
Windham Vacations from $209
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The Latest Windham vacation packages
Price found within the past 48 hours. Click for updated prices.

SunView Motel
per person
Aug 4 - Aug 6
found 11 hours ago
Roundtrip flight included
Cleveland (CLE) to Hudson (HCC)
8.6/10 Excellent! (536 reviews)
This place is, in the best possible way, a blast from the past! A nice, quaint roadside motel with a mountain vibe! Great views of the Catskills from the small hill where there’s a fire pit and Adirondack chairs for relaxation and lounging. Re-read Rip Van Winkle after a fantastic dinner at Deer Mountain Inn as it got dark looking upon the mountains where the story took place. Picturesque and perfect! Had the entire motel to myself and it was so nice, quiet, peaceful and relaxing. Wonderful experience!
Reviewed on Jun 16, 2025

AutoCamp Catskills
per person
Aug 4 - Aug 6
found 11 hours ago
Roundtrip flight included
Cleveland (CLE) to Hudson (HCC)
9/10 Wonderful! (399 reviews)
I enjoyed the common space/lodge. It poured during our stay, so it was good to have a dry space to gather with the friends that we went with.
I disliked that there were limited activities for children. A larger playground, pool or splash pad would be nice additions.
Reviewed on Jun 30, 2025



Discover the most popular places to visit in Windham
Windham Mountain Resort
4.5/5(89 reviews)
Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.
Windham Country Club
4.5/5(3 reviews)
Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area.
Windham Hotel Deals

Hotel Vienna
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $132 total per night from Jul 6 to Jul 7
$132 total
Jul 6 - Jul 7
Total includes taxes and fees
9.2/10 Wonderful! (580 reviews)
"Wonderful place, I love it and and definitely recommend."
Reviewed on Jun 30, 2025

Eastwind Windham
5088 NY-23, Windham, NY
$229 nightly
The price is $247 total per night from Jul 6 to Jul 7
$247 total
Jul 6 - Jul 7
Total includes taxes and fees
9.2/10 Wonderful! (56 reviews)
"Friendly staff, accommodating and clean Some of it under construction"
Reviewed on May 23, 2025

Wylder Hotel Windham
19 New York 296, Windham, NY
$216 nightly
The price is $234 total per night from Jul 7 to Jul 8
$234 total
Jul 7 - Jul 8
Total includes taxes and fees
8.4/10 Very Good! (60 reviews)
"Great!"
Reviewed on Jun 30, 2025
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.
Find the Best Windham Vacation Packages
Windham Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Population | 370 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Hunter Mountain, Zoom Flume and Blackhead Mountain Country Club |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.