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 availability on Windham Pet-friendly Hotels

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Windham pet-friendly hotels

A large, two-story house with multiple porches and string lights.

1. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (289 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is ₩233,025
₩251,667 total
includes taxes & fees
Nov 8 - Nov 9
Albergo Allegria Hotel
A log cabin with a deck, outdoor seating, and a view of a forest.

2. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (906 reviews)
"Clean room and helpful staff, good location."
United States
Hongtao
The price is ₩150,879
₩186,124 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Vienna
A wooden cabin with a triangular roof, a wooden door, and a bench outside.

3. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (122 reviews)
"Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay."
United States
Danica
The price is ₩291,993
₩354,542 total
includes taxes & fees
Nov 19 - Nov 20
Eastwind Windham
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

4. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
9.2 out of 10, Wonderful, (10 reviews)
"We had a wedding in the area and this place was perfect for our needs. There’s a bar to the front of the property, which was fun to hang out and play pool. The beds were comfortable and the rooms were clean."
United States
Robin
The price is ₩199,161
₩215,093 total
includes taxes & fees
Nov 12 - Nov 13
Jimmy OConnors Windham Mountain Inn
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

5. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (135 reviews)
"Room super clean and beautiful property!"
United States
Daniela
The price is ₩307,349
₩399,122 total
includes taxes & fees
Nov 29 - Nov 30
Wylder Hotel Windham
A two-story house with a wrap-around porch, a steeply pitched roof, and a small tower-like structure on the roof.

6. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (138 reviews)
"A fantastic stay!"
United States
David
The price is ₩181,055
₩195,539 total
includes taxes & fees
Nov 11 - Nov 12
Antique Rose Inn Windham
A two-story building with a balcony, surrounded by well-maintained lawns and trees.

7. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (374 reviews)
"Loved it - cozy room, convenient location, beautiful view, and even breakfast offered :)"
United States
Zihe
The price is ₩226,654
₩244,786 total
includes taxes & fees
Nov 8 - Nov 9
The Winwood Condominiums
A bedroom with a large window, a bed, and a view of a forest.

8. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very good, (40 reviews)
"Easy check in, nice layout of the apt, comfortable bed, nice to have a kitchen. Nearby lots of restaurants and mountain access. "
United States
Erica
The price is ₩195,910
₩413,124 total
includes taxes & fees
Nov 9 - Nov 10
The Haüs 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

The Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"Very nice room."
Stephen 2-night trip
Posted 4 days ago
The Winwood Condominiums

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.