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

Find 5 Star Hotels in Windham, NY from $209

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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
$186 nightly
The price is $209
Aug 3 - Aug 4
Total with taxes and fees
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
$263 nightly
The price is $295
Jul 14 - Jul 15
Total with taxes and fees
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.

See all hotels in Windham
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 7 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

Ready for an incredible adventure? Add even more luxury on your next trip to Windham by treating yourself to the best of the best when it comes to accommodation. It's an ideal combination. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Windham so popular in the last year. There's no reason to delay a getaway to Windham any longer. Furthermore, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. Our 5-star hotels in Windham are the perfect places to relax in during your next getaway. Don't wait any longer!

5-Star Hotels in Windham

Don't be afraid to request the best service from your hotel, along with pristine rooms. Excellent customer care, luxurious bedding, and rejuvenating spa offerings are all on offer. You're sure to find exactly the accommodation you need. We should also mention, the hotels in this area receive fantastic marks for customer satisfaction, so you know you'll be well cared for during your getaway. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A deep-tissue massage to help your cares fall away? Comfortable beds, piping hot coffees, and even spectacular views...these hotels will leave you amazed. Want to see for yourself? Plenty of visitors recommend this location.

Yearning for experiences outside your hotel room? We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Windham are waiting for you to rest up after an exciting day.

Your Getaway Starts Today

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. It's time to indulge yourself -- Expedia can help you land a great deal on accommodation. Opt for one of our Windham 5-star hotels today and relax in total tranquility at your convenience.

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 factors such as when you plan to go and the length of your trip. Our insider tip for bagging the best deal? Use our pricing filters to compare all of the available hotels for your chosen dates.

  • Search for the lowest price per night from $256

What makes a hotel 5 stars in Windham?
From gourmet restaurants and all-day fitness centers to pools and premium bedding, the 5-star experience in Windham is all about luxury and relaxation. But it requires more than just top-notch perks to receive a 5-star rating. Accommodations must also deliver extraordinary guest-focused services like beauty treatments, on-site laundry and 24-hour concierge services.
Are there any 5-star all-inclusive resorts in Windham?
Our filters are the best way to find exactly what you're looking for. Select "5-star" and "All inclusive" to see the most upscale resorts in Windham where your accommodations, meals, activities and entertainment are included in the upfront price. At these retreats, your trip is pure extravagance from the moment you enter the lobby.

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