A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

Find a Bed and Breakfast in Windham from CA $206

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Windham bed & breakfast

A large, two-story house with multiple porches and string lights.

1. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (289 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is CA $246
CA $265 total
includes taxes & fees
Oct 20 - Oct 21
Albergo Allegria Hotel
A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

2. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (138 reviews)
"A fantastic stay!"
United States
David
The price is CA $191
CA $206 total
includes taxes & fees
Oct 20 - Oct 21
Antique Rose Inn Windham
A park with Adirondack chairs and a table, surrounded by trees.

3. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (304 reviews)
"Service and breakfast were very good"
United States
Daniel
The price is CA $235
CA $254 total
includes taxes & fees
Oct 20 - Oct 21
Mountain Treasure B&B
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

4. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (327 reviews)
"This property is exceptional from the food - bar - appointed room! I can't wait to visit again! The views -the service was impeccable! Thank you Katie and Jennifer(waitstaff) and owner Katie! You are all a WOW"
United States
Lianne
The price is CA $201
CA $225 total
includes taxes & fees
Nov 15 - Nov 16
Shandaken Inn
A wooden deck with outdoor furniture, a barbecue grill, and a large planter with flowers.

5. 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, (2 reviews)
"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.
The price is CA $197
CA $243 total
includes taxes & fees
Oct 20 - Oct 21
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
A large two-story house with a snow-covered roof and a front porch.

6. Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (304 reviews)
"Delicious breakfast and host was very knowledgeable about local things to do"
United States
Catherine
The price is CA $173
CA $225 total
includes taxes & fees
Oct 25 - Oct 26
Meadowood Inn
A large, multi-story house with a snow-covered roof and a prominent tower.

7. 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, (233 reviews)
"Loved it"
United States
Glenn
The price is CA $205
CA $240 total
includes taxes & fees
Nov 1 - Nov 2
Margaretville Mtn Inn B&B and Village Suites
A house entrance with a red door, a sign reading "Entrance," and a hanging flower basket.

8. 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
The price is CA $209
CA $256 total
includes taxes & fees
Oct 27 - Oct 28
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
A wooden deck with a bench, planters with flowers, and a view of a house and trees in the background.

9. 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
The price is CA $223
CA $272 total
includes taxes & fees
Oct 20 - Oct 21
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
A wooden deck with a bench, planters with flowers, and a view of a house and trees in the background.

10. 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
The price is CA $234
CA $289 total
includes taxes & fees
Oct 27 - Oct 28
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
A large, white, two-story building with a symmetrical facade, central entrance, and columns.

11. The Queen of the Catskills B&B

The Queen of the Catskills B&B
3.0 star property
Stamford
9.4 out of 10, Exceptional, (88 reviews)
"The beauty and unique history of the property"
United States
Robin
The price is CA $303
CA $333 total
includes taxes & fees
Oct 24 - Oct 25
The Queen of the Catskills B&B
A serene garden with a stone pathway, a small bridge, and a bench.

12. 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, (170 reviews)
"We had a great time! The host was super sweet and helpful, and the breakfast was delicious. Would stay again!"
United States
Lucian
The price is CA $310
CA $347 total
includes taxes & fees
Nov 2 - Nov 3
Morning Glory B n B Woodstock NY
Room

13. GREENE MTN VIEW INN - SLEEPS 28 - FULL INN RENTAL

GREENE MTN VIEW INN - SLEEPS 28 - FULL INN RENTAL
Tannersville
9.0 out of 10, Wonderful, (2 reviews)
"Weekend bachelor party with a group of 35+ year olds. The Inn was just right, everyone had their own room with bathroom and shower, nice feature. This is not the Waldorf or some high end resort, but it didn’t need to be. Five minutes walk to town and the great apple cider donuts at the country K store. We walked across the street to the boat house restaurant and hiking trails for some day time activity. The yard was large so we played corn hole, badminton, and had a camp fire. Overall, we...
United States
Robert C.
The price is CA $1,693
CA $2,372 total
includes taxes & fees
Oct 25 - Oct 26
GREENE MTN VIEW INN - SLEEPS 28 - FULL INN RENTAL
A house with a porch and a sign that reads "Kroer Kun bed & breakfast".

14. River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (211 reviews)
"enjoyed our stay. breakfast was nice."
United States
Parag
The price is CA $225
CA $247 total
includes taxes & fees
Nov 1 - Nov 2
River Run Bed and Breakfast
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Clean room, location was great. Staff was friendly and helpful. I'd stay here again!"
Kelley 2-night trip
Posted 3 hours ago
Hunter Lodge, a Bluebird by Lark

Find out more about Windham

Windham B&B information

Number of reviews
1,661
Accommodation
27 B&B
Lowest Price
CA $206
Highest Price
CA $347

Frequently asked questions

What are the most popular Windham Bed & Breakfasts?
Albergo Allegria Hotel & Breakfast Restaurant is a great choice for travellers 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 friendly setting. 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 travellers 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 CA $206 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 B&Bs 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.
What is the difference between a Windham Bed and 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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