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
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

Our top choices for Windham motels

Double Room, Mountain View | Exterior

Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
The price is AED 564
AED 609 total
includes taxes & fees
2 Jul - 3 Jul
Jimmy OConnors Windham Mountain Inn
Front of property

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (144 reviews)
"Low key but very nice. Excellent location and value."
United States
Dan
The price is AED 478
AED 516 total
includes taxes & fees
8 Jul - 9 Jul
Cave Mountain 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 AED 312
AED 402 total
includes taxes & fees
28 Jun - 29 Jun
Margaretville Motel
Property entrance

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (448 reviews)
"Easy to book, clean, cozy"
United States
Carl
The price is AED 300
AED 330 total
includes taxes & fees
6 Jul - 7 Jul
The Colonial 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 AED 441
AED 476 total
includes taxes & fees
1 Jul - 2 Jul
Moore's Motel
Desk, blackout drapes, iron/ironing board, free WiFi

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (501 reviews)
"The lady at the front desk was very helpful and nice."
United States
Austin
The price is AED 472
AED 510 total
includes taxes & fees
2 Jul - 3 Jul
Red Ranch Motel
View from property

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (140 reviews)
"Friendly staff, clean room and property. We enjoyed our stay very much and appreciated that this lodging space allowed us to bring our dog. We look forward to returning!"
United States
Briana
The price is AED 547
AED 591 total
includes taxes & fees
30 Jun - 1 Jul
Black Bear Lodge
Classic Room | Premium bedding, memory foam beds, individually decorated, desk

The Vine on main

The Vine on main
2.0 star property
Stamford
8.0 out of 10, Very Good, (96 reviews)
"It was good and clean, one issue was we had little struggle with opening the lockbox, it has to be replaced with new one"
United States
Kannan
The price is AED 500
AED 550 total
includes taxes & fees
26 Jun - 27 Jun
The Vine on main
Fireplace

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (42 reviews)
"Nice clean quaint place. Good for families, couples or single person stays."
United States
Stephen
The price is AED 564
AED 632 total
includes taxes & fees
13 Jul - 14 Jul
The Graham & Co.
Porch

Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very Good, (212 reviews)
"Room was clean. Housekeeping every day. Staff was friendly and helpful"
United States
Peter
The price is AED 367
AED 397 total
includes taxes & fees
6 Jul - 7 Jul
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)
"We like the playground just in front of the room. The pool is closes. The motel is degraded and used. The owner is kind. We like our stay for the activities nearby in the Catskill region."
Canada
Sarah
The price is AED 383
AED 413 total
includes taxes & fees
12 Jul - 13 Jul
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 AED 780
AED 874 total
includes taxes & fees
6 Jul - 7 Jul
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
"beautiful mix of modern and mountain."
denise 1-night trip
Posted 19 hours ago
Emerson Resort & Spa

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 283 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?
Cave Mountain Motel: If driving, you'll be within 20 minutes of Hunter Mountain. Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, and parking. Jimmy OConnors Windham Mountain Inn: Room amenities like free WiFi are included, along with free parking. You'll be located within 17 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 Ashland Park and Elm Ridge Wild Forest. 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.