10 Best Motels in Windham: Find Cheap Motels in Windham, NY 2026

Q: 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.

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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Our top choices for Windham motels

1. Jimmy OConnors Windham Mountain Inn

Windham

Amy

AED 477 total

includes taxes & fees

19 Aug - 20 Aug

2. Cave Mountain Motel

Windham

Sarah

AED 551 total

includes taxes & fees

11 Aug - 12 Aug

3. Moore's Motel

Prattsville

Cory

AED 476 total

includes taxes & fees

11 Aug - 12 Aug

4. The Colonial Motel

Grand Gorge

Juerg

AED 346 total

includes taxes & fees

10 Sep - 11 Sep

5. Black Bear Lodge

Prattsville

Arlene

AED 591 total

includes taxes & fees

11 Aug - 12 Aug

Standard Double Room | Travel crib, rollaway beds (free), WiFi (free), bed sheets

6. SunView Motel

Tannersville

Deborah

AED 524 total

includes taxes & fees

1 Sep - 2 Sep

7. Four Seasons Motel

Catskill

Jeremy

AED 397 total

includes taxes & fees

12 Aug - 13 Aug

Desk, blackout drapes, iron/ironing board (on request), WiFi (free)

8. Red Ranch Motel

Catskill

Austin

AED 510 total

includes taxes & fees

11 Aug - 12 Aug

9. The Graham & Co.

Phoenicia

Laura

AED 692 total

includes taxes & fees

8 Sep - 9 Sep

10. Margaretville Motel

Margaretville

Donna

AED 402 total

includes taxes & fees

12 Aug - 13 Aug

11. Catskill Motor Court Motel

Catskill

Ella

AED 446 total

includes taxes & fees

11 Aug - 12 Aug

Classic Room | Premium bedding, memory foam beds, desk, laptop workspace

12. The Vine on main

Stamford

JeanMarie

AED 764 total

includes taxes & fees

16 Aug - 17 Aug

13. The Leeway

Mount Tremper

Shih-Chun

AED 979 total

includes taxes & fees

9 Sep - 10 Sep

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Top Windham Hotel Reviews

Hotel Vienna

10/10 Excellent

"Great weekend visit at Hotel Vienna with our 2 small dogs! Check in and check out were super easy, staff was helpful and accommodating, and the property was really quiet, very clean and super well maintained. The bathrooms were obviously recently renovated and very tastefully done, the bed was firm and linens soft and comfy. Breakfast was pastries, cereal, and yogurt; all were high quality, fresh and delicious. Cappuccino and tea were lovely. Shower pressure could have been a bit better, but that was literally the only downside. We did not have a chance to use the pool, but it looked very clean, located in a nice, stand-alone building with windows and skylights. Barrel sauna is just outside on the deck, and both are is surrounded by beautiful landscaping. The main building also has two sunny, well furnished decks, and there are fire pits with Adirondack chairs located about the property, and there's direct access to the Windham Path and dog park. Sad I missed the free Saturday morning yoga, but I'll definitely try to make it next time. All in all, this hotel was perfect, peaceful, and we'll definitely be back to explore all the things we missed!"

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"We had the most beautiful amazing stay! It was a bit hard to find our cabin when we got there because there was no maps or anything that we could access while driving with no reception in the area, but we eventually found it. Our air-conditioning didn’t work well in the unit and it was quite hot but other than that it was perfect and we will absolutely stay again, hopefully in the fall!"

Wylder Hotel Windham

10/10 Excellent

"The staff were wonderful and went out of their way to make sure you had whatever you wanted. There are plenty of things to do right at the hotel and you are right by the mountains if you want to take advantage of that. The pool is heated and you can have drinks by the pool. There are several locations for fire pits and the staff will help you get a raging fire going immediately upon request. The golf course was simply beautiful and if that is your thing, absolutely a must. The restaurant on the grounds was terrific as was the bakery for breakfast and goodies. The buildings themselves are 150 years old and are lovely to check out just for that. I would certainly return in the future."

The Graham & Co.

10/10 Excellent

"This was my family’s third time staying at the Graham & Co. and every single stay has been wonderful. My family has grown a lot since our first stay 10 years ago, so staying in the bungalow gave everyone enough space while keeping us close. The room and grounds are very clean and well kept. The staff were so attentive. We arrived very late and they were great about giving us an option of seamless access to our room. We will certainly be back soon."

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 275 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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