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
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Windham motels

A motel with a covered porch, neatly arranged lounge chairs, and a well-maintained garden with yellow flowers.

1. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (152 reviews)
"the rooms were spotless. the owners were great. Had a wonderful stay"
United States
Nancy
The price is ￥21,891
￥23,642 total
includes taxes & fees
Nov 9 - Nov 10
Cave Mountain Motel
A rustic cabin with a stone foundation, a wooden roof, and a small porch.

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 ￥22,088
￥23,854 total
includes taxes & fees
Nov 15 - Nov 16
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, (504 reviews)
"Great place to stay!"
United States
Eric
The price is ￥13,331
￥14,663 total
includes taxes & fees
Nov 17 - Nov 18
The Colonial Motel
A wooden sign for Black Bear Lodge with a phone number.

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 ￥23,466
￥25,343 total
includes taxes & fees
Nov 8 - Nov 9
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, (184 reviews)
"For such a small motel surprisingly clean and cozy. I will recommend this place without any hesitation."
United States
Marika
The price is ￥18,899
￥20,411 total
includes taxes & fees
Nov 8 - Nov 9
Moore's Motel
A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

6. SunView Motel

SunView Motel
2.5 star property
Tannersville
8.6 out of 10, Excellent, (647 reviews)
"Great hotel!"
United States
Victoria
The price is ￥20,796
￥22,460 total
includes taxes & fees
Nov 8 - Nov 9
SunView Motel
A living room with a fireplace, a television, a sofa, and a coffee table.

7. 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 ￥11,379
￥15,037 total
includes taxes & fees
Nov 8 - Nov 9
Margaretville Motel
A wooden deck with a flower pot and a view of a playground area with picnic tables and a small shed.

8. Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very good, (226 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 ￥15,749
￥17,009 total
includes taxes & fees
Nov 11 - Nov 12
Four Seasons Motel
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

9. The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.4 out of 10, Exceptional, (68 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 ￥24,600
￥27,553 total
includes taxes & fees
Nov 8 - Nov 9
The Graham & Co.
A swimming pool with lounge chairs and a red building in the background.

10. Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (552 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 ￥18,540
￥20,024 total
includes taxes & fees
Nov 8 - Nov 9
Red Ranch 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
4.0 out of 10, (3 reviews)
"Expedia sold me this hotel room while it was still under construction. The hotel was barricaded around,"
United States
Onkar
The price is ￥18,899
￥20,411 total
includes taxes & fees
Nov 8 - Nov 9
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, (107 reviews)
"It was a very nice and clean room."
United States
Dana
The price is ￥29,238
￥32,163 total
includes taxes & fees
Nov 10 - Nov 11
The Vine on main
A two-story yellow house with a porch, surrounded by lush greenery and flowering plants.

13. 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 ￥17,718
￥19,135 total
includes taxes & fees
Nov 30 - Dec 1
Catskill Motor Court Motel
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, (185 reviews)
"Highly recommend"
United States
John
The price is ￥17,166
￥19,226 total
includes taxes & fees
Nov 10 - Nov 11
Peloke's Motel
A cozy room with wooden walls, a dining table with chairs, a fireplace, and a staircase.

15. 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 ￥31,735
￥35,542 total
includes taxes & fees
Nov 12 - Nov 13
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

AutoCamp Catskills

AutoCamp Catskills

8/10 Good
"We had only stayed in an Airstream before, so this was our first time trying a tent. There was a heater, but it was still pretty cold. When we asked for another heater, they brought us one, which was nice. One thing we didn’t experience in the Airstream was the constant noise of fire trucks. We could hear them throughout the night, so it wasn’t very peaceful. I really like AutoCamp, but I don’t think the tent is a great option. The Airstream is definitely much better. Also, the tent doesn’t have its own bathroom or shower, so you have to walk to the clubhouse to use them."
Heather 1-night trip
Posted 3 hours ago
AutoCamp Catskills

Find out more about Windham

Windham Motels information

Number of reviews
1,461
Accommodation
17 Motels
Lowest Price
￥14,663
Highest Price
￥35,542

Frequently asked questions

What can I expect from a motel trip to Windham?
If you can't find a motel in Windham, consider some of the motels we suggest around the area or let Expedia help you find something similar from more than 268 lodging options. Simply use our search tools to filter by nightly room rate or cost-saving amenities such as free breakfast and free airport transportation.
What are motels like?
When you stay at a motel, you'll often find free parking and an outdoor pool. With a stay at a motel, you'll usually access your room from an outside corridor overlooking the parking lot. Starting in the early 1950s, eye-catching neon signs enticed road-weary travelers, and today, examples of these can still be found along historic U.S. 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 WiFi and free parking. Cave Mountain Motel: A 24-hour front desk along with freebies like breakfast, WiFi, and 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 check out the ski slopes and enjoy the coffeehouses 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 roadtrip, 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 temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What are my options for getting around Windham when 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 center. If you'd like to explore around the area, you may want a rental car for your journey.

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