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

Tonight
Sep 17 - Sep 18
Tomorrow
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Windham hotels with parking

View from room
Indoor pool
Hiking
Exterior

1. Hotel Vienna

Hotel Vienna
Windham
United States
Jerrold
NT$3,159
NT$3,961 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Vienna
Exterior
Living area
Balcony view
Living area

2. The Winwood Condominiums

The Winwood Condominiums
Windham
United States
Abdul
NT$4,747
NT$5,127 total
includes taxes & fees
Sep 20 - Sep 21
The Winwood Condominiums
Lushna Cabin | WiFi (free), bed sheets
Lushna Cabin | WiFi (free), bed sheets
Lushna Suite | WiFi (free), bed sheets
Breakfast, lunch and dinner served

3. Eastwind Windham

Eastwind Windham
Windham
United States
Claire
NT$7,529
NT$9,083 total
includes taxes & fees
Oct 18 - Oct 19
Eastwind Windham
Exterior
Exterior
View from property
Room 3 | Premium bedding, down comforters, desk, laptop workspace

4. Albergo Allegria Hotel

Albergo Allegria Hotel
Windham
United States
Roy
NT$5,526
NT$5,968 total
includes taxes & fees
Sep 21 - Sep 22
Albergo Allegria Hotel
Exterior
In-room safe, iron/ironing board, cribs (free)
Exterior
Restaurant

5. Wylder Hotel Windham

Wylder Hotel Windham
Windham
United States
Yousung
NT$8,195
NT$10,441 total
includes taxes & fees
Sep 24 - Sep 25
Wylder Hotel Windham
Double Room, Mountain View | Exterior
Double Room, Mountain View | Bar (on property)
Double Room, Mountain View | Food and drink
Double Room, Mountain View | Miscellaneous

6. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
United States
Jeffrey
NT$4,723
NT$5,101 total
includes taxes & fees
Sep 23 - Sep 24
Jimmy OConnors Windham Mountain Inn
Front of property
Garden
Banquet hall
Interior

7. Antique Rose Inn Windham

Antique Rose Inn Windham
Windham
United States
David
NT$4,294
NT$4,637 total
includes taxes & fees
Sep 21 - Sep 22
Antique Rose Inn Windham
Front of property
Property grounds
Free buffet breakfast
Double or Twin Room | Premium bedding, WiFi (free), bed sheets

8. Cave Mountain Motel

Cave Mountain Motel
Windham
United States
Nancy
NT$4,421
NT$4,775 total
includes taxes & fees
Oct 1 - Oct 2
Cave Mountain Motel
Interior
Premium bedding, down comforters, memory foam beds, WiFi (free)
Luxury Duplex, Housekeeping, Mountainside | Living area | Smart TV, streaming services
Exterior

9. The Haüs Windham

The Haüs Windham
Windham
United States
Raven Jane
NT$4,776
NT$9,928 total
includes taxes & fees
Sep 21 - Sep 22
The Haüs Windham
Front of property
Terrace/patio
Coffee/tea maker, full-size fridge, microwave, oven
WiFi (free), bed sheets

10. Windham NY Escape

Windham NY Escape
Hensonville
United States
Miguel
NT$13,645
NT$17,249 total
includes taxes & fees
Sep 20 - Sep 21
Windham NY Escape
View all properties

Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Very nice property with nice rooms and friendly staff. Breakfast could have been a little better. Also, would be helpful to start the breakfast time earlier."
Virender 1-night trip
Posted 7 hours ago
Hotel Vienna
The Winwood Condominiums

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"
Dorothy 2-night trip
Posted 6 days ago
The Winwood Condominiums

Explore a world of travel with Expedia