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
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Windham motels

A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

1. 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 ₩178,322
₩192,588 total
includes taxes & fees
Oct 21 - Oct 22
Jimmy OConnors Windham Mountain Inn
A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.

2. 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 ₩185,461
₩200,298 total
includes taxes & fees
Nov 1 - Nov 2
Cave Mountain Motel
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, (500 reviews)
"Great place to stay!"
United States
Eric
The price is ₩118,882
₩130,770 total
includes taxes & fees
Oct 20 - Oct 21
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, (157 reviews)
"We had a nice stay at the Black Bear. Great location and Kim was very accommodating."
United States
Adam
The price is ₩198,803
₩214,707 total
includes taxes & fees
Oct 20 - Oct 21
Black Bear Lodge
A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

5. SunView Motel

SunView Motel
2.5 star property
Tannersville
8.6 out of 10, Excellent, (639 reviews)
"It was an awesome stay. Is what the website says"
United States
Furquan
The price is ₩176,188
₩190,278 total
includes taxes & fees
Oct 20 - Oct 21
SunView Motel
A swimming pool with lounge chairs and potted plants.

6. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (182 reviews)
"For such a small motel surprisingly clean and cozy. I will recommend this place without any hesitation."
United States
Marika
The price is ₩160,110
₩172,919 total
includes taxes & fees
Oct 20 - Oct 21
Moore's 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, (224 reviews)
"Check in was very pleasant. The room was so sweet with lots of personal touches you don’t normally see. Real tea/coffee cups, real spoons not plastic! A tablecloth and placemats on the dining table. A real live plant in the room. Etc. It was very homey. Staff very warm and friendly. I’d stay there again!"
United States
Karen
The price is ₩133,425
₩144,099 total
includes taxes & fees
Oct 20 - Oct 21
Four Seasons Motel
A living room with a fireplace, a television, a sofa, and a coffee table.

8. Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
7.0 out of 10, Good, (211 reviews)
"We checked in after hours, which was easy and all communication was excellent! The room is outdated but clean. The beds are comfortable. We stayed overnight to hike a trail earlier in the morning. Not far from places to eat."
United States
april
The price is ₩113,411
₩146,100 total
includes taxes & fees
Oct 20 - Oct 21
Margaretville 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
9.6 out of 10, Exceptional, (65 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 ₩208,410
₩233,427 total
includes taxes & fees
Nov 1 - Nov 2
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.

10. Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (548 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 ₩142,498
₩153,892 total
includes taxes & fees
Nov 1 - Nov 2
Red Ranch Motel
A forested area with tall trees and a grassy field.

11. 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 ₩155,662
₩168,114 total
includes taxes & fees
Nov 8 - Nov 9
Catskill Motor Court 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 ₩252,174
₩277,392 total
includes taxes & fees
Oct 20 - Oct 21
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, (182 reviews)
"The sheets and bathroom were clean. That's about it. I wasn't expecting amazing things since it's a motel, not hotel, but they definitely need some renovations. "New" paint stopped half way up the wall, paneling separating from the wall, curtains held up by a single nail. But it was clean where it counts and conveniently located."
United States
Jeanette
The price is ₩145,433
₩162,885 total
includes taxes & fees
Nov 1 - Nov 2
Peloke's Motel
A motel with a prominent sign reading '21B MOTEL' on the roof.

14. 21B Motel

21B Motel
West Coxsackie
2.0 out of 10, (1 review)
"Expedia sold me this hotel room while it was still under construction. The hotel was barricaded around,"
United States
Onkar
The price is ₩160,110
₩172,920 total
includes taxes & fees
Oct 20 - Oct 21
21B 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 ₩305,343
₩341,982 total
includes taxes & fees
Nov 2 - Nov 3
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

Emerson Resort & Spa

Emerson Resort & Spa

10/10 Excellent
"The Emmerson Resort & Spa is great! The room was super clean and the bed was very comfortable. The resort is great and has everything you need. We loved staying here!"
Jeremy 2-night trip
Posted 2 hours ago
Emerson Resort & Spa

Find out more about Windham

Windham Motels information

Number of reviews
2,698
Accommodation
16 Motels
Lowest Price
₩130,770
Highest Price
₩341,982

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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