Search Windham Bed & Breakfast

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured B&B in Windham

Shandaken Inn
4.0 star property
10.0 out of 10, Exceptional, (156)
"Very friendly staff, including Miranda as our “Emotional Support Concierge,” all of you were very welcoming and helpful. I would definitely recommend your inn to anyone. Food was delicious and ample, wait staff very helpful. All in all, had a great time. "
The price is AU$280
per night
6 May - 7 May
Shandaken Inn
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 AU$201
per night
5 May - 6 May
Margaretville Mtn Inn B&B and Village Suites
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, (230)
"Nice room, comfortable bed, nice downstairs sitting areas, fantastic breakfast and staff!!"
The price is AU$206
per night
5 May - 6 May
Albergo Allegria Hotel & Breakfast Restaurant
Save an average of 15% on thousands of hotels when you're signed in
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 AU$204
per night
5 May - 6 May
Meadowood Inn
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 AU$327
per night
31 May - 1 June
Fairlawn Inn
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 AU$214
per night
6 May - 7 May
Antique Rose Inn Windham
River Run Bed and Breakfast
3.0 star property
9.2 out of 10, Wonderful, (171)
"Super cute bed and breakfast with lovely breakfast! will be back. Thanks Ben!"
The price is AU$249
per night
5 May - 6 May
River Run Bed and Breakfast
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
Arts Inn
3.0 star property
10.0 out of 10, Exceptional, (16)
"Unique property, amazing hosts and best location."
Arts Inn
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 AU$339
per night
6 May - 7 May
Morning Glory B n B Woodstock NY
Mountain Treasure B&B
3.0 star property
9.4 out of 10, Exceptional, (246)
"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 AU$239
per night
5 May - 6 May
Mountain Treasure B&B
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
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 AU$474
per night
10 May - 11 May
The Queen of the Catskills B&B
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
Cozy B&B with WiFi and AC in charming South Kortright
The price is AU$325
per night
3 June - 4 June
Cozy B&B with WiFi and AC in charming South Kortright
Cozy B&B with WiFi and AC in Terrific South Kortright
The price is AU$325
per night
3 June - 4 June
Cozy B&B with WiFi and AC in Terrific South Kortright
Charming 2-bedroom B&B located in South Kortright with AC, WiFi
The price is AU$607
per night
3 June - 4 June
Charming 2-bedroom B&B located in South Kortright with AC, WiFi
Cozy B&B with WiFi and AC in peaceful South Kortright
The price is AU$345
per night
3 June - 4 June
Cozy B&B with WiFi and AC in peaceful South Kortright
Cozy B&B with WiFi and AC in welcoming South Kortright
The price is AU$345
per night
3 June - 4 June
Cozy B&B with WiFi and AC in welcoming South Kortright
Highlander's View Bed and Breakfast
2.5 star property
Highlander's View Bed and Breakfast
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
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 AU$2,553
per night
6 May - 7 May
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
10.0 out of 10, Exceptional, (1)
"🙂"
The price is AU$384
per night
6 May - 7 May
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
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
1,755
Accommodation
21 B&B
Lowest Price
AU$201
Highest Price
AU$605

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. 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 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) away. If you’d like to venture out around the area, consider renting a car to explore more sights.

Recent Reviews in Windham
Expedia verified reviews