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
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13

Our top choices for Windham motels

Front of property

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (145 reviews)
"Low key but very nice. Excellent location and value."
United States
Dan
The price is CA $195
CA $211 total
includes taxes & fees
Jul 21 - Jul 22
Cave Mountain Motel
Double Room, Mountain View | Exterior

Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
8.0 out of 10, Very good, (1 review)
The price is CA $201
CA $217 total
includes taxes & fees
Aug 18 - Aug 19
Jimmy OConnors Windham Mountain Inn
Property entrance

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (457 reviews)
"Friendly staff, clean and well maintained, reasonable price, beautiful area."
United States
Tim
The price is CA $122
CA $134 total
includes taxes & fees
Aug 16 - Aug 17
The Colonial Motel
Reception

Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
7.0 out of 10, Good, (198 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 CA $119
CA $154 total
includes taxes & fees
Jul 22 - Jul 23
Margaretville Motel
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (173 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 CA $168
CA $182 total
includes taxes & fees
Jul 19 - Jul 20
Moore's Motel
View from property

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (144 reviews)
"Clean and owners very friendly also pet friendly and we definitely will be back"
United States
Arlene
The price is CA $209
CA $226 total
includes taxes & fees
Jul 19 - Jul 20
Black Bear Lodge
Fireplace

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (47 reviews)
"Absolutely loved our stay here! Our room was super clean and very comfortable. The grounds and pool were also wonderful. Highly recommend for a cozy mountain getaway!"
United States
Laura
The price is CA $242
CA $271 total
includes taxes & fees
Aug 17 - Aug 18
The Graham & Co.
Desk, blackout drapes, iron/ironing board (on request), WiFi (free)

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (508 reviews)
"The lady at the front desk was very helpful and nice."
United States
Austin
The price is CA $180
CA $195 total
includes taxes & fees
Jul 22 - Jul 23
Red Ranch Motel
Classic Room

The Vine on main

The Vine on main
2.0 star property
Stamford
8.0 out of 10, Very good, (99 reviews)
"Clean room, great air conditioning, and nice wood touches"
United States
JeanMarie
The price is CA $265
CA $292 total
includes taxes & fees
Aug 18 - Aug 19
The Vine on main
Porch

Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very good, (214 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 CA $140
CA $151 total
includes taxes & fees
Jul 22 - Jul 23
Four Seasons Motel
Property grounds

Catskill Motor Court Motel

Catskill Motor Court Motel
2.5 star property
Catskill
5.8 out of 10, (127 reviews)
"Very pleasant place reminiscent of the 1950s. The owner is a very nice man, honestly caring about his guests. If you're looking for luxurious accommodations this probably isn't for you but if you want cozy friendly it's that."
United States
Gary
The price is CA $152
CA $164 total
includes taxes & fees
Aug 2 - Aug 3
Catskill Motor Court Motel
Loft Duplex w/ Deck | In-room dining

The Leeway

The Leeway
2.0 star property
Mount Tremper
10.0 out of 10, Exceptional, (21 reviews)
"Staff was helpful and friendly. Cabin was great"
Taiwan
Shih-Chun
The price is CA $307
CA $344 total
includes taxes & fees
Jul 23 - Jul 24
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Lovely place, very good size rooms clean and fresh. Small but cozy sauna. Very helpful staff"
Christopher 1-night trip
Posted 13 hours ago
Hotel Vienna

Find out more about Windham

Windham Motels information

Number of reviews
1,481
Accommodation
15 Motels
Lowest Price
CA $134
Highest Price
CA $344

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 278 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 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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