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

James

AED 524 total

includes taxes & fees

7 Oct - 8 Oct

A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

2. SunView Motel

Tannersville

Victoria

AED 414 total

includes taxes & fees

1 Oct - 2 Oct

A covered porch with outdoor seating, a staircase, and potted plants.

3. The Colonial Motel

Grand Gorge

Eric

AED 310 total

includes taxes & fees

27 Oct - 28 Oct

A swimming pool with lounge chairs and potted plants.

4. Moore's Motel

Prattsville

Marika

AED 476 total

includes taxes & fees

30 Sep - 1 Oct

A river flowing through a forested area with rocks and autumn-colored trees.

5. Black Bear Lodge

Prattsville

Gerald

AED 591 total

includes taxes & fees

1 Oct - 2 Oct

A living room with a leather sofa, a wooden coffee table, a TV on a wooden stand, and a window with curtains.

6. Red Ranch Motel

Catskill

Dhan

AED 510 total

includes taxes & fees

30 Sep - 1 Oct

A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

7. The Graham & Co.

Phoenicia

Daniel

AED 701 total

includes taxes & fees

30 Sep - 1 Oct

A wooden deck with a flower pot and a view of a playground area with picnic tables and a small shed.

8. Four Seasons Motel

Catskill

Jabari

AED 397 total

includes taxes & fees

30 Sep - 1 Oct

A forested area with tall trees and a grassy field.

9. Catskill Motor Court Motel

Catskill

Allyson

AED 372 total

includes taxes & fees

30 Sep - 1 Oct

A living room with a fireplace, a television, a sofa, and a coffee table.

10. Margaretville Motel

Margaretville

Dianna

AED 402 total

includes taxes & fees

30 Sep - 1 Oct

A residential area with a driveway leading to a house with a porch.

11. Peloke's Motel

Catskill

Julian

AED 531 total

includes taxes & fees

30 Sep - 1 Oct

A cozy room with wooden walls, a dining table with chairs, a fireplace, and a staircase.

12. The Leeway

Mount Tremper

Shih-Chun

AED 1,036 total

includes taxes & fees

30 Sep - 1 Oct

A bedroom with a bed, a sliding door, a TV, a shelf, and a clock.

13. The Vine on main

Stamford

Dana

AED 764 total

includes taxes & fees

30 Sep - 1 Oct

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Top Windham Hotel Reviews

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

8/10 Good

"The continental breakfast was typical. The coffee was fantastic though - freshly ground beans and brewed by the cup. The shower water pressure and temperature were average at best. Beautiful view if your room is on the back side of the building. Easy to locate and park."

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

8/10 Good

"Overall, the cabin was nice. Especially if you're only planning on staying a few days. But for the price you pay for 2 nights, they could have better utensils, pan, a few more cooking utensils and a kettle for the hot water. These are just a few inexpensive amenities that these places should all have! Because most people are probably cooking there own food nowadays either by choice or the fact that there's nothing close by. But aside from the kitchen issues, this was a very nice, enjoyable getaway. I would definitely recommend it to anyone who loves the outdoors!"

Jimmy OConnors Windham Mountain Inn

10/10 Excellent

"Cool little spot with the inn at the back of the property and the restaurant at the front. It’s been passed down through the family and I met the owner inside during a quick dinner, down to earth guy. The room is very vey clean and still sporting the original textures and fixtures, real retro feeling, I loved it."

Emerson Resort & Spa

10/10 Excellent

"If you are looking for a very peaceful, serene getaway to completely reset, book this place immediately. The quiet, beautiful atmosphere makes it a true sanctuary.The hospitality here is next level. Jackie was incredibly nice and welcoming from start to finish. Jonathan went out of his way to take gorgeous birthday pictures for me the second I asked. The absolute hero of my trip was Kristine, who literally saved me when I found myself stranded in the middle of nowhere!This team protects your peace of mind, I am telling everyone about this gem, and I am definitely coming back to the Emerson!"

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 268 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 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.

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