Find a Bed and Breakfast in Windham from CA $168

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Browse Select Windham B&B

Shandaken Inn

4.0 star property
10.0 out of 10, Exceptional, (257)
"This is a charming place to stay with beautiful views, great food and a warm and welcoming staff."
The price is CA $272
CA $304 total
includes taxes & fees
Sep 1 - Sep 2
Shandaken Inn

Morning Glory B n B Woodstock NY

3.0 star property
8.6 out of 10, Excellent, (143)
"We absolutely loved our stay - the white room was clean and lovely. We love the location too - great proximity to Station, movie theater and restaurants."
The price is CA $274
CA $307 total
includes taxes & fees
Sep 3 - Sep 4
Morning Glory B n B Woodstock NY

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (265)
"Friendly, clean, beautiful setting"
The price is CA $216
CA $233 total
includes taxes & fees
Aug 5 - Aug 6
Albergo Allegria Hotel & Breakfast Restaurant

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (249)
"excellent breakfast, friendly hostess, and clean facility. "
The price is CA $168
CA $185 total
includes taxes & fees
Aug 6 - Aug 7
Meadowood Inn

Margaretville Mtn Inn B&B and Village Suites

3.0 star property
8.4 out of 10, Very good, (200)
"We enjoyed our stay! Very clean and cozy. Delicious breakfast and charming ambiance!"
Margaretville Mtn Inn B&B and Village Suites

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (274)
"We were greeted by the owner with a smile and very helpful information to make our stay excellent. She sat down with us to help us plan our hiking experience. The room was extremely clean and set up nicely. The food was delicious and the homemade chocolate chip cookies were the best ever! A wonderful stay and I recommend it highly."
The price is CA $210
CA $226 total
includes taxes & fees
Aug 5 - Aug 6
Mountain Treasure B&B

Antique Rose Inn Windham

3.0 star property
9.0 out of 10, Wonderful, (121)
"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."
The price is CA $186
CA $201 total
includes taxes & fees
Aug 7 - Aug 8
Antique Rose Inn Windham

River Run Bed and Breakfast

3.0 star property
9.2 out of 10, Wonderful, (192)
"Ben is a great host! Has a wealth of information about the area. Breakfast is yummy."
The price is CA $205
CA $226 total
includes taxes & fees
Aug 7 - Aug 8
River Run Bed and Breakfast

Fairlawn Inn

3.0 star property
8.8 out of 10, Excellent, (422)
"Our host was fantastic made sure we were taken care of would come back "
The price is CA $343
CA $371 total
includes taxes & fees
Aug 8 - Aug 9
Fairlawn Inn

Coldbrook Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (6)
"This property is gorgeous and the owners did an amazing job at creating a tranquil environment for their guests to enjoy. The check-in process is seamless, the food is delicious, and the rooms are clean and comfortable. We would highly recommend and absolutely come back ourselves. "
Coldbrook Bed and Breakfast

The Queen of the Catskills B&B

3.0 star property
9.2 out of 10, Wonderful, (70)
"Rooms were good size and comfortable. Breakfast was delicious and any time from 6-11 am. Hosts were friendly and accommodating."
The price is CA $260
CA $287 total
includes taxes & fees
Aug 10 - Aug 11
The Queen of the Catskills B&B

Breezy Hill Inn

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

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

The price is CA $221
CA $318 total
includes taxes & fees
Aug 5 - Aug 6
Cozy bed & breakfast in delightful South Kortright with WiFi, AC

Arts Inn

3.0 star property
10.0 out of 10, Exceptional, (24)
"The hosts were fantastic and had great suggestions for meals and sightseeing in the area."
Arts 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!"
The price is CA $192
CA $237 total
includes taxes & fees
Aug 10 - Aug 11
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 charming South Kortright

10.0 out of 10, Exceptional, (1)
"Lovely place., lovely owners. Very accomadating. Clean, well appointed. Excellent restaurant as well. We would be happy to be there again."
The price is CA $248
CA $356 total
includes taxes & fees
Aug 5 - Aug 6
Cozy B&B with WiFi and AC in charming 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."
The price is CA $221
CA $320 total
includes taxes & fees
Aug 10 - Aug 11
Cozy B&B with WiFi and AC in welcoming South Kortright

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

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

The price is CA $414
CA $564 total
includes taxes & fees
Aug 10 - Aug 11
Charming 2-bedroom B&B located in South Kortright with AC, WiFi

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

8.0 out of 10, Very good, (1)
The price is CA $221
CA $318 total
includes taxes & fees
Aug 6 - Aug 7
Cozy B&B with WiFi and AC in peaceful 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

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 $168 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.