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Check prices for these dates

Next weekend
20 Mar - 22 Mar
In two weeks
27 Mar - 29 Mar
In one month
10 Apr - 12 Apr
In two months
8 May - 10 May

Our top choices for Windham bed & breakfast

Exterior

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (128 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 AED 496
AED 536 total
includes taxes & fees
11 Mar - 12 Mar
Antique Rose Inn Windham
Front of property

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (276 reviews)
"Such a lovely bed and breakfast. The bed was unbelievably comfortable we didn’t want to leave. Would absolutely return!"
United States
Kim
The price is AED 574
AED 620 total
includes taxes & fees
11 Mar - 12 Mar
Albergo Allegria Hotel & Breakfast Restaurant
Front of property

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (279 reviews)
"Great experience. Highly recommend."
United States
Seweryn
The price is AED 448
AED 493 total
includes taxes & fees
12 Mar - 13 Mar
Meadowood Inn
Property amenity

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (293 reviews)
"Clean room, exceptional service. Will visit again. "
United States
Saurabh
The price is AED 438
AED 473 total
includes taxes & fees
6 Apr - 7 Apr
Mountain Treasure B&B
1 bedroom, WiFi, bed sheets

Book Village Inn Hemingway Room

Book Village Inn Hemingway Room
Hobart
10.0 out of 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."
United States
Jamie C.
The price is AED 262
AED 511 total
includes taxes & fees
11 Mar - 12 Mar
Book Village Inn Hemingway Room
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, (211 reviews)
"Staff friendly, breakfast was very good- loved the dining presentation Hot tub was fun. The bed in the Lavender room was really comfortable."
United States
MARK
The price is AED 453
AED 535 total
includes taxes & fees
16 Mar - 17 Mar
Margaretville Mtn Inn B&B and Village Suites
Garden

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (11 reviews)
"The premises (and the room) were immaculate and aesthetically appealing, the ambiance was superb, and the host (Jonathan) was courteous, accommodating, and charming."
United States
Douglas
The price is AED 1,118
AED 1,208 total
includes taxes & fees
19 Mar - 20 Mar
Amaya Bed&Breakfast
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, (156 reviews)
"Diane was a very gracious host of her lovely BnB! My privacy was well respected and check in/out was easy as pie! Thank you!"
United States
Andrew
The price is AED 731
AED 819 total
includes taxes & fees
11 Mar - 12 Mar
Morning Glory B n B Woodstock NY
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 AED 759
AED 834 total
includes taxes & fees
1 Apr - 2 Apr
The Queen of the Catskills B&B
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 review)
"very cozy and peaceful,,,,,"
United States
Laurie
The price is AED 588
AED 828 total
includes taxes & fees
20 Mar - 21 Mar
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
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 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!"
United States
Tiffany J.
The price is AED 511
AED 631 total
includes taxes & fees
11 Mar - 12 Mar
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
Interior

Book Village Inn Fitzgerald Room

Book Village Inn Fitzgerald Room
Hobart
9.4 out of 10, Exceptional, (3 reviews)
"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 247
AED 494 total
includes taxes & fees
11 Mar - 12 Mar
Book Village Inn Fitzgerald 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, (202 reviews)
"Excellent stay!!!"
United States
Donna
The price is AED 584
AED 642 total
includes taxes & fees
15 Mar - 16 Mar
River Run Bed and Breakfast
Interior

Book Village Inn - Twain Room

Book Village Inn - Twain Room
Hobart
9.0 out of 10, Wonderful, (2 reviews)
"Quiet, near my travel objective, no interferences. "
United States
Patricia Anne T.
The price is AED 243
AED 489 total
includes taxes & fees
11 Mar - 12 Mar
Book Village Inn - Twain Room
1 bedroom, WiFi, bed sheets

Book village Inn - Austen Room

Book village Inn - Austen Room
Hobart
10.0 out of 10, Exceptional, (2 reviews)
"Was great, loved our time jere"
United States
Steve
The price is AED 391
AED 612 total
includes taxes & fees
11 Mar - 12 Mar
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 reviews)
"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 243
AED 489 total
includes taxes & fees
11 Mar - 12 Mar
Book Village Inn -Dickinson 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 reviews)
"Came for Hobart Women Writers Festival. Will come again and stay here."
United States
Leslie N.
The price is AED 588
AED 828 total
includes taxes & fees
12 Mar - 13 Mar
Cozy B&B with WiFi and AC in welcoming South Kortright
Exterior

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (437 reviews)
"Lovely stay"
United States
Deborah
Fairlawn Inn
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 reviews)
"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 Mar - 12 Mar
Cozy B&B with WiFi and AC in charming 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 666 total
includes taxes & fees
11 Mar - 12 Mar
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. 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

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"Did not use the Spa. But, eventhough the hotel seemed remote it was centrally located. A lot of shops and bars and restaurants were in walking distance. Overall, I loved my time spent here and would highly recommend for a quick getaway/recharge from the hustle and bustle of the city!"
Kim 1-night trip
Posted 7 hours ago
Woodstock Way Hotel

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.
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.