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Craryville Vacation Packages

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Craryville Flight + Hotel Packages

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Windham NY Escape

Windham NY Escape

3 out of 5
Price was $721, price is now $662 per person
$662
per person
Oct 16 - Oct 18
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Hudson (HCC)
Stay at this cabin in Hensonville. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
The best

Reviewed on Oct 6, 2025

The Haüs Windham

The Haüs Windham

2 out of 5
Price was $972, price is now $898 per person
$898
per person
Oct 16 - Oct 18
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Hudson (HCC)
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Firstly I would like to say communication with the staff is extremely difficult. Constantly having to call multiple times to get to someone. For example, the code given for room wasn’t correct and communication took forever. There was no toiletries whatsoever and since communication was so hard it forced us to buy our own paper towels, towels, rags, etc. The property was nice but it was clear no housekeeping had been in there before we came. The nature was probably the only thing that made up for all the inconveniences.

Reviewed on Aug 13, 2026

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

3 out of 5
Price was $1,835, price is now $1,817 per person
$1,817
per person
Oct 16 - Oct 18
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Hudson (HCC)
Book a stay at this business-friendly cottage in Windham. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Windham Country Club and Windham Vineyards and Winery are located nearby.