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
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

Our top choices for Windham motels

A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.

1. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (150 reviews)
"the rooms were spotless. the owners were great. Had a wonderful stay"
United States
Nancy
The price is P8,724
P9,422 total
includes taxes & fees
Nov 8 - Nov 9
Cave Mountain Motel
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

2. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
9.2 out of 10, Wonderful, (10 reviews)
"We had a wedding in the area and this place was perfect for our needs. There’s a bar to the front of the property, which was fun to hang out and play pool. The beds were comfortable and the rooms were clean."
United States
Robin
The price is P8,390
P9,061 total
includes taxes & fees
Oct 15 - Oct 16
Jimmy OConnors Windham Mountain Inn
A covered porch with outdoor seating, a staircase, and potted plants.

3. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (497 reviews)
"Great place to stay!"
United States
Eric
The price is P5,592
P6,151 total
includes taxes & fees
Nov 3 - Nov 4
The Colonial Motel
A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

4. SunView Motel

SunView Motel
2.5 star property
Tannersville
8.6 out of 10, Excellent, (627 reviews)
"Great hotel!"
United States
Victoria
The price is P6,543
P7,066 total
includes taxes & fees
Oct 12 - Oct 13
SunView Motel
A river flowing through a forested area with rocks and autumn-colored trees.

5. Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (155 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 P9,352
P10,100 total
includes taxes & fees
Nov 5 - Nov 6
Black Bear Lodge
A swimming pool with lounge chairs and potted plants.

6. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (181 reviews)
"For such a small motel surprisingly clean and cozy. I will recommend this place without any hesitation."
United States
Marika
The price is P7,532
P8,134 total
includes taxes & fees
Nov 4 - Nov 5
Moore's Motel
A road with a yellow sign and a billboard.

7. Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very good, (221 reviews)
"Great spot! Friendly and attentive staff, clean rooms, and reasonably priced!"
United States
Jabari
The price is P6,276
P6,778 total
includes taxes & fees
Oct 20 - Oct 21
Four Seasons Motel
A living room with a leather sofa, a wooden coffee table, a TV on a wooden stand, and a window with curtains.

8. Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (540 reviews)
"Older motel, room was clean, friendly staff, tv was good and working, shower and bathroom clean, beds could be better but ok."
United States
Oleg
The price is P6,703
P7,239 total
includes taxes & fees
Nov 2 - Nov 3
Red Ranch Motel
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

9. The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (62 reviews)
"Wonderful Stay"
United States
Daniel
The price is P9,804
P10,980 total
includes taxes & fees
Nov 8 - Nov 9
The Graham & Co.
A living room with a fireplace, a television, a sofa, and a coffee table.

10. Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
7.0 out of 10, Good, (210 reviews)
"We checked in after hours, which was easy and all communication was excellent! The room is outdated but clean. The beds are comfortable. We stayed overnight to hike a trail earlier in the morning. Not far from places to eat."
United States
april
The price is P5,336
P6,874 total
includes taxes & fees
Oct 13 - Oct 14
Margaretville Motel
A forested area with tall trees and a grassy field.

11. Catskill Motor Court Motel

Catskill Motor Court Motel
2.5 star property
Catskill
6.0 out of 10, (137 reviews)
"Staff was very friendly."
United States
Allyson
The price is P5,492
P5,931 total
includes taxes & fees
Nov 8 - Nov 9
Catskill Motor Court Motel
A residential area with a driveway leading to a house with a porch.

12. Peloke's Motel

Peloke's Motel
2.0 star property
Catskill
6.4 out of 10, (181 reviews)
"Staff was very kind and courteous! "
United States
Julian
The price is P6,841
P7,662 total
includes taxes & fees
Nov 8 - Nov 9
Peloke's Motel
A motel with a prominent sign reading '21B MOTEL' on the roof.

13. 21B Motel

21B Motel
West Coxsackie
The price is P7,533
P8,136 total
includes taxes & fees
Oct 11 - Oct 12
21B Motel
A bedroom with a bed, a sliding door, a TV, a shelf, and a clock.

14. The Vine on main

The Vine on main
2.0 star property
Stamford
8.0 out of 10, Very good, (105 reviews)
"It was a very nice and clean room."
United States
Dana
The price is P11,865
P13,051 total
includes taxes & fees
Oct 11 - Oct 12
The Vine on main
A cozy room with wooden walls, a dining table with chairs, a fireplace, and a staircase.

15. The Leeway

The Leeway
2.0 star property
Mount Tremper
10.0 out of 10, Exceptional, (24 reviews)
"Staff was helpful and friendly. Cabin was great"
Taiwan
Shih-Chun
The price is P14,366
P16,090 total
includes taxes & fees
Nov 2 - Nov 3
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Maravilloso lugar para hospedarse. Tranquilo y muy acogedor."
MARCOS 1-night trip
Posted 4 hours ago
Hunter Lodge, a Bluebird by Lark

Find out more about Windham

Windham Motels information

Number of reviews
1,715
Accommodation
16 Motels
Lowest Price
P5,931
Highest Price
P16,090

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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