Find 4 Star Hotels in Windham, NY from $170

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Compare Windham 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Woodstock Way Hotel

4.0 star property
9.4 out of 10, Exceptional, (170)
"Great location and friendly staff "
$396 nightly
The price is $439
Aug 20 - Aug 21
Total includes taxes and fees
Woodstock Way Hotel

Shandaken Inn

4.0 star property
10.0 out of 10, Exceptional, (260)
"This is a charming place to stay with beautiful views, great food and a warm and welcoming staff."
Shandaken Inn

The Hidden Inn

4.0 star property
9.2 out of 10, Wonderful, (39)
"Beautiful renovated inn with good dining on premises."
$154 nightly
The price is $170
Aug 28 - Aug 29
Total includes taxes and fees
The Hidden Inn

Hotel Mountain Brook

4.0 star property
9.8 out of 10, Exceptional, (494)
"We had a wonderful stay at Hotel Mountainbrook and enjoyed everything about it. All the staff were so accommodating and friendly. Our room was very comfortable and clean. A quiet, beautiful setting and Breakfast was excellent. We look forward to coming back! "
$209 nightly
The price is $226
Sep 2 - Sep 3
Total includes taxes and fees
Hotel Mountain Brook

The Herwood Inn

4.5 star property
9.6 out of 10, Exceptional, (82)
"Exceptional host and very clean. Would most definitely stay again."
$261 nightly
The price is $293
Sep 16 - Sep 17
Total includes taxes and fees
The Herwood Inn

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent house, very clean and great location. Host Henry was phenomenal at communicating and very helpful with any questions. Will definitely stay again."
$407 nightly
The price is $439
Aug 20 - Aug 21
Total includes taxes and fees
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

Coldbrook Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (7)
"Superbly designed B&B where comfort is found in every detail - from the beds to the fire pit with s'mores kits to the breakfast choices. Amazing experience - the modern, fresh and inviting design of this B&B is nestled in the woods with views of the mountains. We spent a long weekend here, exploring the local towns and trails by day, happy to come home to this lovely B&B every evening. We'll be back!"
Coldbrook Bed and Breakfast

Charming 3 bedroom, 2 bathroom Catskills cottage

4.0 star property
6.6 out of 10, (4)
"Cozy and convenient for our visit to Woodstock surrounding area. "
Charming 3 bedroom, 2 bathroom Catskills cottage

Catskills Estate with OUTDOOR SHOWER, HOT TUB, SAUNA, BAR, GYM, DOG RUN & EV HUB

4.0 star property
10.0 out of 10, Exceptional, (3)
"My friends and I had a great time staying here. The check-in was very easy and the place was lovely."
Catskills Estate with OUTDOOR SHOWER, HOT TUB, SAUNA, BAR, GYM, DOG RUN & EV HUB

Ski hunter, Indoor pool & sauna .2 miles to slopes

4.0 star property
9.4 out of 10, Exceptional, (20)
"No AC on this property should be more clear for summer rentals. Pool pics don't match reality very dark and causes condensation on lower floor. Needs better process for handling garbage. More cans or an actual dumpster during stays. Hard to keep bugs out and stay cool with broken screens all over the property. Several potholes in driveway and some black mold in the downstairs bathroom. The additional "bedrooms" are just common areas. Truly only 5 bedrooms with their own doors but 7 sleeping...
Ski hunter, Indoor pool & sauna .2 miles to slopes
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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.

Learn more about Windham

Nestled in the Catskills, this mountain town transforms from a powdery ski paradise to a lush hiking haven with seasons. Visit Windham Mountain for thrilling slopes in winter or explore the scenic Rail Trail when summer's wildflowers frame perfect mountain views.

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Frequently asked questions

How much does it cost to stay in a 4-star hotel in Windham?
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What's the difference between 5-star and 4-star hotels in Windham?
Offering a welcoming guest experience and upscale décor, 4-star hotels are a terrific option for your Windham escape. These types of stays generally come with loads of useful amenities that make it a breeze to unpack and relax — think complimentary bathrobes, gyms and restaurants. Or get a taste of the high life at a 5-star hotel designed to spoil you with high-end perks and amenities. Round-the-clock concierge service, complimentary toiletries and fine dining are typically included at these plush properties.
Does Windham have any 4-star all-inclusive resorts?
Finding your dream resort in Windham is as easy as typing in your travel details and clicking on our "All inclusive" filter. Stay and play where almost everything is already taken care of like your meals, room, entertainment and activities, or opt for a standard 4-star resort in or around this top destination.