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Compare 15 Motels in Windham with updated reviews, rates, and availability.

The Colonial Motel

2.5 star property
9.4 out of 10, Exceptional, (341)
"Very clean, quiet and pleasant!"
The price is AED 311
AED 342 total
includes taxes & fees
29 Apr - 30 Apr
The Colonial Motel

Red Ranch Motel

2.5 star property
7.2 out of 10, Good, (422)
"I like to support local businesses and this seems like one. Check-in was a little off the norm but acceptable. Host had his shirt on inside out when he popped out of the back room. LOL It was almost 70 degrees and we had the door open to our room. The host asked us if we wanted chairs to sit outside and asked us to close the door to our room because the heat was on. The rooms are very dark when the door is shut. We wanted fresh air too. We just arrived 30 minutes ago after a 3 hour drive....
The price is AED 323
AED 349 total
includes taxes & fees
1 May - 2 May
Red Ranch Motel

SunView Motel

2.5 star property
8.4 out of 10, Very Good, (525)
"Convenient "
The price is AED 459
AED 496 total
includes taxes & fees
21 Apr - 22 Apr
SunView Motel

Moore's Motel

2.5 star property
8.6 out of 10, Excellent, (142)
"20 minutes to ski slopes, otherwise excellent."
The price is AED 441
AED 476 total
includes taxes & fees
3 Apr - 4 Apr
Moore's Motel

Margaretville Motel

2.5 star property
6.8 out of 10, (165)
"We have come back to this motel again and gain for skiing!"
The price is AED 261
AED 306 total
includes taxes & fees
3 Apr - 4 Apr
Margaretville Motel

Black Bear Lodge

2.5 star property
9.0 out of 10, Wonderful, (109)
"Amazing hospitality. Cozy room, short distance from Hunter Mt., and great view of the creek from the room. Will definitely return! "
The price is AED 547
AED 591 total
includes taxes & fees
3 Apr - 4 Apr
Black Bear Lodge

Cave Mountain Motel

2.5 star property
9.4 out of 10, Exceptional, (124)
"Very clean, owner was very accommodating "
The price is AED 474
AED 512 total
includes taxes & fees
3 Apr - 4 Apr
Cave Mountain Motel

The Leeway

2.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay. Such a nice cabin. Parking was great and the walkway to the river was such a bonus. Proposed on this trip so the Leeway will always hold such a great memory for me and my fiancé. Will be back!"
The Leeway

The Vine on main

2.0 star property
8.0 out of 10, Very Good, (68)
"Simple and clean and conveniently located to good cafe and restaurants. Nicely renovated with modern "camp" feel. "
The price is AED 845
AED 929 total
includes taxes & fees
3 Apr - 4 Apr
The Vine on main

Willow Pond Motel

2.0 star property
9.0 out of 10, Wonderful, (12)
"Nice place to stay when exploring the Hudson Valley. Room was small but there was communal space to sit outside too. "
Willow Pond Motel

Four Seasons Motel

2.0 star property
8.2 out of 10, Very Good, (181)
"Obviously a budget place, but clean and convenient."
The price is AED 367
AED 397 total
includes taxes & fees
3 Apr - 4 Apr
Four Seasons Motel

Catskill Motor Court Motel

2.5 star property
6.0 out of 10, (101)
"Very clean room!"
The price is AED 352
AED 380 total
includes taxes & fees
3 Apr - 4 Apr
Catskill Motor Court Motel

Peloke's Motel

2.0 star property
6.4 out of 10, (166)
"The people who are running the business are great! I Ran into a small problem, ( with my shower head, ) and reported it. It was fixed in a very timely manner. All smiles and sincerity. Very pleasant experience. Would definitely go there again"
The price is AED 400
AED 432 total
includes taxes & fees
3 Apr - 4 Apr
Peloke's Motel

The Graham & Co.

3.0 star property
The price is AED 468
AED 524 total
includes taxes & fees
15 Apr - 16 Apr
The Graham & Co.

Rainbow Golf Club

2.5 star property
Rainbow Golf Club
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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Other property types in Windham

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (154)
"Large home with everything you’ll need. Plenty of towels, kitchen supplies, fridge space for a large party. Bedding was nice, with plenty of extra blankets. Greg was very easy to work with and answered all of our questions quickly. We would definitely book this property again. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

9.8 out of 10, Exceptional, (9)
"We had the best time! The property was perfect! Plenty of bedrooms and bathrooms plus gathering spaces galore ! The kitchen was stocked with all the necessities. We had 6 children age 8 and under so the outside property was perfect. Just enough snow for a snowman and some sledding! Plus an enormous deck and wrap around porch. There was a laundry and plenty of towels , pillows and cozy blankets! We will definitely be back! "
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
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.

Frequently asked questions

What can I expect from a motel trip to Windham?
By saving on your room price, you can make the most of what Windham has to offer. In the area, favorite places to visit include Hunter Mountain.
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?
These are some of our customers’ top motels to book in the larger area. Cave Mountain Motel: Stay within a quick 4-minute drive of Windham Mountain Resort. Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, and parking. The Colonial Motel: A seasonal outdoor pool, free WiFi, and free parking are available during your stay. Central Windham is 12.9 mi (20.7 km) away. Red Ranch Motel: Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Located 16 mi (25.7 km) from the heart of Windham. SunView Motel: Central Windham is 10.1 mi (16.2 km) away. Free WiFi and free parking are available during your stay, along with room amenities like a kitchen. Margaretville Motel: 22.6 mi (36.3 km) from the heart of Windham. Enjoy the in-room free WiFi, and freebies including breakfast and parking.
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. Some outdoorsy places nearby include Ashland Park, Mountain Top Arboretum, and Kaaterskill Falls. 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.