Search B&B in Windham

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct
Shandaken Inn
Front of property

Shandaken Inn

4.0 star property
10.0 out of 10, Exceptional, (259)
"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, (253)
"excellent breakfast, friendly hostess, and clean facility. "
The price is HK$958
HK$1,054 total
includes taxes & fees
24 Aug - 25 Aug
Meadowood Inn
Morning Glory B n B Woodstock NY
View from property

Morning Glory B n B Woodstock NY

3.0 star property
8.6 out of 10, Excellent, (144)
"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 HK$1,562
HK$1,750 total
includes taxes & fees
3 Sept - 4 Sept
Morning Glory B n B Woodstock NY
River Run Bed and Breakfast
Front of property

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 HK$1,170
HK$1,287 total
includes taxes & fees
25 Aug - 26 Aug
River Run Bed and Breakfast
Fairlawn Inn
Exterior

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 HK$1,562
HK$1,687 total
includes taxes & fees
15 Aug - 16 Aug
Fairlawn Inn
Mountain Treasure B&B
Exterior

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (276)
"Great location, nice and peaceful"
The price is HK$1,194
HK$1,289 total
includes taxes & fees
14 Aug - 15 Aug
Mountain Treasure B&B
Albergo Allegria Hotel & Breakfast Restaurant
1 bedroom, premium bedding, down duvets, individually decorated

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (266)
"Friendly, clean, beautiful setting"
The price is HK$1,139
HK$1,230 total
includes taxes & fees
20 Aug - 21 Aug
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, (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 HK$1,060
HK$1,144 total
includes taxes & fees
19 Aug - 20 Aug
Antique Rose Inn Windham
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 HK$1,529
HK$1,682 total
includes taxes & fees
27 Aug - 28 Aug
The Queen of the Catskills B&B
Margaretville Mtn Inn B&B and Village Suites
Indoor wedding

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!"
The price is HK$1,138
HK$1,295 total
includes taxes & fees
15 Aug - 16 Aug
Margaretville Mtn Inn B&B and Village Suites
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
Coldbrook Bed and Breakfast
Terrace/patio

Coldbrook Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (7)
"Superbly designed B&B where comfort is found in every detail - from the beds to the fire pit with s'mores kits to the breakfast choices. Amazing experience - the modern, fresh and inviting design of this B&B is nestled in the woods with views of the mountains. We spent a long weekend here, exploring the local towns and trails by day, happy to come home to this lovely B&B every evening. We'll be back!"
Coldbrook Bed and Breakfast
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
Exterior

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

The price is HK$1,256
HK$1,796 total
includes taxes & fees
26 Aug - 27 Aug
Cozy bed & breakfast in delightful South Kortright with WiFi, AC
Arts Inn
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
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 HK$1,091
HK$1,348 total
includes taxes & fees
7 Sept - 8 Sept
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, (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 HK$1,413
HK$2,029 total
includes taxes & fees
26 Aug - 27 Aug
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 HK$1,256
HK$1,822 total
includes taxes & fees
17 Aug - 18 Aug
Cozy B&B with WiFi and AC in welcoming South Kortright
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
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 HK$1,256
HK$1,796 total
includes taxes & fees
21 Aug - 22 Aug
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 HK$2,355
HK$3,212 total
includes taxes & fees
21 Aug - 22 Aug
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windham Hotel Reviews

Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

10/10 Excellent
"Great "
Devon 2-night trip
Posted 1 day ago
Kaatskill Mountain Club at Hunter Mountain

Frequently asked questions

Searching for B&Bs in Windham?
If you're interested in something a little different than your standard hotel, a stay at a bed and breakfast could be the perfect alternative for your holiday. If you're interested in playing some golf on your trip, Windham Country Club is a good spot to get in a game.
Why should you consider B&Bs instead of traditional hotels?
Every B&B has its own unique feel — whether it's a garden for guests to admire or a sunlit breakfast nook to enjoy your morning cup of coffee, the tiny details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Windham?
Why not look at these B&Bs in Windham: Albergo Allegria Hotel & Breakfast Restaurant: 21 rooms. Enjoy the unique decor and library. Antique Rose Inn Windham: 3 rooms. Enjoy the free full breakfast and unique decor.
When should I stay at a B&B in Windham?
When you're planning your trip to Windham, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Windham?
Travellers enjoy Windham for its mountain views and coffee shops. If you're looking for some activities to entertain you on your trip, consider visiting Windham Country Club and Windham Vineyards and Winery. You should 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) away. If you'd like to venture out around the area, consider renting a car to explore more sights.