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
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug
In one month
28 Aug - 30 Aug
In two months
25 Sep - 27 Sep

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, (284 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is 4.573.621 ₫
4.939.511 ₫ total
includes taxes & fees
3 Aug - 4 Aug
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, (133 reviews)
"A fantastic stay!"
United States
David
The price is 3.553.605 ₫
3.837.893 ₫ total
includes taxes & fees
3 Aug - 4 Aug
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, (296 reviews)
"The room was clean and comfortable, the breakfast was great. We had a good stay. "
United States
cynthia
The price is 3.845.264 ₫
4.152.717 ₫ total
includes taxes & fees
10 Aug - 11 Aug
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 6.817.657 ₫
7.363.070 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Fairlawn Inn
Free daily local cuisine breakfast

5. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (301 reviews)
"The stay was great! The hotel is money for value while maintaining high quality of the facilities and high attention to details. We'll come again."
United States
Amit
The price is 5.425.170 ₫
6.075.875 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Shandaken Inn
Front of property

6. Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (289 reviews)
"Tanya was very helpful and breakfast was excellent! "
United States
Beth
The price is 3.213.512 ₫
3.534.653 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Meadowood Inn
Exterior

7. 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, (222 reviews)
"Stylish and clean room."
United States
Haowei
The price is 4.080.065 ₫
4.751.302 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Margaretville Mtn Inn B&B and Village Suites
Front of property

8. The Queen of the Catskills B&B

The Queen of the Catskills B&B
3.0 star property
Stamford
9.2 out of 10, Wonderful, (82 reviews)
"I had an overall great experience during my stay at The Queen of the Catskills B&B. I felt safe at the property and its neighborhood. The hosts Michael and Flerida are very friendly. The property is very clean. I would recommend this property and I would stay there again."
United States
Shelly
The price is 4.381.726 ₫
4.819.899 ₫ total
includes taxes & fees
31 Jul - 1 Aug
The Queen of the Catskills B&B
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | 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, (164 reviews)
"Wonderful facility Very welcoming Delicious breakfast Within walking distance of shops and restaurants"
United States
John
The price is 5.501.507 ₫
6.161.688 ₫ total
includes taxes & fees
3 Aug - 4 Aug
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.
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Top Windham Hotel Reviews

The Graham & Co.

The Graham & Co.

10/10 Excellent
"Beautiful location with the vibe of a vintage motel, but the updates and amenities of a more pampered stay. The staff were very helpful and kind, and floating in the pool after a long-day's drive was so refreshing. We definitely be staying here on future trips to the area!"
Kathleen 1-night trip
Posted 2 days ago
The Graham & Co.

Find out more about Windham

Windham B&B information

Number of reviews
1,926
Accommodation
16 B&B
Lowest Price
3.534.653 ₫
Highest Price
7.363.070 ₫

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.
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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