Windham , NY Pet Friendly Hotels

Name: The Winwood Condominiums
Price range: $183 total
Rating: 8.8

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Top Windham Pet Friendly Hotels

The Winwood Condominiums

5220 NY-23 Windham NY

$169 nightly

$183 total

Sep 30 - Oct 1

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. Enjoy the free ski shuttle and onsite ski passes. Families will appreciate the arcade/game room and onsite ...

8.8/10 Excellent! (365 reviews)

"Very happy with the condo. Staff was helpful resolving minor tv issue. It was clean with small kitchenette area."

Reviewed on Sep 29, 2026

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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.

Pet lovers shouldn't miss the chance to visit Windham, a tranquil city known for its mountain views and breweries, as well as attractions like Windham Vineyards and Winery and Windham Mountain Resort. Choose from Travelocity's 2 pet-friendly hotels and accommodations in Windham and bring your four-legged friends along!

How to Wander Wisely in Windham with Your Pet

Enjoy top attractions like Windham Country Club, Zoom Flume, and Hunter Mountain.
Other things to see include Mountain Top Arboretum, Thunderhart Golf Course, and Kaaterskill Falls.
Need a pet store? Try Smart Pet Beds and Home Finders For Pets.
For vet care, Mountain Top Veterinary Hospital is located in the area.

Top Pet-Friendly Hotels in Windham

Winwood Inn & Condominiums
Dogs are allowed for a fee at this 3-star resort, although restrictions apply. Guests appreciate the breakfast and restaurant.
Catskill Lodge
Pets are allowed for a fee at this 3-star bed & breakfast, although restrictions apply.

Pet-Friendly Times to Vacation in Windham

Weather can make or break your stay, especially if you want to spend time wandering around the city. Here are the average temperatures to help better plan your trip in Windham.

From January to March, average temperatures range from 51°F in the daytime to 14°F at night. Between April and June, the daytime average is 81°F and the nighttime average is 32°F.

From July to September, average temperatures range from 83°F in the daytime to 45°F at night. Between October and December, the daytime average is 66°F and the nighttime average is 16°F.