A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

5 Stars Hotels in Windham, New York from CA $307

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Our top choices for Windham 5-star hotels

Reception

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (526 reviews)
"This is our 3rd time staying and LOVED"
United States
meijun
The price is CA $225
CA $307 total
includes taxes & fees
Aug 12 - Aug 13
AutoCamp Catskills
Interior detail

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (246 reviews)
"Everything was wonderful! Perfect for a long weekend getaway"
United States
Bonnie
The price is CA $373
CA $417 total
includes taxes & fees
Jul 20 - Jul 21
Urban Cowboy Lodge
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Windham.
Scribner's Catskill Lodge, A Member Of Design Hotels

Scribner's Catskill Lodge, A Member Of Design Hotels

13 Scribner Hollow Road Hunter NY
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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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A wooden covered bridge in a forest with autumn foliage.

Top Windham Hotel Reviews

AutoCamp Catskills

AutoCamp Catskills

10/10 Excellent
"I booked this vacation on Expedia and on arrival check-in was quick and smooth. Everyone was very helpful. I liked the casual decor of the place and our interactions with the staff, along with their professionalism,. The airstreams are a perfectly sized and clean with all the appropriate memories as advertised. Suggestions I would make are ice machines. It was over 100 degrees both nights I was there. My second suggestion would be a plugin induction cooker either built in or rentable for a meal prep. It was pouring rain both nights I was there so cooking outside had to be abandoned. And by the way people it’s dog friendly -amazing!"
allison 2-night trip
Posted 8 days ago
AutoCamp Catskills
Urban Cowboy Lodge

Urban Cowboy Lodge

10/10 Excellent
"This is an incredible stay in the Catskills capping off a weekend of hiking and sight seeing. It’s a bit pricey, it you get what you pay for. The soaking tubs, overall vibe, and sauna really make it effortless relaxation."
Jeffrey 1-night trip
Posted 13 days ago
Urban Cowboy Lodge

Find out more about Windham

Five Star Hotels in Windham

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Windham so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Windham and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Windham

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Windham

The results are in, and Windham 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Windham! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Windham today and settle down in the lap of luxury tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Windham?
How much you pay for a 5-star hotel in Windham depends on things like when you want to go and the length of your stay. Our insider tip for scoring the best deal? Use our pricing filters to compare all of the available accommodations for your selected dates.

  • Search for the lowest price per night from CA $327

What makes a hotel 5 stars in Windham?
In Windham, a hotel needs to offer a certain amount of upscale features to earn a 5-star rating. These can include saunas and spas, on-site gyms, gourmet restaurants, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their outstanding standard of service. You can look forward to things like nightly turn-down services, concierge services and in-room massages. Some may also offer thoughtful touches like a welcome gift.
Are there any 5-star all-inclusive resorts in Windham?
Our filter tool is the quickest way to narrow down what you want. Select "5-star" and "All inclusive" to see the most upscale resorts in Windham where your meals, lodging, activities and entertainment are included in the upfront price. At these getaways, your vacation is pure relaxation and indulgence from the moment you step foot in the lobby.

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