Find a Bed and Breakfast in Windham from CA $178

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Windham bed & breakfast

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 CA $185
CA $200 total
includes taxes & fees
Apr 22 - Apr 23
Antique Rose Inn Windham

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 CA $214
CA $231 total
includes taxes & fees
Apr 21 - Apr 22
Albergo Allegria Hotel

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 CA $182
CA $196 total
includes taxes & fees
Apr 22 - Apr 23
Mountain Treasure B&B

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 CA $167
CA $184 total
includes taxes & fees
May 6 - May 7
Meadowood Inn

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 CA $245
CA $275 total
includes taxes & fees
Apr 20 - Apr 21
Shandaken Inn

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 CA $446
CA $482 total
includes taxes & fees
Apr 29 - Apr 30
Amaya Bed&Breakfast

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 CA $92
CA $184 total
includes taxes & fees
Apr 19 - Apr 20
Book Village Inn Hemingway Room

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 CA $273
CA $300 total
includes taxes & fees
May 1 - May 2
The Queen of the Catskills B&B

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 CA $272
CA $305 total
includes taxes & fees
Apr 21 - Apr 22
Morning Glory B n B Woodstock NY

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 CA $199
CA $232 total
includes taxes & fees
May 5 - May 6
Margaretville Mtn Inn B&B and Village Suites

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 CA $219
CA $316 total
includes taxes & fees
Apr 19 - Apr 20
Cozy bed & breakfast in delightful South Kortright with WiFi, AC

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 CA $190
CA $235 total
includes taxes & fees
Apr 19 - Apr 20
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

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 CA $140
CA $222 total
includes taxes & fees
Apr 19 - Apr 20
Book village Inn - Austen Room

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 CA $218
CA $239 total
includes taxes & fees
May 10 - May 11
River Run Bed and Breakfast

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 CA $86
CA $178 total
includes taxes & fees
Apr 19 - Apr 20
Book Village Inn - Twain Room

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 CA $92
CA $184 total
includes taxes & fees
Apr 19 - Apr 20
Book Village Inn Fitzgerald 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 CA $86
CA $178 total
includes taxes & fees
Apr 19 - Apr 20
Book Village Inn -Dickinson Room

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 CA $219
CA $316 total
includes taxes & fees
Apr 19 - Apr 20
Cozy B&B with WiFi and AC in welcoming 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 CA $246
CA $352 total
includes taxes & fees
Apr 19 - Apr 20
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
The price is CA $205
CA $298 total
includes taxes & fees
Apr 19 - Apr 20
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windham Hotel Reviews

Find out more about Windham

Windham B&B information

Number of reviews
1,930
Accommodation
41 B&B
Lowest Price
CA $178
Highest Price
CA $482

Frequently asked questions

What are the most popular Windham Bed & Breakfasts?
Albergo Allegria Hotel & Breakfast Restaurant is a great choice for travellers seeking a cozy and inviting experience in Windham, boasting an impressive 9.6 rating. This charming Victorian property offers a delightful blend of attentive service and a range of outdoor activities, with easy access to skiing, snowboarding, and hiking right at your doorstep. The ambiance is enhanced by the stunning mountain views, making it a great retreat for couples or anyone looking to unwind after a day of adventure.

For those who appreciate unique decor, the Antique Rose Inn Windham is another excellent option, rated 9.0. This delightful B&B features antique furnishings that create a warm and friendly setting. 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, 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 travellers 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?
Prices for B&Bs in Windham often vary, but you can find a great deal from CA $178 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Windham B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
Are there any family-friendly B&Bs in Windham?
Albergo Allegria Hotel & Breakfast Restaurant is a fantastic choice for families visiting Windham. This charming property offers thoughtfully designed accommodations, featuring sofa beds and child-friendly window designs, ensuring that your little ones are safe and comfortable. Families will appreciate the complimentary cribs and the daily housekeeping service, which allows you more time to enjoy your vacation. The inviting garden provides a lovely space for kids to play while adults can relax, and the breakfast menu includes special options tailored for children, making the morning routine a delightful experience for everyone.

Another wonderful family-friendly option is the Antique Rose Inn Windham. 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?
Albergo Allegria Hotel & Breakfast Restaurant is a charming option in Windham that welcomes dogs, ensuring a delightful stay for pet owners. Nestled in a historical district, this Victorian property combines classic elegance with modern conveniences. Guests can enjoy breathtaking mountain views from the furnished patio, superb for relaxing after a day of adventure.
What is the difference between a Windham Bed and Breakfast and a hotel?
Every Windham B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Windham B&Bs.

Explore a world of travel with Expedia