The Best Hotels with Free Parking in Windham, NY from NT$3,963 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

1. Hotel Vienna

Windham

Jerrold

NT$3,160

NT$3,963 total

includes taxes & fees

Oct 1 - Oct 2

Double Room, Mountain View | WiFi (free)

Double Room, Mountain View | Bar (on property)

Double Room, Mountain View | Miscellaneous

2. Jimmy OConnors Windham Mountain Inn

Windham

"This is an old-school fifties-style motel (looking at it makes one think of "Shady Rest Inn" ), with a central building that serves simple dinner and beer (did not avail). The room is very old-fashioned and mine had two very solid double beds. Have to admit that my sheet had a rather prominent red (blood?) spot that was near my head and hard to ignore. Otherwise, the room was comfortable, had a small air conditioner that worked, a nice shower, and old-style but very nice furnishings. I would...

Jeffrey

NT$4,726

NT$5,104 total

includes taxes & fees

Sep 23 - Sep 24

3. Antique Rose Inn Windham

Windham

David

NT$4,296

NT$4,640 total

includes taxes & fees

Sep 21 - Sep 22

4. Cave Mountain Motel

Windham

Nancy

NT$4,424

NT$4,777 total

includes taxes & fees

Oct 1 - Oct 2

Blackout drapes, WiFi (free), bed sheets

5. The Winwood Condominiums

Windham

Abdul

NT$4,750

NT$5,130 total

includes taxes & fees

Sep 21 - Sep 22

Room 3 | Premium bedding, down comforters, desk, laptop workspace

6. Albergo Allegria Hotel

Windham

Roy

NT$5,529

NT$5,972 total

includes taxes & fees

Sep 21 - Sep 22

7. Eastwind Windham

Windham

Claire

NT$7,993

NT$9,600 total

includes taxes & fees

Sep 21 - Sep 22

In-room safe, iron/ironing board, cribs (free)

8. Wylder Hotel Windham

Windham

Yousung

NT$8,200

NT$10,447 total

includes taxes & fees

Sep 24 - Sep 25

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Top Windham Hotel Reviews

Howard Johnson by Wyndham Saugerties

8/10 Good

"Stayed for a quick overnight trip. We switched rooms because the air conditioning wasn’t working in the first one but was no big deal and staff was helpful."

The Graham & Co.

8/10 Good

"The owners and staff are very friendly. Relaxing atmosphere. We stayed in the deluxe double room. The oven and refrigerator in the room could use some attention and cleaning. Bathroom well stocked but shower was basic. Could use a little refurbishing."

The Winwood Condominiums

10/10 Excellent

"I came here thirty years ago. And I came here thirty years later, and it's still run by a wonderful proprietor and it's a beautiful place to unwind, and enjoy breakfast in the morning will be a wonderful host if she's not busy. That is taking care of this amazing place. I very much enjoyed my stay"

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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. Antique Rose Inn Windham

4. Cave Mountain Motel

5. The Winwood Condominiums

6. Albergo Allegria Hotel

7. Eastwind Windham

8. Wylder Hotel Windham

Top Windham Hotel Reviews

Howard Johnson by Wyndham Saugerties

The Graham & Co.

The Winwood Condominiums

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