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B&B in Windham

Antique Rose Inn Windham
3.0 star property
9.0 out of 10, Wonderful, (124)
"The proprietor was friendly and informative! The location was wonderful. Convenient to all restaurants. Room and common spaces were clean and comfortable. All of all of the lovely antiques and paintings were fascinating. Just a wonderful place to stay. Will plan to come back again. "
United States
Malabika
$135 nightly
The price is $146
Nov 6 - Nov 7
Total with taxes and fees
Antique Rose Inn Windham
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, (270)
"Nice people and great breakfast. "
United States
Remelin
$156 nightly
The price is $169
Nov 24 - Nov 25
Total with taxes and fees
Albergo Allegria Hotel & Breakfast Restaurant
Meadowood Inn
3.0 star property
9.6 out of 10, Exceptional, (265)
"This was our second time staying at this property and it was simply lovely. Cute, clean room with updated bathroom. Food was absolutely delicious and our hostess was informative and engaging. Convenient to restaurants, stores, and our hiking trail. "
United States
Michelle
$122 nightly
The price is $134
Nov 6 - Nov 7
Total with taxes and fees
Meadowood Inn
Mountain Treasure B&B
3.0 star property
9.4 out of 10, Exceptional, (285)
"The owner was extremely welcoming and personable, and we had a lovely conversation over breakfast. Breakfast itself was delicious, the room was lovely and everything that I expected. Thank you for such a pleasant experience!"
United States
SHARON
$151 nightly
The price is $163
Nov 5 - Nov 6
Total with taxes and fees
Mountain Treasure B&B
Margaretville Mtn Inn B&B and Village Suites
3.0 star property
8.2 out of 10, Very Good, (205)
"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
Nov 5 - Nov 6
Total with taxes and fees
Margaretville Mtn Inn B&B and Village Suites
Book Village Inn - Twain Room
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
Nov 6 - Nov 7
Total with taxes and fees
Book Village Inn - Twain Room
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
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
Nov 5 - Nov 6
Total with taxes and fees
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
The Queen of the Catskills B&B
3.0 star property
9.2 out of 10, Wonderful, (75)
"The owner was incredibly accommodating, letting us check in early since we had to get ready for a wedding and then making us breakfast at 4:30 am when we had to leave early."
United States
Anonymous traveler
$224 nightly
The price is $247
Nov 10 - Nov 11
Total with taxes and fees
The Queen of the Catskills B&B
Morning Glory B n B Woodstock NY
3.0 star property
8.4 out of 10, Very Good, (155)
"Morning Glory B&B provided everything I needed for a comfortable and pleasant stay. While it isn’t a luxurious property, it covers all the basics well—clean, functional, and welcoming. The location is convenient, a 10 minute walk to the Village Green, with easy access to shopping, dining, and the center of Woodstock’s activity. A solid choice if you’re looking for simplicity, comfort, and proximity rather than frills. "
United States
Adrian
$189 nightly
The price is $212
Dec 2 - Dec 3
Total with taxes and fees
Morning Glory B n B Woodstock NY
Cozy B&B with WiFi and AC in welcoming 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
Nov 5 - Nov 6
Total with taxes and fees
Cozy B&B with WiFi and AC in welcoming South Kortright
Book Village Inn Fitzgerald Room
9.4 out of 10, Exceptional, (3)
"Perfect for our 1 night stay. We were able to bring our dog. Room had small fridge amd microwave. Somehow we missed the information that the bathroom is on the hallway across the room which wasn't ideal but we managed just fine. Also the doors were very squeaky, especially the bathroom one. It was a minor inconvenience, but noticeable. I see how the other guests might complain about that too."
United States
Anita
$129 nightly
The price is $141
Nov 5 - Nov 6
Total with taxes and fees
Book Village Inn Fitzgerald Room
Book Village Inn Hemingway Room
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
Nov 5 - Nov 6
Total with taxes and fees
Book Village Inn Hemingway Room
River Run Bed and Breakfast
3.0 star property
9.2 out of 10, Wonderful, (195)
"Great place, clean and convenient."
United States
ceren
$149 nightly
The price is $164
Nov 9 - Nov 10
Total with taxes and fees
River Run Bed and Breakfast
Book Village Inn -Dickinson Room
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
Nov 5 - Nov 6
Total with taxes and fees
Book Village Inn -Dickinson Room
Book village Inn - Austen Room
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.
$164 nightly
The price is $180
Nov 5 - Nov 6
Total with taxes and fees
Book village Inn - Austen Room
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
10.0 out of 10, Exceptional, (1)
"very cozy and peaceful,,,,,"
United States
Laurie
$210 nightly
The price is $231
Nov 5 - Nov 6
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.
$169 nightly
The price is $183
Nov 5 - Nov 6
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.
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
$180 nightly
The price is $194
Nov 5 - Nov 6
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.
Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast
$189 nightly
The price is $204
Nov 5 - Nov 6
Total with taxes and fees
Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast
Cozy B&B with WiFi and AC in charming South Kortright
10.0 out of 10, Exceptional, (2)
"Great comfort in your king bedGreat rest and bar with character "
United States
Tim B.
$235 nightly
The price is $259
Nov 5 - Nov 6
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
1,508
Accommodation
33 B&B
Lowest Price
$134
Highest Price
$259

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 $134 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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