The Best Hotels with Free Parking in Windham, NY from NT$4,352 in 2026

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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Our top choices for Windham hotels with parking

A log cabin with a deck, outdoor seating, and a view of a forest.

A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

A wooden covered bridge in a forested area with a paved path leading to it.

A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

1. Hotel Vienna

Windham

Toni-Diane

NT$3,689

NT$4,533 total

includes taxes & fees

Oct 29 - Oct 30

A two-story building with a balcony, surrounded by well-maintained lawns and trees.

A compact living space with a kitchen, dining area, and seating.

A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.

A view from a room with a glass door onto an outdoor patio. The patio has a metal table and two chairs, a small pumpkin decoration, and a metal fence.

2. The Winwood Condominiums

Windham

Abdul

NT$4,030

NT$4,352 total

includes taxes & fees

Nov 1 - Nov 2

A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

A wooden room with a bed, a nightstand with a lamp, and a wall with tree decorations.

A bar with wooden chairs, a bar counter, and various bottles and glasses.

3. Jimmy OConnors Windham Mountain Inn

Windham

Robin

NT$4,718

NT$5,096 total

includes taxes & fees

Oct 14 - Oct 15

A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.

A wooden staircase leading to a second floor, a red sofa with floral cushions, and a wooden floor.

A garden with blooming pink flowers and green grass.

4. Antique Rose Inn Windham

Windham

David

NT$4,289

NT$4,633 total

includes taxes & fees

Oct 14 - Oct 15

A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.

A grassy field with a bench and a mountain in the background.

A white door with a sign reading "BREAKFAST" above it, a thermometer, and a drawing of stacked cups with steam.

A hotel room with two beds, wooden paneling on the walls, and two framed pictures.

5. Cave Mountain Motel

Windham

Nancy

NT$4,419

NT$4,772 total

includes taxes & fees

Nov 3 - Nov 4

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

A building with a porch and outdoor seating area.

A grassy field with a wooden structure overhead, possibly a gazebo or pavilion.

A room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.

6. Albergo Allegria Hotel

Windham

Roy

NT$5,521

NT$5,962 total

includes taxes & fees

Oct 18 - Oct 19

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.

7. Eastwind Windham

Windham

Sharon

NT$7,889

NT$9,482 total

includes taxes & fees

Oct 18 - Oct 19

A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

A room with two blue armchairs, a small round table, a lamp, and a large window with curtains.

A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

8. Wylder Hotel Windham

Windham

Yousung

NT$8,512

NT$10,783 total

includes taxes & fees

Oct 12 - Oct 13

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Top Windham Hotel Reviews

SunView Motel

10/10 Excellent

"We have stayed at this hotel a few times. The staff were always excellent, very attentive. The room was clean and comfortable. The location is perfect for walking in to town and short drives to Hunter Mountain, North Lake and Kaaterskill Falls. Perfect for a long weekend trip with the kids."

Spark by Hilton West Coxsackie

10/10 Excellent

"Clean and well maintained hotel."

Hotel Vienna

8/10 Good

"Very clean and well kept place. The pool area is lovely as well. The breakfast was mostly sugar stuff though… with lots of pastries and sweetened yogurts, and only caffeinated coffee available. Be sure to prepare accordingly if you have dietary restrictions. We enjoyed our stay and the location."

Howard Johnson by Wyndham Saugerties

10/10 Excellent

"The room was clean and staff very pleasant and helpful. I would stay again."

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."

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Find Hotels with Free Parking in Windham, NY

Change your mind

Treat yourself

Be picky

Check availability on Windham Hotels with Free Parking

Our top choices for Windham hotels with parking

1. Hotel Vienna

2. The Winwood Condominiums

3. Jimmy OConnors Windham Mountain Inn

4. Antique Rose Inn Windham

5. Cave Mountain Motel

6. Albergo Allegria Hotel

7. Eastwind Windham

8. Wylder Hotel Windham

Top Windham Hotel Reviews

SunView Motel

Spark by Hilton West Coxsackie

Hotel Vienna

Howard Johnson by Wyndham Saugerties

The Winwood Condominiums

Explore a world of travel with Expedia