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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, (125)
"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
Dec 24 - Dec 25
Total with taxes and fees
Antique Rose Inn Windham

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
$134 nightly
The price is $145
Dec 24 - Dec 25
Total with taxes and fees
Albergo Allegria Hotel & Breakfast Restaurant

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (287)
"Great location, nice and peaceful"
United States
Noel
$145 nightly
The price is $156
Dec 24 - Dec 25
Total with taxes and fees
Mountain Treasure B&B

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (266)
"I cant say enough positive things when it comes to the Meadowood Inn. Our hostess was informative, friendly, and cooked us up a gourmet breakfast each morning to get us on our way. The Inn itself was truly charming and we were excited to learn about the history of the house. I have stayed at a good amount of B&B's, and the cleanliness at the Inn was above excellent, spotless! "
United States
christoph
$189 nightly
The price is $208
Dec 26 - Dec 27
Total with taxes and fees
Meadowood 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)
"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
$179 nightly
The price is $197
Jan 3 - Jan 4, 2026
Total with taxes and fees
The Queen of the Catskills B&B

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, (206)
"Our stay at the Margaretville Mtn Inn was fantastic. The room was beautiful and very clean. The breakfast that was served was wholesome and delicious. I would definitely stay there again."
United States
Neal
$145 nightly
The price is $159
Jan 4 - Jan 5, 2026
Total with taxes and fees
Margaretville Mtn Inn B&B and Village Suites

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (7)
"We had a very relaxing weekend at the Amaya Bed & Breakfast. The host was super friendly and went above and beyond to make sure we were comfortable and had everything we needed. The breakfast was delicious and was the perfect way to start our mornings. The house itself is so beautifully decorated and the surrounding area was very peaceful. I look forward to staying again in the future. "
United States
Michaela
$329 nightly
The price is $356
Jan 8 - Jan 9, 2026
Total with taxes and fees
Amaya Bed&Breakfast

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (436)
"Lovely stay"
United States
Deborah
$259 nightly
The price is $280
Jan 10 - Jan 11, 2026
Total with taxes and fees
Fairlawn Inn

Book Village Inn -Dickinson Room

Book Village Inn -Dickinson Room
Hobart
9.0 out of 10, Wonderful, (2)
"Madeline could not have been more accommodating and communicative. The property was adorable and clean. Lovely stay! "
United States
Kimberly G.
$134 nightly
The price is $147
Dec 24 - Dec 25
Total with taxes and fees
Book Village Inn -Dickinson Room

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)
"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.
$159 nightly
The price is $172
Dec 24 - Dec 25
Total with taxes and fees
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

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)
"very cozy and peaceful,,,,,"
United States
Laurie
$210 nightly
The price is $231
Dec 24 - Dec 25
Total with taxes and fees
Cozy bed & breakfast in delightful South Kortright with WiFi, AC

Book Village Inn Fitzgerald Room

Book Village Inn Fitzgerald Room
Hobart
9.4 out of 10, Exceptional, (3)
"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.
$156 nightly
The price is $171
Dec 24 - Dec 25
Total with taxes and fees
Book Village Inn Fitzgerald Room

Book Village Inn - Twain Room

Book Village Inn - Twain Room
Hobart
8.0 out of 10, Very Good, (1)
"Quiet, near my travel objective, no interferences. "
United States
Patricia Anne T.
$129 nightly
The price is $141
Dec 24 - Dec 25
Total with taxes and fees
Book Village Inn - Twain Room

River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (195)
"Excellent stay!!!"
United States
Donna
$159 nightly
The price is $175
Jan 4 - Jan 5, 2026
Total with taxes and fees
River Run Bed and Breakfast

Book village Inn - Austen Room

Book village Inn - Austen Room
Hobart
10.0 out of 10, Exceptional, (1)
"I stayed in the charming Austen Room at Book Village Inn in mid-September for a wedding weekend, and it was absolutely perfect! The space is utterly delightful with thoughtful literary touches that make it feel both cozy and elegant.The setting was absolutely breathtaking, especially with the early fall foliage creating a gorgeous tapestry of colors around the property. The mountain views and autumn scenery made every moment feel like stepping into a storybook - it was the perfect backdrop for a...
United States
Salem C.
$165 nightly
The price is $182
Dec 24 - Dec 25
Total with taxes and fees
Book village Inn - Austen Room

Book Village Inn Hemingway Room

Book Village Inn Hemingway Room
Hobart
10.0 out of 10, Exceptional, (1)
"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.
$134 nightly
The price is $147
Dec 25 - Dec 26
Total with taxes and fees
Book Village Inn Hemingway 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)
"Came for Hobart Women Writers Festival. Will come again and stay here."
United States
Leslie N.
$210 nightly
The price is $231
Dec 24 - Dec 25
Total with taxes and fees
Cozy B&B with WiFi and AC in welcoming South Kortright

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, (155)
"Beautiful historic home. We had a nice stay. "
United States
Anonymous traveler
$189 nightly
The price is $212
Jan 4 - Jan 5, 2026
Total with taxes and fees
Morning Glory B n B Woodstock NY

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
Dec 25 - Dec 26
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.

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)
"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
Dec 24 - Dec 25
Total with taxes and fees
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.
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Top Windham Hotel Reviews

Find out more about Windham

Windham B&B information

Number of reviews
1,720
Accommodation
40 B&B
Lowest Price
$141
Highest Price
$356

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 $141 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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