Find 5 Star Hotels in Windham, NY from $161

Start date: Check-in selected.
To Date
End date: Check-out

Check availability on Windham 5 Star Hotels

Tonight
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 10 - Oct 12
Next weekend
Oct 17 - Oct 19

Compare Windham 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

AutoCamp Catskills
Premium bedding, down comforters, Tempur-Pedic beds, in-room safe

AutoCamp Catskills

5.0 star property
9.0 out of 10, Wonderful, (421)
"Loved it. "
$183 nightly
The price is $205
Oct 29 - Oct 30
Total with taxes and fees
AutoCamp Catskills
Urban Cowboy Lodge
Restaurant

Urban Cowboy Lodge

5.0 star property
9.2 out of 10, Wonderful, (168)
"Just the whole experience was amazing. We enjoyed it so much (my daughter and I) that we want to return for Mother's Day. "
$157 nightly
The price is $176
Oct 9 - Oct 10
Total with taxes and fees
Urban Cowboy Lodge
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Windham.
Woodstock Way Hotel

Woodstock Way Hotel

10 Waterfall Way, Woodstock, NY
$396 nightly
The price is $439 total per night from Nov 3 to Nov 4
$439 total
Nov 3 - Nov 4
Total with taxes and fees
9.4/10 Exceptional! (187 reviews)
Still don't see what you're looking for?
See all properties in Windham.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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

Experience relaxing Windham: its skiing, hiking, mountain views, and more!

See all hotels in Windham

Top Windham Hotel Reviews

AutoCamp Catskills

AutoCamp Catskills

10/10 Excellent
"We enjoyed an overnight stay at this Air Stream when we visited Kaaterskill Falls for our anniversary. Clean & spacious bathroom, nice to be able to take a hot shower after a full day hike. Kitchenette well equipped with mini fridge, microwave, electric kettle & dinnerware & utensils. Private picnic table & fire pit outside for campfire & cooking but you have to buy the firewood which wasn’t included in the resort fee. Had dinner at the clubhouse kitchen, burger was delicious. In the morning hiked the trail around the campground, very peaceful & quiet. Overall we had a memorable stay. "
Priscilla 1-night trip
Posted 4 days ago
AutoCamp Catskills
Urban Cowboy Lodge

Urban Cowboy Lodge

10/10 Excellent
"Just the whole experience was amazing. We enjoyed it so much (my daughter and I) that we want to return for Mother's Day. "
Brenda 2-night trip
Posted 2 weeks ago
Urban Cowboy Lodge

Find out more about Windham

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 $161

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia