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Check prices for these dates

Next weekend
12 Sep - 14 Sep
In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

B&B in Windham

Our top choices for Windham bed & breakfast

Shandaken Inn
Front of property

Shandaken Inn

4.0 star property
10.0 out of 10, Exceptional, (260)
"This is a charming place to stay with beautiful views, great food and a warm and welcoming staff."
Shandaken Inn
Meadowood Inn
Front of property

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (256)
"Tonya called us in the morning to check on food preferences and met us on our arrival. Tonya is personal and gracious, a delightful host."
The price is AED 448
AED 493 total
includes taxes & fees
4 Sep - 5 Sep
Meadowood Inn
Mountain Treasure B&B
Exterior

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (281)
"Great location, nice and peaceful"
The price is AED 526
AED 568 total
includes taxes & fees
3 Sep - 4 Sep
Mountain Treasure B&B
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
8.6 out of 10, Excellent, (147)
"Morning Glory B&B provided everything I needed for a comfortable and pleasant stay. While it isn’t a luxurious property, it covers all the basics well—clean, functional, and welcoming. The location is convenient, a 10 minute walk to the Village Green, with easy access to shopping, dining, and the center of Woodstock’s activity. A solid choice if you’re looking for simplicity, comfort, and proximity rather than frills. "
The price is AED 731
AED 819 total
includes taxes & fees
8 Sep - 9 Sep
Morning Glory B n B Woodstock NY
Fairlawn Inn
Exterior

Fairlawn Inn

3.0 star property
8.8 out of 10, Excellent, (423)
"Beautiful property and the owners so welcoming!"
The price is AED 731
AED 789 total
includes taxes & fees
5 Sep - 6 Sep
Fairlawn Inn
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, (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. 🤗"
The price is AED 700
AED 770 total
includes taxes & fees
4 Sep - 5 Sep
The Queen of the Catskills B&B
River Run Bed and Breakfast
Front of property

River Run Bed and Breakfast

3.0 star property
9.2 out of 10, Wonderful, (193)
"Ben is a great host! Has a wealth of information about the area. Breakfast is yummy."
The price is AED 547
AED 602 total
includes taxes & fees
4 Sep - 5 Sep
River Run Bed and Breakfast
Albergo Allegria Hotel & Breakfast Restaurant
Room 15 | Premium bedding, down comforters, individually decorated

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (268)
"Nice people and great breakfast. "
The price is AED 533
AED 576 total
includes taxes & fees
3 Sep - 4 Sep
Albergo Allegria Hotel & Breakfast Restaurant
Antique Rose Inn Windham
Front of property

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."
The price is AED 496
AED 536 total
includes taxes & fees
3 Sep - 4 Sep
Antique Rose Inn Windham
Coldbrook Bed and Breakfast
Terrace/patio

Coldbrook Bed and Breakfast

4.0 star property
9.8 out of 10, Exceptional, (9)
"Quiet, Modern,Nice yogurt,"
Coldbrook Bed and Breakfast
Breezy Hill Inn
Front of property - evening/night

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
Exterior

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

The price is AED 588
AED 853 total
includes taxes & fees
3 Sep - 4 Sep
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
Arts Inn
Standard Room, 1 Queen Bed, Non Smoking, Bathtub (The Rumi Room) | 1 bedroom, individually decorated, individually furnished

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
Margaretville Mtn Inn B&B and Village Suites
Indoor wedding

Margaretville Mtn Inn B&B and Village Suites

3.0 star property
8.2 out of 10, Very Good, (201)
"We enjoyed our stay! Very clean and cozy. Delicious breakfast and charming ambiance!"
The price is AED 533
AED 606 total
includes taxes & fees
3 Sep - 4 Sep
Margaretville Mtn Inn B&B and Village Suites
Georgian Garden Inn
Front of property

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
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
Outdoor dining

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 AED 511
AED 631 total
includes taxes & fees
3 Sep - 4 Sep
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
Exterior

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."
The price is AED 661
AED 949 total
includes taxes & fees
7 Sep - 8 Sep
Cozy B&B with WiFi and AC in charming South Kortright
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 857 total
includes taxes & fees
8 Sep - 9 Sep
Cozy B&B with WiFi and AC in welcoming South Kortright
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 853 total
includes taxes & fees
7 Sep - 8 Sep
Cozy B&B with WiFi and AC in peaceful 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 1,495 total
includes taxes & fees
3 Sep - 4 Sep
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.
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Top Windham Hotel Reviews

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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. Antique Rose Inn Windham: 3 rooms. Enjoy the free full breakfast and unique décor. 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.