Title: 20 Best B&B in Windham, NY - Bed and Breakfast from $129 | Expedia.com
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## Check prices for these dates
Next weekend
[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
In two weeks
[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
In one month
[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
In two months
[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-05-29&endDate=2026-05-31&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
## Our top choices for Windham bed & breakfast
### Antique Rose Inn Windham
[](https://www.expedia.com/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information)
Windham
9.0/10
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. "
Simona
$135 nightly
$146 total
Apr 1 - Apr 2
Total with taxes and fees
[](https://www.expedia.com/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information)
### Albergo Allegria Hotel
[](https://www.expedia.com/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information)
Windham
9.6/10
Exceptional
(276 reviews)
"Room is very clean, staff is extremely friendly, very close to ski mountain "
Valery
$156 nightly
$169 total
Apr 1 - Apr 2
Total with taxes and fees
[](https://www.expedia.com/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information)
### Meadowood Inn
[](https://www.expedia.com/Arkville-Hotels-Meadowood-Inn.h21886528.Hotel-Information)
Arkville
9.6/10
Exceptional
(279 reviews)
"Cozy place, kind host & the best breakfast"
Jessy
$122 nightly
$134 total
Apr 1 - Apr 2
Total with taxes and fees
[](https://www.expedia.com/Arkville-Hotels-Meadowood-Inn.h21886528.Hotel-Information)
### Mountain Treasure B&B
[](https://www.expedia.com/Kingston-Hotels-Mountain-Treasure-Bed-And-Breakfast.h6206677.Hotel-Information)
Maplecrest
9.4/10
Exceptional
(293 reviews)
"Clean room, exceptional service. Will visit again. "
Saurabh
$119 nightly
$129 total
Apr 6 - Apr 7
Total with taxes and fees
[](https://www.expedia.com/Kingston-Hotels-Mountain-Treasure-Bed-And-Breakfast.h6206677.Hotel-Information)
### Margaretville Mtn Inn B&B and Village Suites
[](https://www.expedia.com/Margaretville-Hotels-Margaretville-Mtn-Inn-BB-And-Village-Suites.h5089210.Hotel-Information)
Margaretville
8.4/10
Very Good
(214 reviews)
"Impressive view close to quaint town and hiking trails. "
Marygeralyn
[](https://www.expedia.com/Margaretville-Hotels-Margaretville-Mtn-Inn-BB-And-Village-Suites.h5089210.Hotel-Information)
### Amaya Bed&Breakfast
[](https://www.expedia.com/Oak-Hill-Hotels-Amaya-BedBreakfast.h120691926.Hotel-Information)
Oak Hill
10/10
Exceptional
(12 reviews)
"This place is so special and deserves to be in a magazine. It pristine but still comfortable. The breakfast was delicious. The Yellow Deli is just a few steps away for dinner, parking was easy and so was the check in. We can’t wait to go back!"
Rachel
$324 nightly
$350 total
May 1 - May 2
Total with taxes and fees
[](https://www.expedia.com/Oak-Hill-Hotels-Amaya-BedBreakfast.h120691926.Hotel-Information)
### The Queen of the Catskills B&B
[](https://www.expedia.com/Stamford-Hotels-The-Queen-Of-The-Catskills-BB.h6088979.Hotel-Information)
Stamford
9.2/10
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! "
Bruce
$197 nightly
$217 total
May 1 - May 2
Total with taxes and fees
[](https://www.expedia.com/Stamford-Hotels-The-Queen-Of-The-Catskills-BB.h6088979.Hotel-Information)
### Book Village Inn Hemingway Room
[](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Hemingway-Room.h113927592.Hotel-Information)
Hobart
10/10
Exceptional
(1 review)
"Restaurant bar on first floor was a lovely amenity but best feature by far is access to Catskills Scenic Trail just behind the inn. Great stay."
Jamie C.
$126 nightly
$139 total
Apr 6 - Apr 7
Total with taxes and fees
[](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Hemingway-Room.h113927592.Hotel-Information)
### Shandaken Inn
[](https://www.expedia.com/Kingston-Hotels-Shandaken-Inn.h42761897.Hotel-Information)
Shandaken
10/10
Exceptional
(275 reviews)
"Amazing stay"
Alice
$199 nightly
$223 total
Apr 1 - Apr 2
Total with taxes and fees
[](https://www.expedia.com/Kingston-Hotels-Shandaken-Inn.h42761897.Hotel-Information)
### Morning Glory B n B Woodstock NY
[](https://www.expedia.com/Kingston-Hotels-Morning-Glory-B-N-B-Woodstock-NY.h12372278.Hotel-Information)
Woodstock
8.6/10
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...
Rachel
$199 nightly
$223 total
Apr 1 - Apr 2
Total with taxes and fees
[](https://www.expedia.com/Kingston-Hotels-Morning-Glory-B-N-B-Woodstock-NY.h12372278.Hotel-Information)
### Cozy bed & breakfast in delightful South Kortright with WiFi, AC
[](https://www.expedia.com/South-Kortright-Hotels-Cozy-Bed-Breakfast-In-Delightful-South-Kortright-With-WiFi.h103188641.Hotel-Information)
South Kortright
10/10
Exceptional
(1 review)
"very cozy and peaceful,,,,,"
Laurie
$205 nightly
$226 total
Apr 1 - Apr 2
Total with taxes and fees
[](https://www.expedia.com/South-Kortright-Hotels-Cozy-Bed-Breakfast-In-Delightful-South-Kortright-With-WiFi.h103188641.Hotel-Information)
### Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
[](https://www.expedia.com/Maplecrest-Hotels-Country-RoombrInviting.h111750458.Hotel-Information)
Maplecrest
10/10
Exceptional
(1 review)
"Agnes was an amazing host! Our stay was incredibly smooth and convenient. The drive to Hunter Mountain was just a short 15 minutes, making it so easy to get there. Breakfast was absolutely delicious, and it was a special touch knowing the eggs were from their own farmed chickens. When it was time to check out, they went above and beyond by helping us clear the snow off our car! We had such a great experience and will definitely be coming back for another visit!"
Tiffany J.
$159 nightly
$172 total
Apr 1 - Apr 2
Total with taxes and fees
[](https://www.expedia.com/Maplecrest-Hotels-Country-RoombrInviting.h111750458.Hotel-Information)
### Cozy B&B with WiFi and AC in welcoming South Kortright
[](https://www.expedia.com/South-Kortright-Hotels-Cozy-BB-With-WiFi-And-AC-In-Welcoming-South-Kortright.h103187646.Hotel-Information)
South Kortright
10/10
Exceptional
(3 reviews)
"Came for Hobart Women Writers Festival. Will come again and stay here."
Leslie N.
$205 nightly
$226 total
Apr 1 - Apr 2
Total with taxes and fees
[](https://www.expedia.com/South-Kortright-Hotels-Cozy-BB-With-WiFi-And-AC-In-Welcoming-South-Kortright.h103187646.Hotel-Information)
### Book Village Inn -Dickinson Room
[](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Dickinson-Room.h113927586.Hotel-Information)
Hobart
9.0/10
Wonderful
(2 reviews)
"Madeline could not have been more accommodating and communicative. The property was adorable and clean. Lovely stay! "
Kimberly G.
$118 nightly
$130 total
Apr 1 - Apr 2
Total with taxes and fees
[](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Dickinson-Room.h113927586.Hotel-Information)
### Book Village Inn Fitzgerald Room
[](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Fitzgerald-Room.h113927590.Hotel-Information)
Hobart
9.6/10
Exceptional
(4 reviews)
"Loved the town and stores nearby"
William
$126 nightly
$139 total
Apr 5 - Apr 6
Total with taxes and fees
[](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Fitzgerald-Room.h113927590.Hotel-Information)
### Cozy B&B with WiFi and AC in charming South Kortright
[](https://www.expedia.com/South-Kortright-Hotels-Cozy-BB-With-WiFi-And-AC-In-Charming-South-Kortright.h103187947.Hotel-Information)
South Kortright
10/10
Exceptional
(2 reviews)
"Lovely place., lovely owners. Very accomadating. Clean, well appointed. Excellent restaurant as well. We would be happy to be there again."
Laura H.
$235 nightly
$259 total
Apr 1 - Apr 2
Total with taxes and fees
[](https://www.expedia.com/South-Kortright-Hotels-Cozy-BB-With-WiFi-And-AC-In-Charming-South-Kortright.h103187947.Hotel-Information)
### Book Village Inn - Twain Room
[](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Twain-Room.h113927594.Hotel-Information)
Hobart
9.0/10
Wonderful
(2 reviews)
"Quiet, near my travel objective, no interferences. "
Patricia Anne T.
$121 nightly
$133 total
Apr 13 - Apr 14
Total with taxes and fees
[](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Twain-Room.h113927594.Hotel-Information)
### Book village Inn - Austen Room
[](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Austen-Room.h113927584.Hotel-Information)
Hobart
10/10
Exceptional
(2 reviews)
"Was great, loved our time jere"
Steve
$151 nightly
$167 total
Apr 13 - Apr 14
Total with taxes and fees
[](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Austen-Room.h113927584.Hotel-Information)
### Art Nouveau Room
Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
[](https://www.expedia.com/Maplecrest-Hotels-Art-Nouveau-RoombrLarge-Room-Decorated-In-The-Art-Nouveau-Style-With-FULL-Size-Bed.h111750454.Hotel-Information)
Maplecrest
$168 nightly
$181 total
Apr 1 - Apr 2
Total with taxes and fees
[](https://www.expedia.com/Maplecrest-Hotels-Art-Nouveau-RoombrLarge-Room-Decorated-In-The-Art-Nouveau-Style-With-FULL-Size-Bed.h111750454.Hotel-Information)
### Fiddler On The Roof Room
Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
[](https://www.expedia.com/Maplecrest-Hotels-Fiddler-On-The-Roof-RoombrEnjoy-The-Mountain-View-And-Relax-In-This-Bright-Room.h111750460.Hotel-Information)
Maplecrest
$178 nightly
$192 total
Apr 1 - Apr 2
Total with taxes and fees
[](https://www.expedia.com/Maplecrest-Hotels-Fiddler-On-The-Roof-RoombrEnjoy-The-Mountain-View-And-Relax-In-This-Bright-Room.h111750460.Hotel-Information)
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
### Hotel Vienna
10/10 Excellent
"The staff was amazing. The room was very clean. great update The bed was a little hard for my liking, but that was just me. I didn’t try the breakfast, but it smelled good. I enjoyed how the room key was really a key like old school. I love that old time charm "
[](https://expedia.com/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information)
### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
10/10 Excellent
"Just got back from a weekend at a postcard cabin in the Catskills and honestly… it was such a beautiful experience. The cabin itself was EVERYTHING I needed peaceful, cozy, and surrounded by nature. Waking up to the quiet, fresh air, and just unplugging from everything felt so refreshing. It really gave that perfect escape-from-the-city vibe. The design was super cute and minimal, and everything felt intentional and relaxing. Definitely a place to reset your mind, especially for a romantic getaway or even a solo recharge. The only small downside was that the pillow sheets didn’t seem completely clean, which threw me off a bit. It wasn’t a huge issue, but definitely something I think could be improved to make the stay feel 100% comfortable. Overall though, I would still say the experience was amazing and I’d go back again just hoping for a little more attention to detail next time. "
[](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information)
### Hunter Lodge, a Bluebird by Lark
6/10 Okay
"Wasn’t clean "
[](https://expedia.com/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information)
### Howard Johnson by Wyndham Saugerties
6/10 Okay
"Lots of parking. Grounds and public areas were neat and clean. Pool area was beautiful. My only issue was the hallways were quite cold. And heating in room was difficult to regulate."
[](https://expedia.com/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information)
### AutoCamp Catskills
10/10 Excellent
"Staff super friendly and helpful Especially Andrea"
[](https://expedia.com/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information)
### Woodstock Way Hotel
10/10 Excellent
"Everything was wonderful! We'd definitely be happy to return again!"
[](https://expedia.com/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information)
### Eastwind Windham
10/10 Excellent
"Gorgeous, tasteful and close to activities, restaurant is fanstastic"
[](https://expedia.com/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information)
### Urban Cowboy Lodge
8/10 Good
"Staff was super sweet. But there should be some sort of service to take you to your room/bring you up to the main lodge for dinner. Maybe a front desk person with a golf cart. Pretty dangerous to walk down that path alone at night in the dark after some drinks at dinner. Otherwise, very chic and comfortable. "
[](https://expedia.com/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information)
### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
8/10 Good
"Clean and comfortable, with a pleasant staff."
[](https://expedia.com/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information)
## Find out more about Windham
## Windham B&B information
| Number of reviews | 1,725 |
| ----------------- | ------ |
| Accommodation | 40 B&B |
| Lowest Price | $129 |
| Highest Price | $350 |
## Frequently asked questions
### What are the most popular Windham B&Bs?
> For those who appreciate unique decor, the [Antique Rose Inn Windham](https://www.expedia.com/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information) is another excellent option, rated 9.0\. This delightful B&B features antique furnishings that create a warm and inviting space. It's an ideal spot for families or couples wanting to explore the area's outdoor offerings, including nearby skiing and biking trails. Guests rave about the delicious breakfast, which adds a special touch to the stay.
>
>
> If you're looking for a property with a bit of artistic flair, the [Georgian Garden Inn](https://www.expedia.com/Kingston-Hotels-Georgian-Garden-Inn.h18312898.Hotel-Information), also rated 9.0, offers a stunning view you won't forget. With an onsite art gallery and a relaxing fireplace, it's great for business travelers who appreciate a serene environment to unwind after a long day. Outdoor enthusiasts will love the close proximity to hiking and skiing, ensuring that adventure is just a step away.
### What is the nightly rate for a Bed and Breakfast in Windham?
### Are there any family-friendly Bed & Breakfasts in Windham?
> Another wonderful family-friendly option is the [Antique Rose Inn Windham](https://www.expedia.com/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information). This delightful B&B also offers complimentary cribs and a serene garden, great for unwinding after a day of adventures. With daily housekeeping, the inn ensures that your family can enjoy a clutter-free space to recharge for the next day's explorations. The warm and friendly space of the Antique Rose Inn makes it an ideal retreat for families looking to create lasting memories in the beautiful surroundings of Windham.
### Do any Windham Bed & Breakfasts allow dogs?
### When is the best time to book a B&B in Windham?
> January, in particular, offers a fantastic experience, with average temperatures ranging from the mid-20s to low 30s Fahrenheit. Visitors can revel in the crisp mountain air while exploring the charming local shops or warming up in cozy cafes. The festive atmosphere during this month enhances the overall experience, making it an ideal time for family trips or romantic getaways.
>
>
> For those looking to enjoy Windham without the hustle and bustle, consider visiting in October. This month showcases the breathtaking fall foliage, creating picturesque landscapes superb for hiking and photography. With fewer crowds, you can fully immerse yourself in the tranquility of nature while enjoying the vibrant colors of autumn.
### What is the difference between a Windham Bed & Breakfast and a hotel?
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