A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

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Check prices for these dates

Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept
In one month
9 Oct - 11 Oct
In two months
6 Nov - 8 Nov

Our top choices for Windham bed & breakfast

A large, two-story house with multiple porches and string lights.

1. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (286 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is €161
includes taxes & fees
13 Sept - 14 Sept
Albergo Allegria Hotel
A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

2. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (137 reviews)
"A fantastic stay!"
United States
David
The price is €125
includes taxes & fees
15 Sept - 16 Sept
Antique Rose Inn Windham
A park with Adirondack chairs and a table, surrounded by trees.

3. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (302 reviews)
"Service and breakfast were very good"
United States
Daniel
The price is €157
includes taxes & fees
13 Sept - 14 Sept
Mountain Treasure B&B
A large, multi-story house with a prominent tower, surrounded by a well-maintained lawn and trees.

4. Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (439 reviews)
"We had the most lovely stay. It was really cute and the host was so friendly. The breakfast on the wrap around porch was the cherry on top of a great weekend."
United States
Rachel
The price is €240
includes taxes & fees
20 Sept - 21 Sept
Fairlawn Inn
A wooden deck with outdoor furniture, a barbecue grill, and a large planter with flowers.

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

Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
Maplecrest
10.0 out of 10, Exceptional, (1 review)
"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!"
United States
Tiffany J.
The price is €152
includes taxes & fees
13 Sept - 14 Sept
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

6. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (317 reviews)
"Been to many hotels up in the catskillls and this place is one of the best! Great amenities, clean spaces, and a really great bar/hotel on site. EV charging stations were a huge plus!"
United States
Karina
The price is €195
includes taxes & fees
1 Oct - 2 Oct
Shandaken Inn
A large two-story house with a snow-covered roof and a front porch.

7. Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (298 reviews)
"It was charming. The host was very friendly and helpful. It was in a lovely area."
United States
Pamela
The price is €115
includes taxes & fees
20 Sept - 21 Sept
Meadowood Inn
A wooden deck with a bench, planters with flowers, and a view of a house and trees in the background.

8. Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.

Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
Maplecrest
The price is €171
includes taxes & fees
13 Sept - 14 Sept
Fiddler On The Roof Room<br>Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
A house entrance with a red door, a sign reading "Entrance," and a hanging flower basket.

9. Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.

Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
Maplecrest
The price is €160
includes taxes & fees
13 Sept - 14 Sept
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
A large, white, two-story building with a symmetrical facade, central entrance, and columns.

10. The Queen of the Catskills B&B

The Queen of the Catskills B&B
3.0 star property
Stamford
9.4 out of 10, Exceptional, (87 reviews)
"The host was amazing The breakfast was very good"
United States
john
The price is €157
includes taxes & fees
11 Sept - 12 Sept
The Queen of the Catskills B&B
A wooden deck with a bench, planters with flowers, and a view of a house and trees in the background.

11. Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast

Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast
Maplecrest
The price is €180
includes taxes & fees
13 Sept - 14 Sept
Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast
A large, multi-story house with a snow-covered roof and a prominent tower.

12. Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites
3.0 star property
Margaretville
8.4 out of 10, Very good, (229 reviews)
"The inn was a dream and the hosts couldn't do enough for each of their guests. I felt welcomed and right at home. Breakfast was delicious and served promptly. I will definitely visit again!"
United States
Lori
The price is €155
includes taxes & fees
13 Sept - 14 Sept
Margaretville Mtn Inn B&B and Village Suites
A serene garden with a stone pathway, a small bridge, and a bench.

13. Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.6 out of 10, Excellent, (169 reviews)
"We had a great time! The host was super sweet and helpful, and the breakfast was delicious. Would stay again!"
United States
Lucian
The price is €201
includes taxes & fees
20 Sept - 21 Sept
Morning Glory B n B Woodstock NY
A house with a porch and a sign that reads "Kroer Kun bed & breakfast".

14. River Run Bed and Breakfast

River Run Bed and Breakfast
3.0 star property
Fleischmanns
9.2 out of 10, Wonderful, (209 reviews)
"Excellent stay!!!"
United States
Donna
The price is €150
includes taxes & fees
27 Sept - 28 Sept
River Run Bed and Breakfast
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

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

10/10 Excellent
"Great hotel, very clean very helpful staff. Water pressure in shower in second floor was not good"
Reem 2-night trip
Posted 21 hours ago
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Find out more about Windham

Windham B&B information

Number of reviews
1,882
Accommodation
26 B&B
Lowest Price
€115
Highest Price
€240

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: 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.