Book Windham Bed & Breakfast

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

B&B in Windham

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (258)
"Friendly, homey, and folksy"
$122 nightly
The price is $134
Sep 24 - Sep 25
Total with taxes and fees
Meadowood Inn

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (282)
"Great location, nice and peaceful"
$152 nightly
The price is $164
Sep 21 - Sep 22
Total with taxes and fees
Mountain Treasure B&B

Margaretville Mtn Inn B&B and Village Suites

3.0 star property
8.4 out of 10, Very Good, (202)
"Beautiful remote location. A throw back in time!! And the hot tub was a nice touch! Host was very laid back and kind. Food was yummy!!"
$121 nightly
The price is $133
Sep 20 - Sep 21
Total with taxes and fees
Margaretville Mtn Inn B&B and Village Suites

Shandaken Inn

4.0 star property
10.0 out of 10, Exceptional, (262)
"Amazing stay"
$219 nightly
The price is $245
Sep 21 - Sep 22
Total with taxes and fees
Shandaken Inn

Fairlawn Inn

3.0 star property
8.8 out of 10, Excellent, (425)
"Beautiful property and the owners so welcoming!"
$199 nightly
The price is $215
Sep 26 - Sep 27
Total with taxes and fees
Fairlawn Inn

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (269)
"Nice people and great breakfast. "
$156 nightly
The price is $169
Sep 24 - Sep 25
Total with taxes and fees
Albergo Allegria Hotel & Breakfast Restaurant

Morning Glory B n B Woodstock NY

3.0 star property
8.4 out of 10, Very Good, (150)
"Great owner. Friendly, quaint and ver"
$229 nightly
The price is $256
Sep 22 - Sep 23
Total with taxes and fees
Morning Glory B n B Woodstock NY

River Run Bed and Breakfast

3.0 star property
9.2 out of 10, Wonderful, (194)
"Ben is a great host! Has a wealth of information about the area. Breakfast is yummy."
$149 nightly
The price is $164
Sep 21 - Sep 22
Total with taxes and fees
River Run Bed and Breakfast

Antique Rose Inn Windham

3.0 star property
9.0 out of 10, Wonderful, (123)
"We did not expect to share a bathroom. We should of done our homework on the place. Its a lovely place to stay. Owner is very friendly, breakfast was accommodating to our wishes."
$135 nightly
The price is $146
Sep 22 - Sep 23
Total with taxes and fees
Antique Rose Inn Windham

The Queen of the Catskills B&B

3.0 star property
9.2 out of 10, Wonderful, (73)
"We loved everything about the beautiful place, what a mansion! It was a warm welcome by the owners. The room was amazingly huge and beautiful decorated. We slept like babies under the soft linen. We got a great tip for dining, so we could indulge with 3 course dining. Breakfast was made with a lot of love, we could request exactly what we wanted. 🤗"
$233 nightly
The price is $257
Oct 20 - Oct 21
Total with taxes and fees
The Queen of the Catskills B&B

Coldbrook Bed and Breakfast

4.0 star property
9.8 out of 10, Exceptional, (9)
"Quiet, Modern,Nice yogurt,"
Coldbrook Bed and Breakfast

Arts Inn

3.0 star property
10.0 out of 10, Exceptional, (25)
"The hosts were fantastic and had great suggestions for meals and sightseeing in the area."
Arts Inn

Cozy bed & breakfast in delightful South Kortright with WiFi, AC

$211 nightly
The price is $232
Sep 20 - Sep 21
Total with taxes and fees
Cozy bed & breakfast in delightful South Kortright with WiFi, AC

Breezy Hill Inn

3.0 star property
10.0 out of 10, Exceptional, (24)
"Nice stay"
Breezy Hill Inn

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!"
$159 nightly
The price is $172
Sep 21 - Sep 22
Total with taxes and fees
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

Georgian Garden Inn

3.0 star property
9.0 out of 10, Wonderful, (28)
"One of the best experience staying in Georgian Garden Inn. We were welcomed as a family guests and not as the hotel guests. It is a place you will remember and will wish to come back."
Georgian Garden Inn

Cozy B&B with WiFi and AC in charming 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."
$235 nightly
The price is $259
Sep 20 - Sep 21
Total with taxes and fees
Cozy B&B with WiFi and AC in charming South Kortright

Cozy B&B with WiFi and AC in peaceful South Kortright

8.0 out of 10, Very Good, (1)
$211 nightly
The price is $232
Sep 20 - Sep 21
Total with taxes and fees
Cozy B&B with WiFi and AC in peaceful South Kortright

Cozy B&B with WiFi and AC in welcoming South Kortright

10.0 out of 10, Exceptional, (2)
"Came for Hobart Women Writers Festival. Will come again and stay here."
$211 nightly
The price is $232
Sep 21 - Sep 22
Total with taxes and fees
Cozy B&B with WiFi and AC in welcoming South Kortright

Charming 2-bedroom B&B located in South Kortright with AC, WiFi

$365 nightly
The price is $402
Sep 20 - Sep 21
Total with taxes and fees
Charming 2-bedroom B&B located in South Kortright with AC, WiFi
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

Find out more about Windham

Windham B&B information

Number of reviews
1,987
Accommodation
33 B&B
Lowest Price
$133
Highest Price
$402

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia