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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
$135 nightly
The price is $146
Apr 13 - Apr 14
Total with taxes and fees
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
$156 nightly
The price is $169
Apr 13 - Apr 14
Total with taxes and fees
Albergo Allegria Hotel

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
$133 nightly
The price is $143
Apr 13 - Apr 14
Total with taxes and fees
Mountain Treasure B&B

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (279 reviews)
"Cozy place, kind host & the best breakfast"
United States
Jessy
$122 nightly
The price is $134
May 4 - May 5
Total with taxes and fees
Meadowood Inn

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (275 reviews)
"Amazing stay"
United States
Alice
$199 nightly
The price is $223
Apr 19 - Apr 20
Total with taxes and fees
Shandaken Inn

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
$200 nightly
The price is $220
May 1 - May 2
Total with taxes and fees
The Queen of the Catskills B&B

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.
$126 nightly
The price is $139
Apr 12 - Apr 13
Total with taxes and fees
Book Village Inn Hemingway Room

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
$324 nightly
The price is $350
May 10 - May 11
Total with taxes and fees
Amaya Bed&Breakfast

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
$155 nightly
The price is $170
May 3 - May 4
Total with taxes and fees
Margaretville Mtn Inn B&B and Village Suites

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
$199 nightly
The price is $223
Apr 13 - Apr 14
Total with taxes and fees
Morning Glory B n B Woodstock NY

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
$206 nightly
The price is $227
Apr 10 - Apr 11
Total with taxes and fees
Cozy bed & breakfast in delightful South Kortright with WiFi, AC

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
$168 nightly
The price is $181
Apr 13 - Apr 14
Total with taxes and fees
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.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
$151 nightly
The price is $167
Apr 12 - Apr 13
Total with taxes and fees
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
$159 nightly
The price is $175
May 3 - May 4
Total with taxes and fees
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.
$121 nightly
The price is $133
Apr 13 - Apr 14
Total with taxes and fees
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
$126 nightly
The price is $139
Apr 12 - Apr 13
Total with taxes and fees
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.
$121 nightly
The price is $133
Apr 12 - Apr 13
Total with taxes and fees
Book Village Inn -Dickinson Room

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.
$235 nightly
The price is $259
Apr 10 - Apr 11
Total with taxes and fees
Cozy B&B with WiFi and AC in charming 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.
$206 nightly
The price is $227
Apr 11 - Apr 12
Total with taxes and fees
Cozy B&B with WiFi and AC in welcoming South Kortright

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
$178 nightly
The price is $192
Apr 13 - Apr 14
Total with taxes and fees
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

Find out more about Windham

Windham B&B information

Number of reviews
1,928
Accommodation
40 B&B
Lowest Price
$133
Highest Price
$350

Frequently asked questions

What are the most popular Windham B&Bs?
Albergo Allegria Hotel & Breakfast Restaurant is a great choice for travelers 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 inviting space. 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 travelers 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 $133 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 Bed & Breakfasts 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.
When is the best time to book a B&B in Windham?
The most popular time to book a B&B in Windham is during the winter months, particularly from December to February. This peak season draws visitors seeking thrilling outdoor activities, such as skiing and snowboarding, on the beautiful slopes of Windham Mountain. With ample snowfall and well-groomed trails, the area becomes a winter wonderland, superb for both seasoned enthusiasts and beginners alike.

January, in particular, offers a fantastic experience, with average temperatures ranging from the mid-20s to low 30s Fahrenheit. Visitors can revel in the crisp mountain air while exploring the charming local shops or warming up in cozy cafes. The festive atmosphere during this month enhances the overall experience, making it an ideal time for family trips or romantic getaways.

For those looking to enjoy Windham without the hustle and bustle, consider visiting in October. This month showcases the breathtaking fall foliage, creating picturesque landscapes superb for hiking and photography. With fewer crowds, you can fully immerse yourself in the tranquility of nature while enjoying the vibrant colors of autumn.
What is the difference between a Windham Bed & 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.

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