Find a Bed and Breakfast in Windham from CA $168

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Browse Select Windham B&B

Shandaken Inn
Seasonal outdoor pool
Shandaken Inn
4.0 star property
10.0 out of 10, Exceptional, 167 reviews
"I've always loved the Catskills and this inn is in a particularly glorious spot I've known for decades, and run exceptionally well. "
The price is CA $295
CA $330 total
includes taxes & fees
Jun 12 - Jun 13
Shandaken Inn
River Run Bed and Breakfast
Front of property
River Run Bed and Breakfast
3.0 star property
9.2 out of 10, Wonderful, 172 reviews
"The place was quiet and clean. Slept like a rock and enjoyed the breakfast. "
The price is CA $205
CA $226 total
includes taxes & fees
Jun 11 - Jun 12
River Run Bed and Breakfast
Albergo Allegria Hotel & Breakfast Restaurant
Front of property
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, 234 reviews
"The staff/owners were absolutely wonderful! The hotel is charming and warm with many things we love. The breakfasts were fantastic! We will definitely be returning at a later date with our son and his wife. "
The price is CA $173
CA $186 total
includes taxes & fees
Jun 10 - Jun 11
Albergo Allegria Hotel & Breakfast Restaurant
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Fairlawn Inn
Exterior
Fairlawn Inn
3.0 star property
8.6 out of 10, Excellent, 396 reviews
"Terrific accommodations and great hospitality! Sandy is a joy to have as your host. Have stayed here multiple times. Highly recommend."
The price is CA $274
CA $296 total
includes taxes & fees
Jun 10 - Jun 11
Fairlawn Inn
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, 120 reviews
"It is a great place to stay, walking distance to the shops and restaurants, delicious breakfast is provided. Would come back again. "
The price is CA $274
CA $307 total
includes taxes & fees
Jun 10 - Jun 11
Morning Glory B n B Woodstock NY
Antique Rose Inn Windham
Front of property
Antique Rose Inn Windham
3.0 star property
9.0 out of 10, Wonderful, 108 reviews
"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 CA $186
CA $201 total
includes taxes & fees
Jun 10 - Jun 11
Antique Rose Inn Windham
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, 176 reviews
"Very clean! Beautiful old house with great views. Outdoors was shabby unfortunately "
The price is CA $200
CA $227 total
includes taxes & fees
Jun 10 - Jun 11
Margaretville Mtn Inn B&B and Village Suites
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, 60 reviews
"The view from our window was amazing. The owners were k8nd and took care of ur every need"
The price is CA $327
CA $436 total
includes taxes & fees
Jun 10 - Jun 11
The Queen of the Catskills B&B
Meadowood Inn
Front of property
Meadowood Inn
3.0 star property
9.6 out of 10, Exceptional, 195 reviews
"A wonderful Victorian B&B run by an amazing host. Tanya was communicative, responsive, helpful with advice and a marvelous breakfast chef! The room was clean, spacious, beautifully appointed and QUIET. We are already planning our next visit there."
The price is CA $168
CA $185 total
includes taxes & fees
Jun 10 - Jun 11
Meadowood Inn
Mountain Treasure B&B
Exterior
Mountain Treasure B&B
3.0 star property
9.4 out of 10, Exceptional, 247 reviews
"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 CA $200
CA $216 total
includes taxes & fees
Jun 10 - Jun 11
Mountain Treasure B&B
The Bavarian Manor Hotel
View from property
The Bavarian Manor Hotel
2.5 star property
8.0 out of 10, Very good, 409 reviews
"Second time staying here and just love the charm of the inn. Will be back!"
The Bavarian Manor Hotel
Breezy Hill Inn
Front of property - evening/night
Breezy Hill Inn
3.0 star property
10.0 out of 10, Exceptional, 18 reviews
"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
Arts Inn
Hiking
Arts Inn
3.0 star property
10.0 out of 10, Exceptional, 16 reviews
"Unique property, amazing hosts and best location."
Arts Inn
Georgian Garden Inn
Front of property
Georgian Garden Inn
3.0 star property
9.0 out of 10, Wonderful, 27 reviews
"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
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 CA $413
CA $542 total
includes taxes & fees
Jun 10 - Jun 11
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
The price is CA $220
CA $304 total
includes taxes & fees
Jun 10 - Jun 11
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 CA $220
CA $304 total
includes taxes & fees
Jun 10 - Jun 11
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
The price is CA $248
CA $335 total
includes taxes & fees
Jun 10 - Jun 11
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 CA $206
CA $288 total
includes taxes & fees
Jun 10 - Jun 11
Cozy B&B with WiFi and AC in charming South Kortright
Cozy B&B with WiFi and AC in Terrific South Kortright
Exterior
Cozy B&B with WiFi and AC in Terrific South Kortright
The price is CA $206
CA $288 total
includes taxes & fees
Jun 10 - Jun 11
Cozy B&B with WiFi and AC in Terrific South Kortright
Don't see what you're looking for?
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

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, 131 reviews
"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 CA $1,507
CA $2,460 total
includes taxes & fees
Jun 10 - Jun 11
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
Outdoor dining
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
9.8 out of 10, Exceptional, 86 reviews
"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.
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.
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.

Windham B&B information

Number of reviews
1,782
Accommodation
23 B&B
Lowest Price
CA $168
Highest Price
CA $413

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 in Windham
Expedia verified reviews

Hotel Vienna

Hotel Vienna

5/5 Excellent
"Our stay was great, everything was clean and quiet. The staff was friendly and very accommodating for our dog. He also loved his stay! "
A verified traveller stayed at Hotel Vienna
Posted 3 days ago
Hotel Vienna