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

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 ￥21,352
￥23,060 total
includes taxes & fees
Oct 1 - Oct 2
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
9.0 out of 10, Wonderful, (6 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 ￥21,899
￥23,651 total
includes taxes & fees
Sep 24 - Sep 25
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, (613 reviews)
"Great hotel!"
United States
Victoria
The price is ￥16,014
￥17,295 total
includes taxes & fees
Oct 1 - Oct 2
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, (177 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 ￥18,433
￥19,908 total
includes taxes & fees
Sep 15 - Sep 16
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, (493 reviews)
"Great place to stay!"
United States
Eric
The price is ￥13,275
￥14,602 total
includes taxes & fees
Sep 22 - Sep 23
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, (155 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 ￥22,888
￥24,719 total
includes taxes & fees
Sep 15 - Sep 16
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, (530 reviews)
"Staff was very friendly and welcoming"
United States
Dhan
The price is ￥14,806
￥15,992 total
includes taxes & fees
Sep 15 - Sep 16
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, (60 reviews)
"Wonderful Stay"
United States
Daniel
The price is ￥24,880
￥27,866 total
includes taxes & fees
Sep 20 - Sep 21
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)
"Great spot! Friendly and attentive staff, clean rooms, and reasonably priced!"
United States
Jabari
The price is ￥15,361
￥16,590 total
includes taxes & fees
Sep 15 - Sep 16
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 ￥13,441
￥14,515 total
includes taxes & fees
Sep 15 - Sep 16
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 ￥13,057
￥16,820 total
includes taxes & fees
Sep 15 - Sep 16
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 ￥29,032
￥31,935 total
includes taxes & fees
Sep 16 - Sep 17
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 ￥35,812
￥40,111 total
includes taxes & fees
Sep 15 - Sep 16
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, (179 reviews)
"Staff was very kind and courteous! "
United States
Julian
The price is ￥19,816
￥22,194 total
includes taxes & fees
Sep 17 - Sep 18
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

Emerson Resort & Spa

Emerson Resort & Spa

10/10 Excellent
"Perfect off the grid getaway. Lovely cabin style accommodations with bikes and pickle ball to use included and nightly fire pits that set the scene for a fun fall trip. Hot tub spa delightful. Only wishes were for a fire poker at the fire pit given self loaded after they initially light it (although amazing amount of unlimited dry cut firewood to use) and toilet on first floor of the two story cabin (as you had to walk upstairs and through the bedroom) given sofa bed on first floor"
monisha 2-night trip
Posted 2 hours ago
Emerson Resort & Spa

Find out more about Windham

Windham Motels information

Number of reviews
2,034
Accommodation
16 Motels
Lowest Price
￥14,515
Highest Price
￥40,111

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 270 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 30-minute drive of Hunter Mountain and Kaaterskill Falls. 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. You'll be located within 24 minutes of Hunter Mountain by car.
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 Catskill State Park.
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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