A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

Cat & Dog Friendly Hotels in Windham

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windham Pet friendly Hotels

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Windham pet-friendly hotels

A log cabin with a deck, outdoor seating, and a view of a forest.
A wooden covered bridge in a forested area with a paved path leading to it.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.
A cozy cabin interior with a stone fireplace, wooden walls, a dining area with a red and black checkered tablecloth, and a television mounted above the fireplace.

1. Hotel Vienna

Hotel Vienna
Windham
United States
Paul
RM429
RM534 total
includes taxes & fees
6 Oct - 7 Oct
Hotel Vienna
A wooden cabin with a triangular roof, a wooden door, and a bench outside.
A bar area with wooden beams, a bar counter, and four bar stools.
A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.
A round wooden table with a hanging light fixture, surrounded by four stools, set against a backdrop of a large window with a view of trees and a wooden deck.

2. Eastwind Windham

Eastwind Windham
Windham
United States
Sharon
RM1,025
RM1,231 total
includes taxes & fees
4 Oct - 5 Oct
Eastwind Windham
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A room with two blue armchairs, a small round table, a lamp, and a large window with curtains.

3. Wylder Hotel Windham

Wylder Hotel Windham
Windham
United States
Yousung
RM1,092
RM1,384 total
includes taxes & fees
29 Oct - 30 Oct
Wylder Hotel Windham
A bedroom with a large window, a bed, and a view of a forest.
A wooden cabin with a door, surrounded by greenery and a stone pathway.
A large, multi-story wooden house with a snow-covered roof and several lit windows, surrounded by bare trees and snow.
A spacious living room with a stone fireplace, wooden staircase, and modern furniture.

4. The Haüs Windham

The Haüs Windham
Windham
United States
Erica
RM505
RM1,158 total
includes taxes & fees
7 Oct - 8 Oct
The Haüs Windham
A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.
A wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.
A modern hotel lobby with a wooden floor, a reception desk, two patterned armchairs, a chandelier, and a view of the outdoors through a glass door.
A bedroom with a fireplace, a wooden ceiling, and a view of the outdoors.

5. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
United States
Kristen
RM1,038
RM1,121 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Mountain Brook
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A bedroom with a large window offering a view of a forested mountain.
A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.
A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.

6. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
United States
Shubhangi
RM552
RM685 total
includes taxes & fees
1 Nov - 2 Nov
Hunter Lodge, a Bluebird by Lark
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.
Room
Private kitchen
A cabin with a picnic table and chairs in a forest.

7. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Catskill
United States
Yeudin
RM658
RM887 total
includes taxes & fees
2 Nov - 3 Nov
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A snow-covered lodge with a stone chimney, lit windows, and snow-laden trees in front.
A wooden deck with a fire pit surrounded by Adirondack chairs.
A wooden interior with a staircase, a wooden desk with a lamp, and a vase with flowers.
A bar area with wooden bar stools, a fireplace, and a variety of bottles and glasses on shelves.

8. Deer Mountain Inn

Deer Mountain Inn
Haines Falls
United States
Julia
RM1,616
RM1,855 total
includes taxes & fees
27 Oct - 28 Oct
Deer Mountain Inn
A river flowing through a forested area with rocks and autumn-colored trees.
Two white Adirondack chairs in a forest with fallen leaves.
A dining area with a wooden table and a single green chair.
A wooden sign for Black Bear Lodge with a phone number.

9. Black Bear Lodge

Black Bear Lodge
Prattsville
United States
Gerald
RM608
RM657 total
includes taxes & fees
4 Oct - 5 Oct
Black Bear Lodge
A covered porch with outdoor seating, a staircase, and potted plants.
A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".
A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

10. The Colonial Motel

The Colonial Motel
Grand Gorge
United States
Eric
RM364
RM400 total
includes taxes & fees
5 Oct - 6 Oct
The Colonial Motel
View all properties

Top Windham Hotel Reviews

The Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"Very happy with the condo. Staff was helpful resolving minor tv issue. It was clean with small kitchenette area."
kathleen 2-night trip
Posted 3 days ago
The Winwood Condominiums

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.

Explore a world of travel with Expedia