Find a Bed and Breakfast in Windham from CA $186

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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, (132 reviews)
"Just an all around nice place"
United States
Harry
The price is CA $187
CA $202 total
includes taxes & fees
Jun 4 - Jun 5
Antique Rose Inn Windham

Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (279 reviews)
"The coffee was awesome, I know that sounds trivial, but as a caffeine addict, it means a lot. The scenery, the local eateries, and the people in the area, all were great."
United States
Christopher
The price is CA $225
CA $243 total
includes taxes & fees
Jun 4 - Jun 5
Albergo Allegria Hotel

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (282 reviews)
"A really charming bed and breakfast. Our room was lovely and comfortable, and the shared spaces like the parlor, breakfast nook, and coffee area were all cozy and inviting. Tanya, the owner and host, was warm and helpful, and the breakfast she made for us was delicious! The location is great, close to small historic towns and places to explore, and there is even a distillery nearby with live music which was a fun bonus. We had a great stay and would definitely come back."
United States
Efrat
The price is CA $169
CA $186 total
includes taxes & fees
Jun 7 - Jun 8
Meadowood Inn

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (285 reviews)
"Best stay ever- you’ve got to stay at the Shandaken Inn to experience the perfect vacation. Wonderful staff, inn, gardens, amenities and outstanding cuisine and bar. It doesn’t get any better!"
United States
Petra
The price is CA $285
CA $319 total
includes taxes & fees
Jun 10 - Jun 11
Shandaken Inn

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, (217 reviews)
"An attractive, interesting 19th century house."
United States
James
The price is CA $172
CA $203 total
includes taxes & fees
Jun 4 - Jun 5
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, (159 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
The price is CA $275
CA $308 total
includes taxes & fees
Jun 8 - Jun 9
Morning Glory B n B Woodstock NY

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (294 reviews)
"The room was clean and comfortable, the breakfast was great. We had a good stay. "
United States
cynthia
The price is CA $234
CA $253 total
includes taxes & fees
Jun 4 - Jun 5
Mountain Treasure B&B

Amaya Bed&Breakfast

Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (17 reviews)
"Gorgeous spot with a wonderful host. This is what every bnb should be like"
Canada
Johnathon
The price is CA $544
CA $587 total
includes taxes & fees
Jun 4 - Jun 5
Amaya Bed&Breakfast

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.
The price is CA $192
CA $238 total
includes taxes & fees
Jun 4 - Jun 5
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.

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, (78 reviews)
"Amazing breakfast, great bedroom and amenities. The owners were lovely, extremely attentive and went out of their way to make the stay incredibly memorable and stress-free."
United States
Joseph
The price is CA $273
CA $300 total
includes taxes & fees
Jun 6 - Jun 7
The Queen of the Catskills B&B

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 $205
CA $251 total
includes taxes & fees
Jun 4 - Jun 5
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.

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 $219
CA $268 total
includes taxes & fees
Jun 4 - Jun 5
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.

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
The price is CA $220
CA $242 total
includes taxes & fees
Jun 4 - Jun 5
River Run 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

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 $230
CA $281 total
includes taxes & fees
Jun 4 - Jun 5
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

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (437 reviews)
"Lovely stay"
United States
Deborah
The price is CA $358
CA $387 total
includes taxes & fees
Jun 14 - Jun 15
Fairlawn Inn
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
1,947
Accommodation
36 B&B
Lowest Price
CA $186
Highest Price
CA $587

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 $186 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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