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
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov
In one month
27 Nov - 29 Nov
In two months
25 Dec - 27 Dec

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, (151 reviews)
"the rooms were spotless. the owners were great. Had a wonderful stay"
United States
Nancy
The price is AU$213
includes taxes & fees
1 Nov - 2 Nov
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
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 AU$216
includes taxes & fees
30 Nov - 1 Dec
Jimmy OConnors Windham Mountain Inn
A covered porch with outdoor seating, a staircase, and potted plants.

3. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (501 reviews)
"Great place to stay!"
United States
Eric
The price is AU$121
includes taxes & fees
3 Nov - 4 Nov
The Colonial Motel
A river flowing through a forested area with rocks and autumn-colored trees.

4. Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (160 reviews)
"We had a nice stay at the Black Bear. Great location and Kim was very accommodating."
United States
Adam
The price is AU$228
includes taxes & fees
3 Nov - 4 Nov
Black Bear Lodge
A swimming pool with lounge chairs and potted plants.

5. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (183 reviews)
"For such a small motel surprisingly clean and cozy. I will recommend this place without any hesitation."
United States
Marika
The price is AU$184
includes taxes & fees
31 Oct - 1 Nov
Moore's Motel
A living room with a fireplace, a television, a sofa, and a coffee table.

6. Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
7.0 out of 10, Good, (213 reviews)
"Pefect based on budjet"
United States
MD SHIFUL
The price is AU$155
includes taxes & fees
1 Nov - 2 Nov
Margaretville Motel
A wooden deck with a flower pot and a view of a playground area with picnic tables and a small shed.

7. Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very good, (225 reviews)
"I was pleasantly surprised by this roadside motel. From check in where you are greeted by the owner to the room cleanliness it was a delight. I definitely stay here again."
United States
WILLIAM
The price is AU$153
includes taxes & fees
12 Nov - 13 Nov
Four Seasons 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, (67 reviews)
"It was such an amazing stay! Staff was great, very kind, and accommodating. Everything was so clean! The bathrooms were very spacious and clean. Our stay was wonderful! We will definitely be booking again next year!"
United States
Cindy
The price is AU$248
includes taxes & fees
12 Nov - 13 Nov
The Graham & Co.
A living room with a leather sofa, a wooden coffee table, a TV on a wooden stand, and a window with curtains.

9. Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (551 reviews)
"Older motel, room was clean, friendly staff, tv was good and working, shower and bathroom clean, beds could be better but ok."
United States
Oleg
The price is AU$180
includes taxes & fees
12 Nov - 13 Nov
Red Ranch 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, (143 reviews)
"Staff was very friendly."
United States
Allyson
The price is AU$186
includes taxes & fees
2 Nov - 3 Nov
Catskill Motor Court Motel
A hotel room with two beds, a dining table, a chair, a lamp, and a ceiling light fixture.

11. 21B Motel

21B Motel
West Coxsackie
2.0 out of 10, (2 reviews)
"Expedia sold me this hotel room while it was still under construction. The hotel was barricaded around,"
United States
Onkar
21B 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, (106 reviews)
"It was a very nice and clean room."
United States
Dana
The price is AU$295
includes taxes & fees
31 Oct - 1 Nov
The Vine on main
A residential area with a driveway leading to a house with a porch.

13. Peloke's Motel

Peloke's Motel
2.0 star property
Catskill
6.4 out of 10, (183 reviews)
"Highly recommend"
United States
John
The price is AU$173
includes taxes & fees
12 Nov - 13 Nov
Peloke's Motel
A cozy room with wooden walls, a dining table with chairs, a fireplace, and a staircase.

14. The Leeway

The Leeway
2.0 star property
Mount Tremper
10.0 out of 10, Exceptional, (24 reviews)
"Staff was helpful and friendly. Cabin was great"
Taiwan
Shih-Chun
The price is AU$347
includes taxes & fees
30 Nov - 1 Dec
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

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent
"We loved our stay! The cabin was big, the lodge was beautiful, the staff was friendly. Perfect weekend getaway!"
Daniel 2-night trip
Posted less than an hour ago
Kaatskill Mountain Club & Condos by Vail Resorts

Find out more about Windham

Windham Motels information

Number of reviews
1,466
Accommodation
16 Motels
Lowest Price
AU$121
Highest Price
AU$347

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 268 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 quick 2-minute drive of Windham Mountain Resort. 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. It's located within a quick 4-minute drive of Windham Mountain Resort.
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 Windham Vineyards and Winery.
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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