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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Our top choices for Windham pet-friendly hotels

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (818 reviews)
"Great place"
United States
John
The price is ¥21,647
¥26,189 total
includes taxes & fees
Jul 9 - Jul 10
Hotel Vienna

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very Good, (32 reviews)
"Can’t complain one bit"
United States
Christopher
The price is ¥18,053
¥32,668 total
includes taxes & fees
Jul 13 - Jul 14
The Haüs Windham

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (100 reviews)
"Beautiful property with lots to do!"
United States
Karen
The price is ¥37,193
¥48,299 total
includes taxes & fees
Jul 16 - Jul 17
Wylder Hotel Windham

Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (107 reviews)
"Gorgeous, tasteful and close to activities, restaurant is fanstastic"
United States
Andre
The price is ¥32,379
¥39,614 total
includes taxes & fees
Jul 16 - Jul 17
Eastwind Windham

Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
10.0 out of 10, Exceptional, (2 reviews)
"House is cozy and has everything you need. We enjoyed our stay."
United States
William H.
The price is ¥29,957
¥84,994 total
includes taxes & fees
Jul 20 - Jul 21
Pines Vignette • Modern 3BR Home in Windham

Tiny House on Walnut Grove

Tiny House on Walnut Grove
Ashland
4.0 out of 10, (2 reviews)
"Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries to change. There were spiders everywhere. My friend used the shower and saw 11 of them moving around the ceiling. They were in the main bed and on the counter and sink as well. The tenant was nice...
United States
Trevor C.
The price is ¥25,504
¥46,607 total
includes taxes & fees
Jul 6 - Jul 7
Tiny House on Walnut Grove

Spacious King Suite · Full Kitchen · Dining · Fireplace · Private Deck ·Sleeps 4

Spacious King Suite · Full Kitchen · Dining · Fireplace · Private Deck ·Sleeps 4
Windham
8.0 out of 10, Very Good, (2 reviews)
"This apartment is comfortable, clean and very good location. The hot tub is a plus with the beautiful view. "
United States
Evelyn
The price is ¥26,975
¥35,033 total
includes taxes & fees
Jul 7 - Jul 8
Spacious King Suite · Full Kitchen · Dining · Fireplace · Private Deck ·Sleeps 4

Cozy Boutique Suite · 2 Full Beds · Spa Bathroom · 3 Min to Windham Mtn

Cozy Boutique Suite · 2 Full Beds · Spa Bathroom · 3 Min to Windham Mtn
Windham
The price is ¥19,634
¥25,945 total
includes taxes & fees
Jul 6 - Jul 7
Cozy Boutique Suite · 2 Full Beds · Spa Bathroom · 3 Min to Windham Mtn

Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC

Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC
Windham
The price is ¥46,624
¥116,031 total
includes taxes & fees
Jul 27 - Jul 28
Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC

Iconic Glass Mirror Cabin · Forest View · Private Fire Pit · Catskills Hideaway

Iconic Glass Mirror Cabin · Forest View · Private Fire Pit · Catskills Hideaway
Windham
8.0 out of 10, Very Good, (3 reviews)
"This was a unique and fun VRBO experience. The cabin was cozy and comfortable.So delightful to wake up to deer walking right by the window! Absolutely a gem of a property!"
United States
Erin J.
The price is ¥48,617
¥63,097 total
includes taxes & fees
Jul 6 - Jul 7
Iconic Glass Mirror Cabin · Forest View · Private Fire Pit · Catskills Hideaway
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.

Top Windham Hotel Reviews

Frequently asked questions

What's the best pet-friendly hotel in Windham?
Eastwind Windham is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Two other good options for you and your pet include Hotel Vienna and Wylder Hotel Windham.
How many pet-friendly hotels should I expect to find in Windham?
Enjoy traveling with your furry pal at one of Expedia's 10 Windham accommodations that accept pets.
What's the best time of year to travel to Windham with my pet?
When you travel with your pet, keeping track of the weather can make the trip safe and fun for everyone. 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 see and do with your pet in Windham?
Known for its skiing and hiking trails, Windham has lots to offer visitors including its mountains, natural beauty, and golfing. See the local sights and visit Windham Country Club and Windham Mountain Resort. While you're there, make sure you don't miss Windham Vineyards and Winery and Catskill State Park.