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
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep
In one month
25 Sep - 27 Sep
In two months
23 Oct - 25 Oct

Our top choices for Windham motels

Double Room, Mountain View | Exterior

1. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
8.6 out of 10, Excellent, (4 reviews)
"What a gem of a property! The brother and sister that own and operate this place are so sweet and hospitable, and the bar and motel are quaint and charming in a cozy, woodsy way. If I’m ever in the area I would absolutely stay here again."
United States
Amy
The price is 3.872.583 ₫
4.182.391 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Jimmy OConnors Windham Mountain Inn
Property entrance

2. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (484 reviews)
"Had a great stay!"
United States
Juerg
The price is 2.323.550 ₫
2.555.905 ₫ total
includes taxes & fees
31 Aug - 1 Sept
The Colonial Motel
View from property

3. Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (152 reviews)
"Perfect quiet little motel close to great hikes. Staff was courteous and had tons of information on things to do in the area."
United States
Gerald
The price is 3.885.622 ₫
4.196.472 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Black Bear Lodge
Standard Double Room | Travel cot, free rollaway beds, free WiFi, bed sheets

4. SunView Motel

SunView Motel
2.5 star property
Tannersville
8.6 out of 10, Excellent, (606 reviews)
"It served our purpose and was enjoyable."
United States
Arnold
The price is 3.443.600 ₫
3.718.984 ₫ total
includes taxes & fees
1 Sept - 2 Sept
SunView Motel
Outdoor pool

5. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (176 reviews)
"Great place. Right on BDR. Bring coffee or breakfast. Town does not have any place to get it."
United States
Dylan
The price is 3.129.360 ₫
3.379.709 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Moore's Motel
Porch

6. Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very good, (217 reviews)
"The staff were extremely helpful and the room was immaculate. I will definitely consider revisiting the next time I am in the area."
United States
Jeremy
The price is 2.607.800 ₫
2.816.424 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Four Seasons Motel
Desk, blackout curtains, iron/ironing board (on request), free WiFi

7. Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (520 reviews)
"Our house was clean and large. Some of the bedrooms need maintenance to electrical and A/C units."
United States
Efrain
The price is 3.351.545 ₫
3.619.627 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Red Ranch Motel
Fireplace

8. The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (56 reviews)
"Wonderful Stay"
United States
Daniel
The price is 4.196.733 ₫
4.700.560 ₫ total
includes taxes & fees
8 Sept - 9 Sept
The Graham & Co.
Reception

9. Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
7.0 out of 10, Good, (205 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 2.216.630 ₫
2.855.541 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Margaretville Motel
Property grounds

10. Catskill Motor Court Motel

Catskill Motor Court Motel
2.5 star property
Catskill
6.0 out of 10, (133 reviews)
"The owner is so lovely and was very helpful towards us! The place is great for a cheap and comfortable get-away. Unfortunately the pool wasn’t in use when we were there, but otherwise the facilities were exactly as advertised."
United States
Ella
The price is 3.042.433 ₫
3.285.827 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Catskill Motor Court Motel
Classic Room | Premium bedding, memory-foam beds, desk, laptop workspace

11. The Vine on main

The Vine on main
2.0 star property
Stamford
8.0 out of 10, Very good, (104 reviews)
"Clean room, great air conditioning, and nice wood touches"
United States
JeanMarie
The price is 4.928.747 ₫
5.421.621 ₫ total
includes taxes & fees
31 Aug - 1 Sept
The Vine on main
Front of property

12. Peloke's Motel

Peloke's Motel
2.0 star property
Catskill
6.4 out of 10, (177 reviews)
"Staff was very kind and courteous! "
United States
Julian
The price is 3.103.282 ₫
3.475.676 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Peloke's Motel
Loft Duplex w/ Deck | In-room dining

13. The Leeway

The Leeway
2.0 star property
Mount Tremper
10.0 out of 10, Exceptional, (22 reviews)
"Staff was helpful and friendly. Cabin was great"
Taiwan
Shih-Chun
The price is 6.267.847 ₫
7.019.989 ₫ total
includes taxes & fees
8 Sept - 9 Sept
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

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"Was a beautiful space made it great for a parents getaway."
Vannetta 2-night trip
Posted 4 hours ago
Woodstock Way Hotel

Find out more about Windham

Windham Motels information

Number of reviews
2,109
Accommodation
16 Motels
Lowest Price
2.555.905 ₫
Highest Price
7.019.989 ₫

Frequently asked questions

What can I expect from a motel trip to Windham?
If you're having trouble locating a motel in Windham, consider some of the motels we suggest around the area or let Expedia help you find something similar from over 268 hotels and other lodging options. Simply filter using our search tools by nightly room rate or cost-effective amenities such as free breakfast and free airport transport.
What are motels like?
At many motels, you'll often find a free parking spot and an outdoor pool. When you stay at a motel property, you'll usually access your room from an outside corridor overlooking the car park. Beginning in the early 1950s, eye-catching neon signs enticed road-weary travellers, and examples can still be seen today along historic US Route 66.
What can I do in Windham?
In this relaxing area, you can explore the ski slopes and enjoy the coffee shops 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 Gilboa Museum. 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 road trip, 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 temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.
What are my options for getting around Windham while 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 centre. If you'd like to explore around the area, you may want to rent a car for your trip.

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