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

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 Rp3.142.269
Rp3.393.650 total
includes taxes & fees
11 Nov - 12 Nov
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, (910 reviews)
"Clean room and helpful staff, good location."
United States
Hongtao
The price is Rp2.034.562
Rp2.509.837 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Vienna
A motel with a covered porch, neatly arranged lounge chairs, and a well-maintained garden with yellow flowers.

3. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (152 reviews)
"the rooms were spotless. the owners were great. Had a wonderful stay"
United States
Nancy
The price is Rp2.513.815
Rp2.714.920 total
includes taxes & fees
17 Nov - 18 Nov
Cave Mountain Motel
A wooden cabin with a triangular roof, a wooden door, and a bench outside.

4. 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 Rp4.177.454
Rp5.048.428 total
includes taxes & fees
15 Nov - 16 Nov
Eastwind Windham
A rustic cabin with a stone foundation, a wooden roof, and a small porch.

5. 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 Rp2.685.623
Rp2.900.471 total
includes taxes & fees
17 Nov - 18 Nov
Jimmy OConnors Windham Mountain Inn
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

6. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (138 reviews)
"Room super clean and beautiful property!"
United States
Daniela
The price is Rp4.136.673
Rp5.371.857 total
includes taxes & fees
29 Nov - 30 Nov
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.

7. 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 Rp2.441.475
Rp2.636.793 total
includes taxes & fees
11 Nov - 12 Nov
Antique Rose Inn Windham
A two-story building with a balcony, surrounded by well-maintained lawns and trees.

8. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (377 reviews)
"Loved it - cozy room, convenient location, beautiful view, and even breakfast offered :)"
United States
Zihe
The price is Rp3.056.365
Rp3.300.874 total
includes taxes & fees
11 Nov - 12 Nov
The Winwood Condominiums
A bedroom with a large window, a bed, and a view of a forest.

9. 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 Rp2.714.920
Rp5.644.681 total
includes taxes & fees
17 Nov - 18 Nov
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

Frequently asked questions

What's the best dog-friendly accommodation option in Windham?
Hotel Vienna is a top dog-friendly hotel, and offers an indoor pool along with free WiFi for its human guests. Other good options for you and your pet include Eastwind Windham and Wylder Hotel Windham.
How many dog-friendly hotels can I expect to find in Windham?
Frolic with your furry friend at one of Expedia's 10 dog-friendly Windham hotels or accommodation options.
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 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 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.