The Best Hotels with Free Parking in Windham, NY from NT$4,622 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 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.

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

Windham

Hongtao

NT$3,762

NT$4,622 total

includes taxes & fees

Oct 29 - Oct 30

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

A pool table with balls and a cue stick.

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

2. Jimmy OConnors Windham Mountain Inn

Windham

Robin

NT$4,330

NT$4,677 total

includes taxes & fees

Oct 19 - Oct 20

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

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

A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

3. The Winwood Condominiums

Windham

Zihe

NT$5,476

NT$5,914 total

includes taxes & fees

Nov 1 - Nov 2

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 restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.

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

4. Wylder Hotel Windham

Windham

Yassaman Modarres

NT$4,933

NT$6,947 total

includes taxes & fees

Oct 30 - Oct 31

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

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

A covered outdoor seating area with wicker chairs and a table, surrounded by white railings and hanging planters.

A garden with blooming pink flowers and green grass.

5. Antique Rose Inn Windham

Windham

David

NT$4,374

NT$4,724 total

includes taxes & fees

Oct 19 - Oct 20

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

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

A room with a wooden wardrobe, a bed, a nightstand, a lamp, and a fireplace.

A building with a porch and outdoor seating area.

6. Albergo Allegria Hotel

Windham

Roy

NT$5,630

NT$6,080 total

includes taxes & fees

Oct 19 - Oct 20

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 kitchen with wooden cabinets, a refrigerator, and a window overlooking greenery.

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

7. Cave Mountain Motel

Windham

Nancy

NT$4,504

NT$4,864 total

includes taxes & fees

Nov 1 - Nov 2

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 wooden cabin with a balcony, surrounded by snow-covered trees.

8. Eastwind Windham

Windham

Sharon

NT$7,570

NT$9,141 total

includes taxes & fees

Nov 15 - Nov 16

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Top Windham Hotel Reviews

SunView Motel

10/10 Excellent

"The Sun View is an old fashioned motel—not a chain or franchise. The room we stayed in was spotless, well maintained, simple, attractive, and not at all grandmotherly fussy. (As a grandmother myself I reserve the right to say that!😊). The TV situation was bad (bring your own computer with a cable to use with the TV) so we ended up using cellular service, but we didn’t come there to watch movies. If you don’t need a ton of amenities, this is the place for you."

The Winwood Condominiums

10/10 Excellent

"Winwood is an excellent choice if you’re looking to explore the Catskills! It is located just up the road from amazing restaurants and shops in Windham. The staff is amazing. There are so many amenities for adults and kids. 10/10 recommendation!"

Spark by Hilton West Coxsackie

10/10 Excellent

"Room was clean and spacious. Staff were very friendly and helpful."

Albergo Allegria Hotel

10/10 Excellent

"What a find!! Impeccably clean. Beautiful Victorian architecture, super friendly and helpful owners. So many cozy nooks to hang out and relax. Restaurants within walking distance. I wish we came this way more often so I could stay again."

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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. Jimmy OConnors Windham Mountain Inn

3. The Winwood Condominiums

4. Wylder Hotel Windham

5. Antique Rose Inn Windham

6. Albergo Allegria Hotel

7. Cave Mountain Motel

8. Eastwind Windham

Top Windham Hotel Reviews

SunView Motel

The Winwood Condominiums

Spark by Hilton West Coxsackie

Albergo Allegria Hotel

Explore a world of travel with Expedia