Search Windham Bed & Breakfast

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Windham bed & breakfast

Front of property
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (271 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 AU$216
includes taxes & fees
14 Jan - 15 Jan
Albergo Allegria Hotel & Breakfast Restaurant
Front of property
Antique Rose Inn Windham

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (125 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 AU$217
includes taxes & fees
14 Jan - 15 Jan
Antique Rose Inn Windham
Front of property
Meadowood Inn

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (272 reviews)
"Great experience. Highly recommend."
United States
Seweryn
The price is AU$200
includes taxes & fees
15 Jan - 16 Jan
Meadowood Inn
Exterior
Mountain Treasure B&B

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (290 reviews)
"Great location, nice and peaceful"
United States
Noel
The price is AU$267
includes taxes & fees
14 Jan - 15 Jan
Mountain Treasure B&B
Exterior
Margaretville Mtn Inn B&B and Village Suites

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, (207 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 AU$253
includes taxes & fees
15 Jan - 16 Jan
Margaretville Mtn Inn B&B and Village Suites
Front of property
The Queen of the Catskills B&B

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 AU$286
includes taxes & fees
17 Jan - 18 Jan
The Queen of the Catskills B&B
Garden
Amaya Bed&Breakfast

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (7 reviews)
"A lovely stay."
United States
Michael
The price is AU$530
includes taxes & fees
18 Jan - 19 Jan
Amaya Bed&Breakfast
Interior
Book Village Inn Fitzgerald Room

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 AU$214
includes taxes & fees
14 Jan - 15 Jan
Book Village Inn Fitzgerald Room
Exterior
Fairlawn Inn

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (436 reviews)
"Lovely stay"
United States
Deborah
The price is AU$417
includes taxes & fees
18 Jan - 19 Jan
Fairlawn Inn
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.

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 AU$259
includes taxes & fees
22 Jan - 23 Jan
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

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 AU$346
includes taxes & fees
2 Feb - 3 Feb
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
1 bedroom, WiFi, bed sheets
Book Village Inn -Dickinson Room

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 AU$223
includes taxes & fees
14 Jan - 15 Jan
Book Village Inn -Dickinson Room
Front of property
River Run Bed and Breakfast

River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (197 reviews)
"Excellent stay!!!"
United States
Donna
The price is AU$261
includes taxes & fees
20 Jan - 21 Jan
River Run Bed and Breakfast
1 bedroom, WiFi, bed sheets
Book Village Inn Hemingway Room

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 AU$210
includes taxes & fees
14 Jan - 15 Jan
Book Village Inn Hemingway Room
1 bedroom, WiFi, bed sheets
Book village Inn - Austen Room

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 AU$258
includes taxes & fees
14 Jan - 15 Jan
Book village Inn - Austen Room
Interior
Book Village Inn - Twain Room

Book Village Inn - Twain Room

Book Village Inn - Twain Room
Hobart
8.0 out of 10, Very good, (1 review)
"Quiet, near my travel objective, no interferences. "
United States
Patricia Anne T.
The price is AU$214
includes taxes & fees
14 Jan - 15 Jan
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

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 AU$345
includes taxes & fees
15 Jan - 16 Jan
Cozy B&B with WiFi and AC in welcoming South Kortright
Exterior
Cozy B&B with WiFi and AC in charming South Kortright

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 AU$383
includes taxes & fees
14 Jan - 15 Jan
Cozy B&B with WiFi and AC in charming South Kortright
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

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 AU$316
includes taxes & fees
20 Jan - 21 Jan
Morning Glory B n B Woodstock NY
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.

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 AU$273
includes taxes & fees
14 Jan - 15 Jan
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"It was a wonderful stay. The room is so large and quiet"
Kimberly 2-night trip
Posted 1 day ago
Hotel Vienna

Find out more about Windham

Windham B&B information

Number of reviews
1,734
Accommodation
40 B&B
Lowest Price
AU$200
Highest Price
AU$530

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 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.

Explore a world of travel with Expedia