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

Windham Hotel Guide - Pet Friendly Hotels in Windham, New York

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Check availability on Windham Pet Friendly Hotels

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 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
Toni-Diane
€111
includes taxes & fees
29 Oct - 30 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 wooden cabin with a balcony, surrounded by snow-covered trees.
A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.

2. Eastwind Windham

Eastwind Windham
Windham
United States
Sharon
€272
includes taxes & fees
25 Oct - 26 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 restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.

3. Wylder Hotel Windham

Wylder Hotel Windham
Windham
United States
Yousung
€303
includes taxes & fees
13 Oct - 14 Oct
Wylder Hotel Windham
A bedroom with a large window, a bed, and a view of a forest.
A modern bedroom with a large bed, a view of greenery through floor-to-ceiling windows, and a wooden ceiling.
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
€313
includes taxes & fees
3 Nov - 4 Nov
The Haüs Windham
A kitchen with green cabinets, a stainless steel stove, and a microwave.
A modern bathroom with a large mirror, dual sinks, a toilet, and a shower area.
A bedroom with a large bed, wooden wardrobe, and a television on the wall.
A living room with a brick fireplace, a cowhide rug, a sofa, and a wooden-framed TV.

5. 1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mtn

1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mtn
Windham
United States
Anthony M.
€198
includes taxes & fees
3 Nov - 4 Nov
1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mtn
A spacious living area with a wooden dining table, a sofa, a fireplace, and a view of the outdoors.
An indoor swimming pool area with a hot tub, seating, and a caution sign.
A modern living room with a stone fireplace, a large grey sectional sofa, a flat-screen TV, and a 'FAMILY' sign on the wall.
A modern building with large windows, a covered outdoor area with seating, and a pool.

6. Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
United States
Cristina L.
€423
includes taxes & fees
3 Nov - 4 Nov
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
A two-story cabin with a balcony and a chimney, surrounded by a snowy forest.
A dining area with a table set for four, a vase with flowers, and a view of a forest through a large window with blinds.
A snow-covered outdoor area with a table and chairs, surrounded by tall trees and a stack of firewood.
A spacious living area with a sofa, a coffee table, and a patterned rug.

7. Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
United States
William H.
€476
includes taxes & fees
2 Nov - 3 Nov
Pines Vignette • Modern 3BR Home in Windham
A modern bedroom with a large bed, a dining table, and a view of a forest through large windows.
A modern bedroom with a large bed, a view of greenery through floor-to-ceiling windows, and a wooden ceiling.
A modern, glass-enclosed cabin in a forest.
A modern kitchen with dark cabinetry, wooden shelves, and a large window.

8. Secluded Glass Cabin in the Woods, 3 Minutes to Windham Mountain

Secluded Glass Cabin in the Woods, 3 Minutes to Windham Mountain
Windham
United States
Erin J.
€322
includes taxes & fees
3 Nov - 4 Nov
Secluded Glass Cabin in the Woods, 3 Minutes to Windham Mountain
An outdoor patio area with a pergola, seating, and a barbecue grill.
A bed with grey bedding and decorative pillows, a lamp on a bedside table, and a wooden wall with a distressed finish.
A kitchen with a wooden door, a sink, cabinets, and a Bosch dishwasher.
A snow-covered ground with footprints leading to a house with a solar panel roof.

9. Tiny House on Walnut Grove

Tiny House on Walnut Grove
Ashland
United States
Trevor C.
€395
includes taxes & fees
13 Oct - 14 Oct
Tiny House on Walnut Grove
A fire pit with two chairs in a backyard.
A two-story house with a porch, a garage, and a driveway.
A modern living room with a sectional sofa, a coffee table, and a TV.
A bedroom with a wooden bed, a nightstand, a window with curtains, and a view of trees outside.

10. Private 5BR Chalet Sleeping 12 with Fire Pit near Windham Mtn

Private 5BR Chalet Sleeping 12 with Fire Pit near Windham Mtn
Windham
€555
includes taxes & fees
2 Nov - 3 Nov
Private 5BR Chalet Sleeping 12 with Fire Pit near Windham Mtn
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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.