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

Find Hotels with Free Parking in Windham, NY

  • 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 Hotels with Free Parking

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Windham hotels with parking

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

1. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (898 reviews)
"Clean room and helpful staff, good location."
United States
Hongtao
The price is NT$3,666
NT$4,522 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Vienna
A wooden cabin with a triangular roof, a wooden door, and a bench outside.

2. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (122 reviews)
"Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay."
United States
Danica
The price is NT$7,527
NT$9,097 total
includes taxes & fees
Nov 15 - Nov 16
Eastwind Windham
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

3. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (134 reviews)
"Loved our stay, will go anytime for a little weekend getaway from nyc!"
United States
Yassaman Modarres
The price is NT$4,961
NT$6,987 total
includes taxes & fees
Oct 30 - Oct 31
Wylder Hotel Windham
A large, two-story house with multiple porches and string lights.

4. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (289 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is NT$5,662
NT$6,115 total
includes taxes & fees
Oct 28 - Oct 29
Albergo Allegria Hotel
A two-story building with a balcony, surrounded by well-maintained lawns and trees.

5. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (372 reviews)
"Loved it - cozy room, convenient location, beautiful view, and even breakfast offered :)"
United States
Zihe
The price is NT$5,507
NT$5,948 total
includes taxes & fees
Nov 2 - Nov 3
The Winwood Condominiums
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

6. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
9.2 out of 10, Wonderful, (10 reviews)
"We had a wedding in the area and this place was perfect for our needs. There’s a bar to the front of the property, which was fun to hang out and play pool. The beds were comfortable and the rooms were clean."
United States
Robin
The price is NT$4,839
NT$5,226 total
includes taxes & fees
Nov 12 - Nov 13
Jimmy OConnors Windham Mountain Inn
A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

7. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (138 reviews)
"A fantastic stay!"
United States
David
The price is NT$4,399
NT$4,751 total
includes taxes & fees
Oct 28 - Oct 29
Antique Rose Inn Windham
A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.

8. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (151 reviews)
"the rooms were spotless. the owners were great. Had a wonderful stay"
United States
Nancy
The price is NT$4,530
NT$4,892 total
includes taxes & fees
Nov 2 - Nov 3
Cave Mountain Motel
A bedroom with a large window, a bed, and a view of a forest.

9. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very good, (40 reviews)
"Easy check in, nice layout of the apt, comfortable bed, nice to have a kitchen. Nearby lots of restaurants and mountain access. "
United States
Erica
The price is NT$5,493
NT$10,822 total
includes taxes & fees
Nov 3 - Nov 4
The Haüs Windham
A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

10. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (611 reviews)
"Overall amazing stay! Location, staff, food, aesthetic and coziness all 10/10!"
United States
Kim
The price is NT$7,951
NT$8,587 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Mountain Brook
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

8/10 Good
"The breakfast choice is very limited."
Isaac 1-night trip
Posted 17 hours ago
Hotel Vienna

Explore a world of travel with Expedia