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Check prices for these dates

Next weekend
8 May - 10 May
In two weeks
15 May - 17 May
In one month
29 May - 31 May
In two months
26 Jun - 28 Jun

Our top choices for Windham bed & breakfast

Front of property

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (129 reviews)
"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
United States
Simona
The price is ฿4,370
฿4,720 total
includes taxes & fees
7 May - 8 May
Antique Rose Inn Windham
Front of property

Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (278 reviews)
"Room is very clean, staff is extremely friendly, very close to ski mountain "
United States
Valery
The price is ฿5,265
฿5,686 total
includes taxes & fees
6 May - 7 May
Albergo Allegria Hotel
Front of property

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (280 reviews)
"Cozy place, kind host & the best breakfast"
United States
Jessy
The price is ฿3,952
฿4,347 total
includes taxes & fees
4 May - 5 May
Meadowood Inn
Exterior

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (293 reviews)
"The room was clean and comfortable, the breakfast was great. We had a good stay. "
United States
cynthia
The price is ฿4,656
฿5,028 total
includes taxes & fees
30 Apr - 1 May
Mountain Treasure B&B
Free daily local cuisine breakfast

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (275 reviews)
"Amazing stay"
United States
Alice
The price is ฿5,798
฿6,493 total
includes taxes & fees
12 May - 13 May
Shandaken Inn
Front of property

The Queen of the Catskills B&B

The Queen of the Catskills B&B
3.0 star property
Stamford
9.2 out of 10, Wonderful, (75 reviews)
"Excellent stay! Would highly recommend. The hosts were very accommodating and very friendly. Everything about this B&B was a first class experience (room, hosts, breakfast). Would highly recommend! "
United States
Bruce
The price is ฿6,928
฿7,621 total
includes taxes & fees
16 May - 17 May
The Queen of the Catskills B&B
Exterior

Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites
3.0 star property
Margaretville
8.4 out of 10, Very good, (215 reviews)
"Delicious warm breakfast served in the beautiful dining room. "
United States
Eleanor
The price is ฿4,694
฿5,487 total
includes taxes & fees
7 May - 8 May
Margaretville Mtn Inn B&B and Village Suites
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.6 out of 10, Excellent, (157 reviews)
"I thoroughly enjoyed my stay! The hostess was warm and friendly and very accommodating, breakfast was fantastic. I stayed in the green room, and although had a "shared bathroom", I had it all to myself and felt very comfortable. I enjoyed hanging out in Woodstock - checking out the Kaaterskill waterfall and Platte Clove waterfall, shopping around town, having a beer with the locals. I had dinner right across the street at Alba's Kitchen - convenient and tasty. Great stay! Highly recommend this...
United States
Rachel
The price is ฿6,442
฿7,215 total
includes taxes & fees
30 Apr - 1 May
Morning Glory B n B Woodstock NY
Garden

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (12 reviews)
"Our stay at Amaya was incredible. The home is impeccably designed, the rooms were very comfortable, breakfast was delicious, and Johnny is the most kind and welcoming host. He went above and beyond to make it a memorable experience. The hot tub is a luxurious perk and the home feels private even with other guests. The location is convenient for exploring the Catskills. I can’t recommend this place enough, it’s a 10/10."
United States
Michael
The price is ฿13,110
฿14,159 total
includes taxes & fees
30 Apr - 1 May
Amaya Bed&Breakfast
Front of property

River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (203 reviews)
"Such a quaint bed and breakfast. Of course it’s old house, but very clean. Breakfast was delicious and staff is very friendly and accommodating. "
United States
Sandra
The price is ฿5,147
฿5,662 total
includes taxes & fees
10 May - 11 May
River Run Bed and Breakfast
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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Top Windham Hotel Reviews

The Graham & Co.

The Graham & Co.

10/10 Excellent
"We absolutely loved our stay at The Graham & Co.—it’s the kind of place that instantly puts you at ease. From the moment we arrived there was this quaint, laid-back relaxing vibe that made it so easy to unwind. Everything felt very thoughtful from the design, cozy spaces, and nothing overdone. Our bungalow room was spectacular yet comfortable and inviting, and it really felt like a little escape from the usual rush. We spent our mornings sipping coffee in the fresh mountain air & hiking near the waterfalls and our evenings just slowing down whether that meant hanging by the fire pit or just enjoying the quiet. There’s something really special about how peaceful it feels here without trying too hard. It’s rare to find a place that feels this easygoing and genuine. We left feeling recharged and already talking about coming back."
JEANETTE 3-night trip
Posted 15 hours ago
The Graham & Co.

Find out more about Windham

Windham B&B information

Number of reviews
1,917
Accommodation
16 B&B
Lowest Price
฿4,347
Highest Price
฿14,159

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: 21 rooms. Enjoy the unique decor and library. Antique Rose Inn Windham: 3 rooms. Enjoy the free full breakfast and unique decor.
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.

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