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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

B&B in Windham

Front of property
Antique Rose Inn Windham

Antique Rose Inn Windham

3.0 star property
Windham
9.0 out of 10, Wonderful, (125)
"Well kept historical home. Convenient location. Comfortable bed. Good breakfast. Exceptional host."
United States
thomas
The price is AED 496
AED 536 total
includes taxes & fees
9 Dec - 10 Dec
Antique Rose Inn Windham
Room 15 | Premium bedding, down comforters, individually decorated
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
The price is AED 574
AED 620 total
includes taxes & fees
15 Dec - 16 Dec
Albergo Allegria Hotel & Breakfast Restaurant
Exterior
Mountain Treasure B&B

Mountain Treasure B&B

3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (287)
"Great location, nice and peaceful"
United States
Noel
The price is AED 545
AED 588 total
includes taxes & fees
15 Dec - 16 Dec
Mountain Treasure B&B
Front of property
Meadowood Inn

Meadowood Inn

3.0 star property
Arkville
9.6 out of 10, Exceptional, (266)
"I cant say enough positive things when it comes to the Meadowood Inn. Our hostess was informative, friendly, and cooked us up a gourmet breakfast each morning to get us on our way. The Inn itself was truly charming and we were excited to learn about the history of the house. I have stayed at a good amount of B&B's, and the cleanliness at the Inn was above excellent, spotless! "
United States
christoph
Meadowood 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)
"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 AED 619
AED 680 total
includes taxes & fees
3 Jan - 4 January 2026
The Queen of the Catskills B&B
Indoor wedding
Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites

3.0 star property
Margaretville
8.2 out of 10, Very Good, (206)
"Our stay at the Margaretville Mtn Inn was fantastic. The room was beautiful and very clean. The breakfast that was served was wholesome and delicious. I would definitely stay there again."
United States
Neal
The price is AED 496
AED 582 total
includes taxes & fees
4 Jan - 5 January 2026
Margaretville Mtn Inn B&B and Village Suites
Living area
Amaya Bed&Breakfast

Amaya Bed&Breakfast

2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (7)
"We had a very relaxing weekend at the Amaya Bed & Breakfast. The host was super friendly and went above and beyond to make sure we were comfortable and had everything we needed. The breakfast was delicious and was the perfect way to start our mornings. The house itself is so beautifully decorated and the surrounding area was very peaceful. I look forward to staying again in the future. "
United States
Michaela
The price is AED 1,257
AED 1,357 total
includes taxes & fees
9 Dec - 10 Dec
Amaya Bed&Breakfast
1 bedroom, WiFi, bed sheets
Book Village Inn Fitzgerald Room

Book Village Inn Fitzgerald Room

Hobart
9.4 out of 10, Exceptional, (3)
"The inn was everything that was advertised. The bed was comfortable. Considerate details included the coffee machine, seltzer waters and popcorn. I liked the locally made soap products in the bathroom. The bar had a cozy pub vibe and a great meal. Highly recommended!"
Canada
Holly B.
The price is AED 270
AED 519 total
includes taxes & fees
9 Dec - 10 Dec
Book Village Inn Fitzgerald Room
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
8.4 out of 10, Very Good, (155)
"Beautiful historic home. We had a nice stay. "
United States
Anonymous traveler
The price is AED 694
AED 777 total
includes taxes & fees
9 Dec - 10 Dec
Morning Glory B n B Woodstock NY
Outdoor dining
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

Maplecrest
10.0 out of 10, Exceptional, (1)
"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!"
United States
Tiffany J.
The price is AED 511
AED 631 total
includes taxes & fees
15 Dec - 16 Dec
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
Exterior
Cozy bed & breakfast in delightful South Kortright with WiFi, AC

Cozy bed & breakfast in delightful South Kortright with WiFi, AC

South Kortright
10.0 out of 10, Exceptional, (1)
"very cozy and peaceful,,,,,"
United States
Laurie
The price is AED 588
AED 857 total
includes taxes & fees
16 Dec - 17 Dec
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
1 bedroom, WiFi, bed sheets
Book village Inn - Austen Room

Book village Inn - Austen Room

Hobart
10.0 out of 10, Exceptional, (1)
"I stayed in the charming Austen Room at Book Village Inn in mid-September for a wedding weekend, and it was absolutely perfect! The space is utterly delightful with thoughtful literary touches that make it feel both cozy and elegant.The setting was absolutely breathtaking, especially with the early fall foliage creating a gorgeous tapestry of colors around the property. The mountain views and autumn scenery made every moment feel like stepping into a storybook - it was the perfect backdrop for a...
United States
Salem C.
The price is AED 437
AED 667 total
includes taxes & fees
9 Dec - 10 Dec
Book village Inn - Austen Room
1 bedroom, WiFi, bed sheets
Book Village Inn -Dickinson Room

Book Village Inn -Dickinson Room

Hobart
9.0 out of 10, Wonderful, (2)
"Madeline could not have been more accommodating and communicative. The property was adorable and clean. Lovely stay! "
United States
Kimberly G.
The price is AED 289
AED 540 total
includes taxes & fees
9 Dec - 10 Dec
Book Village Inn -Dickinson Room
Front of property
River Run Bed and Breakfast

River Run Bed and Breakfast

3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (195)
"Excellent stay!!!"
United States
Donna
The price is AED 547
AED 602 total
includes taxes & fees
14 Dec - 15 Dec
River Run Bed and Breakfast
Exterior
Book Village Inn Hemingway Room

Book Village Inn Hemingway Room

Hobart
10.0 out of 10, Exceptional, (1)
"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."
United States
Jamie C.
The price is AED 528
AED 824 total
includes taxes & fees
5 Jan - 6 January 2026
Book Village Inn Hemingway Room
1 bedroom, desk, WiFi, bed sheets
Book Village Inn - Twain Room

Book Village Inn - Twain Room

Hobart
8.0 out of 10, Very Good, (1)
"Quiet, near my travel objective, no interferences. "
United States
Patricia Anne T.
The price is AED 270
AED 519 total
includes taxes & fees
9 Dec - 10 Dec
Book Village Inn - Twain Room
Exterior
Cozy B&B with WiFi and AC in welcoming South Kortright

Cozy B&B with WiFi and AC in welcoming South Kortright

South Kortright
10.0 out of 10, Exceptional, (3)
"Came for Hobart Women Writers Festival. Will come again and stay here."
United States
Leslie N.
The price is AED 588
AED 857 total
includes taxes & fees
16 Dec - 17 Dec
Cozy B&B with WiFi and AC in welcoming South Kortright
Exterior detail
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.

Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.

Maplecrest
The price is AED 544
AED 670 total
includes taxes & fees
14 Dec - 15 Dec
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
Exterior
Cozy B&B with WiFi and AC in charming South Kortright

Cozy B&B with WiFi and AC in charming South Kortright

South Kortright
10.0 out of 10, Exceptional, (2)
"Lovely place., lovely owners. Very accomadating. Clean, well appointed. Excellent restaurant as well. We would be happy to be there again."
United States
Laura H.
The price is AED 661
AED 949 total
includes taxes & fees
11 Dec - 12 Dec
Cozy B&B with WiFi and AC in charming South Kortright
Outdoor dining
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.

Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.

Maplecrest
The price is AED 580
AED 718 total
includes taxes & fees
14 Dec - 15 Dec
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"loved it"
Stacey 1-night trip
Posted 5 days ago
Hunter Lodge, a Bluebird by Lark

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: Antique Rose Inn Windham: 3 rooms. Enjoy the free full breakfast and unique décor. Albergo Allegria Hotel & Breakfast Restaurant: 21 rooms. Enjoy the unique décor and library. 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 November, 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 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) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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