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
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

B&B in Windham

Meadowood Inn
Front of property

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (254)
"excellent breakfast, friendly hostess, and clean facility. "
The price is ₩169,970
₩186,956 total
includes taxes & fees
Aug 24 - Aug 25
Meadowood Inn
Mountain Treasure B&B
Exterior

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (277)
"Great location, nice and peaceful"
The price is ₩211,766
₩228,696 total
includes taxes & fees
Aug 21 - Aug 22
Mountain Treasure 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 ₩207,450
₩228,195 total
includes taxes & fees
Aug 25 - Aug 26
River Run Bed and Breakfast
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 ₩187,958
₩202,995 total
includes taxes & fees
Aug 21 - Aug 22
Antique Rose Inn Windham
Albergo Allegria Hotel & Breakfast Restaurant
Room 15 | 1 bedroom, premium bedding, down comforters, individually decorated

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (267)
"Friendly, clean, beautiful setting"
The price is ₩217,711
₩235,142 total
includes taxes & fees
Aug 21 - Aug 22
Albergo Allegria Hotel & Breakfast Restaurant
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 ₩277,064
₩299,229 total
includes taxes & fees
Sep 5 - Sep 6
Fairlawn Inn
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 ₩201,881
₩229,727 total
includes taxes & fees
Aug 21 - Aug 22
Margaretville Mtn Inn B&B and Village Suites
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, (71)
"Rooms were good size and comfortable. Breakfast was delicious and any time from 6-11 am. Hosts were friendly and accommodating."
The price is ₩297,976
₩327,774 total
includes taxes & fees
Aug 21 - Aug 22
The Queen of the Catskills 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, (145)
"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 ₩277,064
₩310,312 total
includes taxes & fees
Sep 3 - Sep 4
Morning Glory B n B Woodstock NY
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

Wylder Hotel Windham

Wylder Hotel Windham

10/10 Excellent
"Quick and friendly "
Janusz 1-night trip
Posted 2 days ago
Wylder Hotel Windham

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.