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
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

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, (146 reviews)
"Staff was friendly and helpful. While the property was dated, it was clean and comfortable. Would definitely stay again at this place should I return to Windham"
United States
Sarah
The price is ￥22,708
￥24,525 total
includes taxes & fees
Aug 2 - Aug 3
Cave Mountain Motel
Double Room, Mountain View | Exterior

Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
8.8 out of 10, Excellent, (3 reviews)
"What a gem of a property! The brother and sister that own and operate this place are so sweet and hospitable, and the bar and motel are quaint and charming in a cozy, woodsy way. If I’m ever in the area I would absolutely stay here again."
United States
Amy
The price is ￥23,532
￥25,416 total
includes taxes & fees
Aug 3 - Aug 4
Jimmy OConnors Windham Mountain Inn
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (174 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 ￥19,604
￥21,172 total
includes taxes & fees
Aug 2 - Aug 3
Moore's Motel
Property entrance

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (465 reviews)
"Absolutely wonderful place to stay. We will be contacting them for next years trip."
United States
Karen
The price is ￥13,975
￥15,373 total
includes taxes & fees
Aug 30 - Aug 31
The Colonial Motel
View from property

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (146 reviews)
"Clean and owners very friendly also pet friendly and we definitely will be back"
United States
Arlene
The price is ￥24,342
￥26,289 total
includes taxes & fees
Aug 6 - Aug 7
Black Bear Lodge
Porch

Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very Good, (217 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 ￥16,337
￥17,644 total
includes taxes & fees
Aug 3 - Aug 4
Four Seasons Motel
Fireplace

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (49 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 ￥28,168
￥31,550 total
includes taxes & fees
Aug 3 - Aug 4
The Graham & Co.
Desk, blackout drapes, iron/ironing board (on request), WiFi (free)

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (513 reviews)
"The lady at the front desk was very helpful and nice."
United States
Austin
The price is ￥20,996
￥22,675 total
includes taxes & fees
Aug 13 - Aug 14
Red Ranch Motel
Reception

Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
7.0 out of 10, Good, (200 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 ￥13,886
￥17,889 total
includes taxes & fees
Aug 6 - Aug 7
Margaretville Motel
Property grounds

Catskill Motor Court Motel

Catskill Motor Court Motel
2.5 star property
Catskill
5.8 out of 10, (130 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 ￥18,379
￥19,849 total
includes taxes & fees
Aug 4 - Aug 5
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, (22 reviews)
"Staff was helpful and friendly. Cabin was great"
Taiwan
Shih-Chun
The price is ￥39,088
￥43,780 total
includes taxes & fees
Aug 5 - Aug 6
The Leeway
Classic Room | Premium bedding, memory foam beds, desk, laptop workspace

The Vine on main

The Vine on main
2.0 star property
Stamford
8.0 out of 10, Very Good, (102 reviews)
"Clean room, great air conditioning, and nice wood touches"
United States
JeanMarie
The price is ￥30,876
￥33,963 total
includes taxes & fees
Aug 10 - Aug 11
The Vine on main
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

The Graham & Co.

The Graham & Co.

10/10 Excellent
"Beautiful location with the vibe of a vintage motel, but the updates and amenities of a more pampered stay. The staff were very helpful and kind, and floating in the pool after a long-day's drive was so refreshing. We definitely be staying here on future trips to the area!"
Kathleen 1-night trip
Posted 2 days ago
The Graham & Co.

Find out more about Windham

Windham Motels information

Number of reviews
1,897
Accommodation
16 Motels
Lowest Price
￥15,373
Highest Price
￥43,780

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 277 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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