing. Enjoyed meeting the other guests. Very convenient location. Perfect for a relaxing stay in gorgeous Woodstock, NY! And it’s pet friendly!!!"
The price is $199
$223 total
includes taxes & fees
May 20 - May 21
Morning Glory B n B Woodstock NY
Front of property - evening/night
Margaretville Mtn Inn B&B and Village Suites
3.0 star property
8.2 out of 10, Very Good, (175)
"Very cozy and clean. Nice breakfast~"
The price is $115
$132 total
includes taxes & fees
May 19 - May 20
Margaretville Mtn Inn B&B and Village Suites
View from property
The Bavarian Manor Hotel
2.5 star property
8.0 out of 10, Very Good, (409)
"Second time staying here and just love the charm of the inn. Will be back!"
The Bavarian Manor Hotel
Exterior
Charming 2-bedroom B&B located in South Kortright with AC, WiFi
The price is $300
$394 total
includes taxes & fees
May 18 - May 19
Charming 2-bedroom B&B located in South Kortright with AC, WiFi
1 bedroom, WiFi, bed sheets
Cozy B&B with WiFi and AC in charming South Kortright
The price is $150
$209 total
includes taxes & fees
May 17 - May 18
Cozy B&B with WiFi and AC in charming South Kortright
1 bedroom, WiFi, bed sheets
Cozy B&B with WiFi and AC in Terrific South Kortright
The price is $150
$209 total
includes taxes & fees
May 17 - May 18
Cozy B&B with WiFi and AC in Terrific South Kortright
1 bedroom, WiFi, bed sheets
Cozy B&B with WiFi and AC in peaceful South Kortright
The price is $160
$222 total
includes taxes & fees
May 17 - May 18
Cozy B&B with WiFi and AC in peaceful South Kortright
1 bedroom, WiFi, bed sheets
Cozy B&B with WiFi and AC in welcoming South Kortright
The price is $160
$222 total
includes taxes & fees
May 17 - May 18
Cozy B&B with WiFi and AC in welcoming South Kortright
View from room
Highlander's View Bed and Breakfast
2.5 star property
Highlander's View Bed and Breakfast
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See all available properties in Windham
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.

Other property types in Windham

Property grounds
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (131)
"We had a great time at Greg’s property. The house is huge and easily accommodated the 25 guests we had. It is very conveniently located for those that like to take advantage of skiing between Hunter and Windham mountains. Greg was extremely responsive and very easy to work with anytime we had questions arise. I would definitely recommend to others and will most certainly keep this place in mind for future trips! Thanks again!"
The price is $1,095
$1,747 total
includes taxes & fees
May 23 - May 24
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Exterior
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
10.0 out of 10, Exceptional, (1)
"🙂"
The price is $199
$255 total
includes taxes & fees
Jun 5 - Jun 6
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
Outdoor dining
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
9.8 out of 10, Exceptional, (86)
"Stayed here with a group of friends, and loved it! We had terrible weather, but the house was the best place to be stuck inside. We made pizzas in the outdoor oven, and enjoyed the hot tub. Can't recommend enough! The property manager Alan was awesome."
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
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.

Windham B&B information

Number of reviews
1,760
Accommodation
21 B&B
Lowest Price
$115
Highest Price
$300

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. The snowiest months in Windham are January, March, December, and April, 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 Ashland 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.

Recent reviews of Windham hotels
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