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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 33 B&B in Windham with updated reviews, rates, and availability.

Shandaken Inn
Seasonal outdoor pool

Shandaken Inn

4.0 star property
10.0 out of 10, Exceptional, (241)
"Best little inn in the Catskills with plenty to do"
The price is AED 724
AED 810 total
includes taxes & fees
4 May - 5 May
Shandaken Inn
Margaretville Mtn Inn B&B and Village Suites
Front of property - evening/night

Margaretville Mtn Inn B&B and Village Suites

3.0 star property
8.4 out of 10, Very Good, (196)
"We enjoyed our stay! Very clean and cozy. Delicious breakfast and charming ambiance!"
The price is AED 459
AED 525 total
includes taxes & fees
18 May - 19 May
Margaretville Mtn Inn B&B and Village Suites
Albergo Allegria Hotel & Breakfast Restaurant
Front of property

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (258)
"Great breakfast, friendly staff."
The price is AED 587
AED 634 total
includes taxes & fees
4 May - 5 May
Albergo Allegria Hotel & Breakfast Restaurant
Meadowood Inn
Front of property

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (242)
"Tanya was so lovely, attentive and accommodating, we felt right at home even though we only stayed for one night. Would recommend to anyone visiting the area "
The price is AED 448
AED 493 total
includes taxes & fees
11 May - 12 May
Meadowood Inn
River Run Bed and Breakfast
Front of property

River Run Bed and Breakfast

3.0 star property
9.2 out of 10, Wonderful, (188)
"Driving to Bellearye Ski Resort takes only seven minutes, which is convenient for skiers."
The price is AED 547
AED 602 total
includes taxes & fees
3 May - 4 May
River Run Bed and Breakfast
Morning Glory B n B Woodstock NY
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

Morning Glory B n B Woodstock NY

3.0 star property
8.4 out of 10, Very Good, (136)
"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 AED 731
AED 819 total
includes taxes & fees
5 May - 6 May
Morning Glory B n B Woodstock NY
Fairlawn Inn
Exterior

Fairlawn Inn

3.0 star property
8.8 out of 10, Excellent, (418)
"Great stay!"
Fairlawn Inn
Arts Inn
Hiking

Arts Inn

3.0 star property
10.0 out of 10, Exceptional, (24)
"Lovely stay. It’s such a cozy spot! "
Arts Inn
Mountain Treasure B&B
Exterior

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (269)
"This was our second time staying at this property and it was a great stay. Agnes is such a great hostess and the breakfast was fantastic. We will be back again! "
The price is AED 526
AED 568 total
includes taxes & fees
4 May - 5 May
Mountain Treasure B&B
The Queen of the Catskills B&B
Front of property

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 AED 873
AED 961 total
includes taxes & fees
3 May - 4 May
The Queen of the Catskills B&B
Coldbrook Bed and Breakfast
Terrace/patio

Coldbrook Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (3)
"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
Antique Rose Inn Windham
Front of property

Antique Rose Inn Windham

3.0 star property
9.0 out of 10, Wonderful, (118)
"Nice little B&B. Very friendly host. Would stay again if in the area. "
Antique Rose Inn Windham
Breezy Hill Inn
Front of property - evening/night

Breezy Hill Inn

3.0 star property
10.0 out of 10, Exceptional, (23)
"Nice stay"
Breezy Hill Inn
Cozy B&B with WiFi and AC in charming South Kortright
Exterior

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 AED 661
AED 949 total
includes taxes & fees
3 May - 4 May
Cozy B&B with WiFi and AC in charming South Kortright
Country Room<br>Inviting, colorful, and cozy room with a Queen Size bed, and en suite bathroom. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Country Room is located on the second floor of Mountain Treasure Bed and Break
Outdoor dining

Country Room<br>Inviting, colorful, and cozy room with a Queen Size bed, and en suite bathroom. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Country Room is located on the second floor of Mountain Treasure Bed and Break

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 AED 511
AED 631 total
includes taxes & fees
4 May - 5 May
Country Room<br>Inviting, colorful, and cozy room with a Queen Size bed, and en suite bathroom. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Country Room is located on the second floor of Mountain Treasure Bed and Break
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
Exterior

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

The price is AED 588
AED 848 total
includes taxes & fees
3 May - 4 May
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
Cozy B&B with WiFi and AC in welcoming South Kortright
Exterior

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 AED 588
AED 832 total
includes taxes & fees
10 May - 11 May
Cozy B&B with WiFi and AC in welcoming South Kortright
Charming 2-bedroom B&B located in South Kortright with AC, WiFi
Exterior

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

The price is AED 1,102
AED 1,475 total
includes taxes & fees
3 May - 4 May
Charming 2-bedroom B&B located in South Kortright with AC, WiFi
Georgian Garden Inn
Front of property

Georgian Garden Inn

3.0 star property
9.0 out of 10, Wonderful, (28)
"We had a comfortable and lovely stay. The hostesses Viktoria and Irina were very hospitable, friendly and helpful, if you have any questions feel free to ask them. The property has a great location, it is close to the center of Windhem. Our room was clean, comfortable, with beautiful view and excellent internet service. Glad we chose Georgian Garden, highly recommended."
Georgian Garden Inn
Cozy B&B with WiFi and AC in peaceful South Kortright
Exterior

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

8.0 out of 10, Very Good, (1)
The price is AED 588
AED 848 total
includes taxes & fees
3 May - 4 May
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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Other property types in Windham

Tuscan Year Round Beauty - Pickleball Court
Outdoor dining

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (98)
"We stayed here for a family wedding and couldn’t have been happier! Rick and Alan were great hosts and super helpful. The property was amazing with so much to offer in and outside of the house. Our kids were obsessed with the pickleball court too ! Highly recommend!"
Tuscan Year Round Beauty - Pickleball Court
A'Neils Windham Ski Lodge & Family Retreat
Outdoor dining

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat
Spacious 5-bedroom house in charming Windham centrally located in town.
Smart TV, fireplace

Spacious 5-bedroom house in charming Windham centrally located in town.

Spacious 5-bedroom house in charming Windham centrally located in town.
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.

Frequently asked questions

Searching for B&Bs in Windham?
If you’re looking for something a little different than your standard hotel, a stay at a bed and breakfast might be the perfect option for your trip. If you’re interested in playing some golf on your trip, Windham Country Club is a good spot to tee off.
Why should you consider a B&B over a traditional hotel room?
Every B&B has a unique charm. Whether it’s a picturesque garden or a beautiful breakfast room, the tiny details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Windham?
Here are some B&Bs to check out in Windham: Albergo Allegria Hotel & Breakfast Restaurant: 21 rooms. Enjoy the unique décor and library. Georgian Garden Inn: 5 rooms. Enjoy the sauna and fireplace in the lobby.
What's the best time of year to stay at a B&B in Windham?
When you’re planning your trip to Windham, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Windham?
Travelers enjoy Windham for its mountain views and coffeehouses. If you’re looking for some activities to entertain you on your trip, consider visiting Windham Country Club and Windham Vineyards and Winery. You might put Windham Mountain Resort and Catskill State Park on your list if you want to see more of the area.
How can I get to and around Windham?
Planning your excursions in and around Windham is easier with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) from the city center. If you’d like to venture out around the area, you may want to rent a car for your trip.