Bed and Breakfast in Windham

  • 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
24 Apr - 26 Apr
In two weeks
1 May - 3 May
In one month
15 May - 17 May
In two months
12 Jun - 14 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 NZ$248
includes taxes & fees
21 Apr - 22 Apr
Antique Rose Inn Windham
Front of property

Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (276 reviews)
"Room is very clean, staff is extremely friendly, very close to ski mountain "
United States
Valery
The price is NZ$287
includes taxes & fees
20 Apr - 21 Apr
Albergo Allegria Hotel
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 NZ$244
includes taxes & fees
20 Apr - 21 Apr
Mountain Treasure B&B
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 NZ$228
includes taxes & fees
4 May - 5 May
Meadowood Inn
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 NZ$341
includes taxes & fees
20 Apr - 21 Apr
Shandaken Inn
Garden

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 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!"
United States
Rachel
The price is NZ$604
includes taxes & fees
20 Apr - 21 Apr
Amaya Bed&Breakfast
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 NZ$229
includes taxes & fees
20 Apr - 21 Apr
Book Village Inn Hemingway Room
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 NZ$360
includes taxes & fees
1 May - 2 May
The Queen of the Catskills B&B
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 NZ$379
includes taxes & fees
20 Apr - 21 Apr
Morning Glory B n B Woodstock NY
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)
"Impressive view close to quaint town and hiking trails. "
United States
Marygeralyn
The price is NZ$288
includes taxes & fees
3 May - 4 May
Margaretville Mtn Inn B&B and Village Suites
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 NZ$389
includes taxes & fees
20 Apr - 21 Apr
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 NZ$292
includes taxes & fees
20 Apr - 21 Apr
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
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 NZ$293
includes taxes & fees
20 Apr - 21 Apr
Book village Inn - Austen 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, (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 NZ$297
includes taxes & fees
3 May - 4 May
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 NZ$236
includes taxes & fees
20 Apr - 21 Apr
Book Village Inn - Twain Room
Interior

Book Village Inn Fitzgerald Room

Book Village Inn Fitzgerald Room
Hobart
9.6 out of 10, Exceptional, (4 reviews)
"Loved the town and stores nearby"
United States
William
The price is NZ$246
includes taxes & fees
20 Apr - 21 Apr
Book Village Inn Fitzgerald 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 NZ$236
includes taxes & fees
20 Apr - 21 Apr
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 NZ$389
includes taxes & fees
21 Apr - 22 Apr
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
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 NZ$432
includes taxes & fees
20 Apr - 21 Apr
Cozy B&B with WiFi and AC in charming 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
South Kortright
The price is NZ$368
includes taxes & fees
20 Apr - 21 Apr
Cozy B&B with WiFi and AC in charming South Kortright
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

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

6/10 Okay
"Not good. Won't stay again"
Philip 1-night trip
Posted 5 hours ago
Howard Johnson by Wyndham Saugerties

Find out more about Windham

Windham B&B information

Number of reviews
1,930
Accommodation
41 B&B
Lowest Price
NZ$228
Highest Price
NZ$604

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.

Explore a world of travel with Expedia