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Compare 17 Motels in Windham with updated reviews, rates, and availability.

Red Ranch Motel
Desk, blackout drapes, iron/ironing board, free WiFi
Red Ranch Motel
2.5 star property
7.2 out of 10, Good, (400)
"The staff were very accommodating and friendly. My granddaughter, daughter and I enjoyed the pool. Restaurant right next door was very convenient."
The price is ￥16,934
￥18,289 total
includes taxes & fees
Sep 24 - Sep 25
Red Ranch Motel
The Colonial Motel
Exterior
The Colonial Motel
2.5 star property
9.4 out of 10, Exceptional, (283)
"Good place"
The price is ￥12,106
￥13,316 total
includes taxes & fees
Sep 25 - Sep 26
The Colonial Motel
Peloke's Motel
Desk, laptop workspace, free WiFi, bed sheets
Peloke's Motel
2.0 star property
6.4 out of 10, (159)
"Some attention needs to be given to the state of the plumbing on the sink of my room. Loose"
The price is ￥18,557
￥20,042 total
includes taxes & fees
Sep 24 - Sep 25
Peloke's Motel
Moore's Motel
Outdoor pool
Moore's Motel
2.5 star property
8.6 out of 10, Excellent, (128)
"The rooms are clean and very quiet. An enjoyable stay at a family owned motel."
The price is ￥17,262
￥18,643 total
includes taxes & fees
Sep 24 - Sep 25
Moore's Motel
The Vine on main
Reception
The Vine on main
2.0 star property
8.0 out of 10, Very Good, (60)
"Cute, quaint, and the perfect spot for a night or two in the Catskills."
The price is ￥33,086
￥36,394 total
includes taxes & fees
Sep 26 - Sep 27
The Vine on main
Margaretville Motel
Room, 2 Queen Beds | Free WiFi, bed sheets
Margaretville Motel
2.5 star property
6.6 out of 10, (151)
"N/a"
The price is ￥11,364
￥13,220 total
includes taxes & fees
Sep 24 - Sep 25
Margaretville Motel
Four Seasons Motel
Porch
Four Seasons Motel
2.0 star property
8.2 out of 10, Very Good, (172)
"This was my fifth year staying here for my September vacation. Rooms are spotless staff is very attentive. I plan on recording next year if not sooner. Bear in mind that this is an old property but has a certain charm all its own. Good Wi-Fi, cable, larger refrigerators than you would expect. Beautiful area..."
The price is ￥12,947
￥13,983 total
includes taxes & fees
Sep 24 - Sep 25
Four Seasons Motel
Catskill Motor Court Motel
Pool
Catskill Motor Court Motel
2.5 star property
6.2 out of 10, (96)
"Very clean room!"
The price is ￥15,584
￥16,830 total
includes taxes & fees
Sep 24 - Sep 25
Catskill Motor Court Motel
SunView Motel
Exterior
SunView Motel
2.5 star property
8.6 out of 10, Excellent, (459)
"It was very clean and tidy. One minor complaint is that the ledges around the beds are very annoying. I keep on banging my legs on them."
The price is ￥19,995
￥21,595 total
includes taxes & fees
Sep 24 - Sep 25
SunView Motel
The Leeway
Loft Duplex w/ Deck | Private kitchen | Coffee/tea maker, electric kettle
The Leeway
2.0 star property
10.0 out of 10, Exceptional, (10)
"Our cabin was beautifully appointed and spotless! We will definitely be going back when less occupied by family events."
The Leeway
Cave Mountain Motel
Front of property
Cave Mountain Motel
2.5 star property
9.4 out of 10, Exceptional, (119)
"Rustic very rustic but clean right on rt.23. "
The price is ￥18,557
￥20,042 total
includes taxes & fees
Sep 24 - Sep 25
Cave Mountain Motel
Black Bear Lodge
View from property
Black Bear Lodge
2.5 star property
8.8 out of 10, Excellent, (103)
"We stayed in Black Bear Lodge for the second time. We like calm, barbecue place, morning coffee and croissants. Thank you, Kim!"
The price is ￥21,434
￥23,149 total
includes taxes & fees
Sep 25 - Sep 26
Black Bear Lodge
Willow Pond Motel
Iron/ironing board, free WiFi
Willow Pond Motel
2.0 star property
9.2 out of 10, Wonderful, (5)
"We stayed in the chalet building. The room seemed recently renovated with cute & thoughtful decor (stylish, with unique art & books on local birds). Bed was comfortable. The host/manager Michael was very responsive to questions & even gave us an option for an early check-in. We would definitely stay here again if in the area! "
The price is ￥21,491
￥27,525 total
includes taxes & fees
Sep 29 - Sep 30
Willow Pond Motel
21B Motel
Free WiFi, bed sheets
21B Motel
2.0 star property
3.6 out of 10, (44)
" NO! N0! NO! no hot water, no tv, no wifi worst we ever seen a real slum dump with garbage everywhere outside & we paid $75"
21B Motel
The Graham & Co.
Exterior
The Graham & Co.
3.0 star property
The Graham & Co.
Cabin & Motel Rentals
Exterior detail
Cabin & Motel Rentals
2.5 star property
5.2 out of 10, (8)
"This was supposed to have 6 beds - there was one queen mattress on the floor of the loft and one double futon. Nothing more. To get to the loft, one had to climb a ladder with no handrails, just gripping the steps! As an older person, I could not do this. I was too uncomfortable. I did not trust that I would find it to get down safely in the night. The place was unlocked when we got there - for a person traveling alone, this was not ok. The glass slider which went to the deck was unlocked, all...
Cabin & Motel Rentals
Rainbow Golf Club
Private kitchen
Rainbow Golf Club
2.5 star property
Rainbow Golf Club
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See all available properties in Windham
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

Tuscan Year Round Beauty - Pickleball Court
Outdoor dining
Tuscan Year Round Beauty - Pickleball Court
10.0 out of 10, Exceptional, (94)
"Rick was an amazing host and the property exceeded expectations and the views are amazing. Well worth it. "
Tuscan Year Round Beauty - Pickleball Court
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Property grounds
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (140)
"The property is so so good for large groups. Compared to other large bnbs, this house feels so much more set up for big groups, with a full kitchen and plenty of space. Greg is an awesome host! I highly recommend this space 💕"
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
Fridge, microwave, oven, stovetop
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
9.8 out of 10, Exceptional, (6)
"We could not have had a more comfotable stay! Bridget was quick to respond and ver helpful. The place easily fit our party of 13. We all had a restful weekend. Lots to do nearby but also no reason to want to leave this beatiful home. Highly reccomend!!!"
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. Red Ranch Motel: A seasonal outdoor pool, a children’s pool, and free WiFi are available during your stay. Central Windham is 16 mi (25.7 km) away. The Colonial Motel: Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Located 12.9 mi (20.7 km) from the heart of Windham. The Vine on main: Central Windham is 19.9 mi (32 km) away. Free WiFi and free parking are available during your stay, along with room amenities like comfy beds. SunView Motel: 10.1 mi (16.2 km) from the heart of Windham. Enjoy the in-room kitchen, and freebies including WiFi 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, Kaaterskill Falls, and Platte Clove Preserve - Catskill Center. 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. Average annual precipitation for Windham is 55 inches.
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.