Find Pet-friendly Hotels in Windham, NY

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Check availability on Windham Pet-friendly Hotels

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Windham pet-friendly hotels

Exterior
Hotel Vienna

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (728)
"Great service, nice and clean hotel."
United States
Mary
Hotel Vienna
Pet-friendly
Eastwind Windham

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.4 out of 10, Exceptional, (76)
"I loved our stay!"
United States
Erika
The price is ₩376,587
₩451,180 total
includes taxes & fees
Dec 28 - Dec 29
Eastwind Windham
Lobby sitting area
The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
Windham
8.6 out of 10, Excellent, (4)
"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
The price is ₩362,103
₩391,071 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Outpost by Windham Mountain Club
The Windham Mountain View King with Balcony | In-room safe, iron/ironing board, free cribs/infant beds, rollaway beds
Wylder Hotel Windham

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (89)
"Spotless room and great staff "
United States
Josue
The price is ₩331,302
₩430,227 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Wylder Hotel Windham
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

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

10/10 Excellent
"Clean rooms"
Christopher 1-night trip
Posted 3 months ago
Winwood Condominiums by Windham Mountain Club

Frequently asked questions

What's the best pet-friendly hotel in Windham?
Hotel Vienna is a top dog-friendly hotel, and offers an indoor pool along with free WiFi for its human guests. Two other good options for you and your pet include Eastwind Windham 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.