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

Exterior

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 RM706
RM763 total
includes taxes & fees
16 Sept - 17 Sept
Albergo Allegria Hotel
Front of property

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 RM549
RM593 total
includes taxes & fees
15 Sept - 16 Sept
Antique Rose Inn Windham
Property amenity

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 RM687
RM742 total
includes taxes & fees
13 Sept - 14 Sept
Mountain Treasure B&B
Exterior

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 RM1,053
RM1,137 total
includes taxes & fees
20 Sept - 21 Sept
Fairlawn Inn
Free daily local cuisine breakfast

5. 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 RM823
RM922 total
includes taxes & fees
1 Oct - 2 Oct
Shandaken Inn
Front of property

6. 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 RM496
RM546 total
includes taxes & fees
23 Sept - 24 Sept
Meadowood Inn
Front of property

7. 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 RM677
RM744 total
includes taxes & fees
12 Sept - 13 Sept
The Queen of the Catskills B&B
Exterior

8. 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 RM630
RM734 total
includes taxes & fees
13 Sept - 14 Sept
Margaretville Mtn Inn B&B and Village Suites
View from property

9. 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 RM850
RM952 total
includes taxes & fees
23 Sept - 24 Sept
Morning Glory B n B Woodstock NY
Front of property

10. 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 RM646
RM711 total
includes taxes & fees
29 Sept - 30 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

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

8/10 Good
"The place need breakfast include"
Carlos 2-night trip
Posted 14 hours ago
Kaatskill Mountain Club & Condos by Vail Resorts

Find out more about Windham

Windham B&B information

Number of reviews
1,881
Accommodation
16 B&B
Lowest Price
RM546
Highest Price
RM1,137

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.

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