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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Check prices for these dates

Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug
In one month
11 Sep - 13 Sep
In two months
9 Oct - 11 Oct

Our top choices for Windham motels

Front of property

1. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (146 reviews)
"Staff was friendly and helpful. While the property was dated, it was clean and comfortable. Would definitely stay again at this place should I return to Windham"
United States
Sarah
The price is ฿4,607
฿4,975 total
includes taxes & fees
17 Aug - 18 Aug
Cave Mountain Motel
Double Room, Mountain View | Exterior

2. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
8.6 out of 10, Excellent, (4 reviews)
"What a gem of a property! The brother and sister that own and operate this place are so sweet and hospitable, and the bar and motel are quaint and charming in a cozy, woodsy way. If I’m ever in the area I would absolutely stay here again."
United States
Amy
The price is ฿4,027
฿4,349 total
includes taxes & fees
18 Aug - 19 Aug
Jimmy OConnors Windham Mountain Inn
Outdoor pool

3. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (175 reviews)
"Great accommodations for the price. The room was quiet and comfortable. Great value, and I'll definitely be staying here again."
United States
Cory
The price is ฿3,977
฿4,295 total
includes taxes & fees
17 Aug - 18 Aug
Moore's Motel
Property entrance

4. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (471 reviews)
"Had a great stay!"
United States
Juerg
The price is ฿2,953
฿3,248 total
includes taxes & fees
18 Aug - 19 Aug
The Colonial Motel
View from property

5. Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (149 reviews)
"Clean and owners very friendly also pet friendly and we definitely will be back"
United States
Arlene
The price is ฿4,938
฿5,333 total
includes taxes & fees
17 Aug - 18 Aug
Black Bear Lodge
Standard Double Room | Travel cot, free rollaway beds, free WiFi, bed sheets

6. SunView Motel

SunView Motel
2.5 star property
Tannersville
8.6 out of 10, Excellent, (602 reviews)
"Sun View Motel has a very homey feel to it. The room was very clean. It has a grassy hill to walk, sit and read. I’d definitely go back there to stay!"
United States
Deborah
The price is ฿4,377
฿4,727 total
includes taxes & fees
1 Sept - 2 Sept
SunView Motel
Desk, blackout curtains, iron/ironing board (on request), free WiFi

7. Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (516 reviews)
"Our house was clean and large. Some of the bedrooms need maintenance to electrical and A/C units."
United States
Efrain
The price is ฿4,260
฿4,600 total
includes taxes & fees
19 Aug - 20 Aug
Red Ranch Motel
Porch

8. Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very good, (217 reviews)
"The staff were extremely helpful and the room was immaculate. I will definitely consider revisiting the next time I am in the area."
United States
Jeremy
The price is ฿3,314
฿3,579 total
includes taxes & fees
17 Aug - 18 Aug
Four Seasons Motel
Fireplace

9. The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (54 reviews)
"Absolutely loved our stay here! Our room was super clean and very comfortable. The grounds and pool were also wonderful. Highly recommend for a cozy mountain getaway!"
United States
Laura
The price is ฿5,334
฿5,974 total
includes taxes & fees
8 Sept - 9 Sept
The Graham & Co.
Reception

10. Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
7.0 out of 10, Good, (204 reviews)
"Easy access to rooms and the main lobby/office. Breakfast in the lobby was also great to have "
United States
Donna
The price is ฿2,817
฿3,629 total
includes taxes & fees
17 Aug - 18 Aug
Margaretville Motel
Property grounds

11. Catskill Motor Court Motel

Catskill Motor Court Motel
2.5 star property
Catskill
6.0 out of 10, (133 reviews)
"The owner is so lovely and was very helpful towards us! The place is great for a cheap and comfortable get-away. Unfortunately the pool wasn’t in use when we were there, but otherwise the facilities were exactly as advertised."
United States
Ella
The price is ฿3,729
฿4,027 total
includes taxes & fees
20 Aug - 21 Aug
Catskill Motor Court Motel
Classic Room | Premium bedding, memory-foam beds, desk, laptop workspace

12. The Vine on main

The Vine on main
2.0 star property
Stamford
8.0 out of 10, Very good, (102 reviews)
"Clean room, great air conditioning, and nice wood touches"
United States
JeanMarie
The price is ฿6,264
฿6,890 total
includes taxes & fees
18 Aug - 19 Aug
The Vine on main
Front of property

13. Peloke's Motel

Peloke's Motel
2.0 star property
Catskill
6.4 out of 10, (177 reviews)
"Staff was very kind and courteous! "
United States
Julian
The price is ฿3,944
฿4,417 total
includes taxes & fees
27 Aug - 28 Aug
Peloke's Motel
Loft Duplex w/ Deck | In-room dining

14. The Leeway

The Leeway
2.0 star property
Mount Tremper
10.0 out of 10, Exceptional, (22 reviews)
"Staff was helpful and friendly. Cabin was great"
Taiwan
Shih-Chun
The price is ฿7,966
฿8,922 total
includes taxes & fees
14 Sept - 15 Sept
The Leeway
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.
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Top Windham Hotel Reviews

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"This is a great getaway trip. It was relaxing and very enjoyable. The place was beautiful and everything was perfectly set up. From easy check in to easy check out. I would recommend and definitely come back!"
Brittany 2-night trip
Posted 9 hours ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Find out more about Windham

Windham Motels information

Number of reviews
2,619
Accommodation
16 Motels
Lowest Price
฿3,248
Highest Price
฿8,922

Frequently asked questions

What can I expect from a motel trip to Windham?
If you're having trouble locating a motel in Windham, consider some of the motels we suggest around the area or let Expedia help you find something similar from over 267 hotels and other lodging options. Simply filter using our search tools by nightly room rate or cost-effective amenities such as free breakfast and free airport transport.
What are motels like?
At many motels, you'll often find a free parking spot and an outdoor pool. When you stay at a motel property, you'll usually access your room from an outside corridor overlooking the car park. Beginning in the early 1950s, eye-catching neon signs enticed road-weary travellers, and examples can still be seen today along historic US Route 66.
What are the best motels in Windham?
Jimmy OConnors Windham Mountain Inn: Stay within a 30-minute drive of Hunter Mountain and Kaaterskill Falls. Enjoy access to the free Wi-Fi and free parking. Cave Mountain Motel: A 24-hour front desk along with freebies such as breakfast, WiFi and self-parking are available during your stay. You'll be located within 24 minutes of Hunter Mountain by car.
What can I do in Windham?
In this relaxing area, you can explore the ski slopes and enjoy the coffee shops while you're sightseeing. Those who've visited Windham like the mountain landscape. Enjoy nature with a stop at Elm Ridge Wild Forest and Ashland Park. You'll find these family-friendly sights in the area: Zoom Flume, Empire State Railway Museum and Pine Hill Community Center. During your trip, here are some other places to visit: Windham Country Club, Windham Mountain Resort and Catskill State Park.
What's the weather like in Windham?
Weather can make or break a road trip, so here's some data about year-round temperatures in Windham to help you plan yours: The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.
What are my options for getting around Windham while staying in a motel?
We've gathered some information about local transportation options in Windham to help you navigate your stay: Fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) from the city centre. If you'd like to explore around the area, you may want to rent a car for your trip.

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