Find hotels in Windham, NY from $99

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Compare 1,785 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
The price is $125 per night from Jun 19 to Jun 20
$125
per night
Jun 19 - Jun 20
1.28 mi from city center
9.2/10 Wonderful! (216 reviews)
"Just outside of Windham, a newly renovated beautiful hotel. Everything seems brand new. The rooms had fantastic woodwork that give it a European appeal."

Reviewed on Jun 7, 2023

Hotel Vienna
Albergo Allegria Hotel & Breakfast Restaurant
3.5 out of 5
43 State Route 296, Windham, NY
The price is $142 per night from Jun 11 to Jun 12
$142
per night
Jun 11 - Jun 12
1.09 mi from city center
9.4/10 Exceptional! (211 reviews)
"Enjoyed sitting by the fire after dinner and getting to know the owners and other guests."

Reviewed on May 30, 2023

Albergo Allegria Hotel & Breakfast Restaurant
Winwood Inn & Condominiums
3 out of 5
5220 NY-23, Windham, NY
The price is $157 per night from Jun 19 to Jun 20
$157
per night
Jun 19 - Jun 20
0.58 mi from city center
8.4/10 Very Good! (245 reviews)
"I've stayed here before & it's my go to place to stay while I'm in Windham"

Reviewed on May 15, 2023

Winwood Inn & Condominiums

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Black Bear Lodge
2.5 out of 5
11985 RT23A, Prattsville, NY
The price is $149 per night from Jun 9 to Jun 10
$149
per night
Jun 9 - Jun 10
7.63 mi from city center
8.8/10 Excellent! (86 reviews)
"Overall a pleasant stay"

Reviewed on Mar 18, 2023

Black Bear Lodge
Moore's Motel
2.5 out of 5
14672 Main Street, Prattsville, NY
Fully refundableReserve now, pay when you stay
The price is $120 per night from Jun 9 to Jun 10
$120
per night
Jun 9 - Jun 10
9.37 mi from city center
8.4/10 Very Good! (88 reviews)
"The motel was clean...I stayed with my family(Spouse,Kid 8,Kid 4) They enjoyed. I would recommend this Motel for others."

Reviewed on Jun 5, 2023

Moore's Motel
The Colonial Motel
2.5 out of 5
37283 NY-23, Grand Gorge, NY
Fully refundableReserve now, pay when you stay
The price is $99 per night from Jun 11 to Jun 12
$99
per night
Jun 11 - Jun 12
12.85 mi from city center
9.2/10 Wonderful! (183 reviews)
Enjoyed our Stay
"This was a very nice motel in a very rural part of the Catskill Mountains. A comfortable bed, plenty of hot water, 1st class towels, sheets, soaps/etc. Wonderful hosts. Suggestions; grab-bar for the tub, taller toilets and overhead lights."

Reviewed on Jun 4, 2023

The Colonial Motel
Antique Rose Inn Windham
3 out of 5
326 State Route 296, Windham, NY
The price is $130 per night from Jun 12 to Jun 13
$130
per night
Jun 12 - Jun 13
1.89 mi from city center
9/10 Wonderful! (101 reviews)
"Owner was gracious in allowing each guest to choose what time was convenient for breakfast, so skiers could get out early, but others could sleep in."

Reviewed on Mar 14, 2023

Antique Rose Inn Windham
Beds on Clouds
3 out of 5
5320 Main Street, Windham, NY
The price is $171 per night from Jun 12 to Jun 13
$171
per night
Jun 12 - Jun 13
0.16 mi from city center
7.4/10 Good! (62 reviews)
"Great spot for a weekend getaway"

Reviewed on Jan 23, 2023

Beds on Clouds
Cave Mountain Motel
2.5 out of 5
10978 STATE RTE 23, Windham, NY
Fully refundableReserve now, pay when you stay
The price is $129 per night from Jun 11 to Jun 12
$129
per night
Jun 11 - Jun 12
1.88 mi from city center
9.2/10 Wonderful! (99 reviews)
"Very clean and well-maintained. Owner very welcoming. Overall a great experience with a view!"

Reviewed on May 30, 2023

Cave Mountain Motel
The Country Place Resort - Home of Zoom Flume Water Park
3 out of 5
20 Shady Glen Road, East Durham, NY
7.37 mi from city center
3.6/10 (17 reviews)
"Only open seasonally. They closed Sept. 6th. Had a booking for Oct. Not sure whybit let us book but they were not open and we had to scramble to find a playlce to stay in an area that was very booked up."

Reviewed on Oct 26, 2021

The Country Place Resort - Home of Zoom Flume Water Park
Windham 2 BR Cabin In The Woods  With Bonus Vintage Updated Camper ...
9.8/10 Exceptional! (77 reviews)
Nice secluded cabin stay
"We had a relaxing time. Nice place to stay for seclusion, relaxation, proximity to hiking spots. We visited in May just for a getaway and to be in the woods and it was great for that purpose; I’m sure it would be great if you were looking for adventure as well. The cabin itself was nice and cozy, ..."

Reviewed on May 9, 2023

Windham 2 BR Cabin In The Woods With Bonus Vintage Updated Camper ...
5 minutes from Zoom Flume and 20 minutes from the Ski Resorts
The price is $200 per night from Jun 9 to Jun 10
$200
per night
Jun 9 - Jun 10
7.97 mi from city center
5 minutes from Zoom Flume and 20 minutes from the Ski Resorts
Secluded Catskills cabin on a private road.
The price is $202 per night from Jun 11 to Jun 12
$202
per night
Jun 11 - Jun 12
13.09 mi from city center
10/10 Exceptional! (4 reviews)
"Great place to decompress and take in nature! We’ll be back!"

Reviewed on May 23, 2023

Secluded Catskills cabin on a private road.
Eastwind Windham
5088 NY-23, Windham, NY
The price is $273 per night from Jun 12 to Jun 13
$273
per night
Jun 12 - Jun 13
1.11 mi from city center
Eastwind Windham
TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps  6
The price is $112 per night from Jun 12 to Jun 13
$112
per night
Jun 12 - Jun 13
0.05 mi from city center
9/10 Wonderful! (31 reviews)
Excellent Location and Very Spacious
"Perfect location to be close to Windham Mountain and right in the center of town. Lots of space and sleeping options. Well stocked and good options for parking. Noise from outside the bar was a bit of a concern late at night, but I don’t think there is much that can be done about that."

Reviewed on Feb 1, 2023

TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6
Catskills Windham Hunter Mountain Cabin Getaway
The price is $302 per night from Jun 19 to Jun 20
$302
per night
Jun 19 - Jun 20
4.24 mi from city center
10/10 Exceptional! (6 reviews)
Rustic mountain house
"One night for our family of 10, beds were clean and comfortable, plenty of space, hot tub was enjoyed! If you enjoy rustic in the woods this is the place!"

Reviewed on May 23, 2023

Catskills Windham Hunter Mountain Cabin Getaway
Xenia Resort
2.5 out of 5
10241 Route 23A, Jewett, NY
5.93 mi from city center
8.4/10 Very Good! (30 reviews)
"Everything is great!!! Food delicious!!!"

Reviewed on Feb 27, 2023

Xenia Resort
High Peak Heaven: Cozy Log Cabin on 1 Acre!
4.79 mi from city center
10/10 Exceptional! (2 reviews)
So Much Fun
"My friend and I came up for my birthday weekend. We spent the weekend enjoying to area and the cabin was so quaint and clean. I loved how accurately it matched the listing and how accessible Doreen was for us. Thank you for making us feel at home."

Reviewed on May 15, 2023

High Peak Heaven: Cozy Log Cabin on 1 Acre!
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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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Windham hotels information

Number of reviews
1,458
Accommodation
1,785 hotels
Lowest Price
$99
Highest Price
$302

Frequently asked questions

What's the best place to stay in Windham?

Albergo Allegria Hotel & Breakfast Restaurant is a favorite with Expedia customers. This 3.5-star B&B offers a restaurant and free parking. Reviews from our site also recommend Cave Mountain Motel and Winwood Inn & Condominiums as top choices for your trip. See all available top hotels, or vacation rentals in Windham.

What are some of the best vacation home rentals that Windham has to offer?

Moonlight Reflections: This vacation home rental outside Windham is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all vacation rentals in Windham.

If I need to cancel my hotel reservation in Windham, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Windham.

Where can I learn more about changing or cancelling my trip to Windham?

For more details about rescheduling or cancelling your trip to Windham, go to https://www.expedia.com/service/.

What's the best place to stay on a budget in Windham?

Based on reviews, Winwood Inn & Condominiums is a popular 3-star resort for our travelers looking for an economical choice, and features free WiFi and free parking.

What's the best accommodation for families in Windham?

Winwood Inn & Condominiums is a top 3-star hotel on Expedia for families, and features a restaurant and free parking. Other good choices to stay with the kids include Antique Rose Inn Windham and Albergo Allegria Hotel & Breakfast Restaurant. Attractions in the area like Zoom Flume and Empire State Railway Museum are also fun for kids of all ages. Find more child-friendly accommodations in Windham.

What's the best hotel for couples in Windham?

Hotel Vienna is a favorite hotel for couples, and features jetted bathtubs and private balconies.

What's the best pet-friendly hotel in Windham?

Beds on Clouds is a top dog-friendly B&B, and offers free WiFi for its human guests. Hammo’s Lodge is another option for you and your pet.

What's the best place to stay close to Windham Mountain Resort?

Winwood Inn & Condominiums is one of the top choices for your stay based on our traveler data, and this 3-star resort offers a restaurant and free parking. It's located 1.5 mi (2.5 km) from Windham Mountain Resort.

What about the best place to stay close to Windham Vineyards and Winery?

One of the top choices for your stay is Cave Mountain Motel, located 2.4 mi (3.8 km) from Windham Vineyards and Winery, and this property offers free breakfast and free parking.

What's the best golf hotel in Windham?

Hotel Vienna is a top hotel that has an adjacent golf course and features free WiFi. Another good choice is The Thompson House if you'd like to be close to a golf course while in town. You can tee off at Windham Country Club during your trip. See more golf hotels in Windham.

What's the best place to stay to stay near the slopes in Windham?

Albergo Allegria Hotel & Breakfast Restaurant is a top 3.5-star B&B for a winter getaway, and features ski passes and free WiFi. This B&B is adjacent to Windham Mountain Resort. Other good options for your winter getaway include Hammo’s Lodge and Hotel Vienna. See all ski hotels in Windham.

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