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
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept
In one month
9 Oct - 11 Oct
In two months
6 Nov - 8 Nov

Our top choices for Windham motels

A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.

1. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (149 reviews)
"the rooms were spotless. the owners were great. Had a wonderful stay"
United States
Nancy
The price is S$190
includes taxes & fees
1 Oct - 2 Oct
Cave Mountain Motel
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

2. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
8.6 out of 10, Excellent, (4 reviews)
"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...
United States
Jeffrey
The price is S$193
includes taxes & fees
12 Oct - 13 Oct
Jimmy OConnors Windham Mountain Inn
A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

3. SunView Motel

SunView Motel
2.5 star property
Tannersville
8.6 out of 10, Excellent, (612 reviews)
"Great hotel!"
United States
Victoria
The price is S$143
includes taxes & fees
1 Oct - 2 Oct
SunView Motel
A swimming pool with lounge chairs and potted plants.

4. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (176 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 S$164
includes taxes & fees
12 Sept - 13 Sept
Moore's Motel
A covered porch with outdoor seating, a staircase, and potted plants.

5. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (491 reviews)
"Great place to stay!"
United States
Eric
The price is S$121
includes taxes & fees
12 Oct - 13 Oct
The Colonial Motel
A river flowing through a forested area with rocks and autumn-colored trees.

6. Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (153 reviews)
"Perfect quiet little motel close to great hikes. Staff was courteous and had tons of information on things to do in the area."
United States
Gerald
The price is S$203
includes taxes & fees
15 Sept - 16 Sept
Black Bear Lodge
A living room with a leather sofa, a wooden coffee table, a TV on a wooden stand, and a window with curtains.

7. Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (525 reviews)
"Staff was very friendly and welcoming"
United States
Dhan
The price is S$132
includes taxes & fees
13 Sept - 14 Sept
Red Ranch Motel
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

8. The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (59 reviews)
"Wonderful Stay"
United States
Daniel
The price is S$229
includes taxes & fees
20 Sept - 21 Sept
The Graham & Co.
A wooden deck with a flower pot and a view of a playground area with picnic tables and a small shed.

9. Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very good, (218 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 S$137
includes taxes & fees
15 Sept - 16 Sept
Four Seasons Motel
A forested area with tall trees and a grassy field.

10. 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 S$119
includes taxes & fees
15 Sept - 16 Sept
Catskill Motor Court Motel
A living room with a fireplace, a television, a sofa, and a coffee table.

11. Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
7.0 out of 10, Good, (206 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 S$138
includes taxes & fees
23 Sept - 24 Sept
Margaretville Motel
A bedroom with a bed, a sliding door, a TV, a shelf, and a clock.

12. The Vine on main

The Vine on main
2.0 star property
Stamford
8.0 out of 10, Very good, (105 reviews)
"It was a very nice and clean room."
United States
Dana
The price is S$263
includes taxes & fees
8 Oct - 9 Oct
The Vine on main
A cozy room with wooden walls, a dining table with chairs, a fireplace, and a staircase.

13. 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 S$333
includes taxes & fees
14 Sept - 15 Sept
The Leeway
A residential area with a driveway leading to a house with a porch.

14. Peloke's Motel

Peloke's Motel
2.0 star property
Catskill
6.4 out of 10, (178 reviews)
"Staff was very kind and courteous! "
United States
Julian
The price is S$183
includes taxes & fees
20 Sept - 21 Sept
Peloke's Motel
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

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

8/10 Good
"The place need breakfast include"
Carlos 2-night trip
Posted 13 hours ago
Kaatskill Mountain Club & Condos by Vail Resorts

Find out more about Windham

Windham Motels information

Number of reviews
1,358
Accommodation
16 Motels
Lowest Price
S$119
Highest Price
S$333

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 270 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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