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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)
"Cool historic home with a nice host. Great breakfast. "
United States
Jim
$135 nightly
The price is $146
May 18 - May 19
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, (278 reviews)
"Room is very clean, staff is extremely friendly, very close to ski mountain "
United States
Valery
$163 nightly
The price is $176
May 17 - May 18
Total with taxes and fees
Albergo Allegria Hotel

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (281 reviews)
"Cozy place, kind host & the best breakfast"
United States
Jessy
$122 nightly
The price is $134
May 20 - May 21
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 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
$196 nightly
The price is $215
May 17 - May 18
Total with taxes and fees
The Queen of the Catskills B&B

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (279 reviews)
"I can’t say enough wonderful things about this inn. It is beautiful, peaceful and welcoming. The staff are very friendly and helpful. The food is delicious, I look forward to my next stay."
United States
Amy
$199 nightly
The price is $223
May 17 - May 18
Total with taxes and fees
Shandaken Inn

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
$169 nightly
The price is $183
May 17 - May 18
Total with taxes and fees
Mountain Treasure B&B

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, (216 reviews)
"An attractive, interesting 19th century house."
United States
James
$155 nightly
The price is $170
May 17 - May 18
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
May 18 - May 19
Total with taxes and fees
Morning Glory B n B Woodstock NY

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (12 reviews)
"Our stay at Amaya was incredible. The home is impeccably designed, the rooms were very comfortable, breakfast was delicious, and Johnny is the most kind and welcoming host. He went above and beyond to make it a memorable experience. The hot tub is a luxurious perk and the home feels private even with other guests. The location is convenient for exploring the Catskills. I can’t recommend this place enough, it’s a 10/10."
United States
Michael
$388 nightly
The price is $419
Jun 8 - Jun 9
Total with taxes and fees
Amaya Bed&Breakfast

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
$210 nightly
The price is $231
May 17 - May 18
Total with taxes and fees
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.
$159 nightly
The price is $172
May 17 - May 18
Total with taxes and fees
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

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.
$210 nightly
The price is $231
May 17 - May 18
Total with taxes and fees
Cozy B&B with WiFi and AC in welcoming South Kortright

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 25 - May 26
Total with taxes and fees
River Run Bed and Breakfast

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.
$232 nightly
The price is $255
May 20 - May 21
Total with taxes and fees
Cozy B&B with WiFi and AC in charming 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
$180 nightly
The price is $194
May 17 - May 18
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

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
Maplecrest
$189 nightly
The price is $204
May 17 - May 18
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

Cozy B&B with WiFi and AC in charming South Kortright
South Kortright
$199 nightly
The price is $219
May 17 - May 18
Total with taxes and fees
Cozy B&B with WiFi and AC in charming South Kortright

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (437 reviews)
"Lovely stay"
United States
Deborah
$259 nightly
The price is $280
Jun 13 - Jun 14
Total with taxes and fees
Fairlawn Inn

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
$170 nightly
The price is $184
May 25 - May 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 Terrific South Kortright

Cozy B&B with WiFi and AC in Terrific South Kortright
South Kortright
$200 nightly
The price is $220
May 21 - May 22
Total with taxes and fees
Cozy B&B with WiFi and AC in Terrific 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
1,927
Accommodation
41 B&B
Lowest Price
$134
Highest Price
$419

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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