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Lake Hill Vacation Packages

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A calm river with clear water, surrounded by autumn-colored trees and rocky banks.

Lake Hill
New York
United States of America
North America
Hotwire.com

Lake Hill Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Hotel Vienna

3 out of 5

Price was $634, price is now $533 per person

$533

per person

Sep 27 - Oct 1

found 3 hours ago

Roundtrip flight included

New York (NYC) to Hudson (HCC)

Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.

lots of place to walk around

Reviewed on Aug 19, 2026

Wylder Hotel Windham

3.5 out of 5

Price was $1,118, price is now $921 per person

$921

per person

Sep 27 - Oct 1

found 3 hours ago

Roundtrip flight included

New York (NYC) to Hudson (HCC)

Stay at this hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.

Elodie was an absolute angel!! So accommodating and helpful in everywhere. It was my second time visiting and will definitely be back again

Reviewed on Aug 19, 2026

Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

3 out of 5

Price was $2,789, price is now $2,472 per person

$2,472

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Hudson (HCC)

Stay at this chalet in Windham. Enjoy free WiFi, free parking, and a sauna. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.

The Haüs Windham

2 out of 5

Price was $921, price is now $878 per person

$878

per person

Sep 19 - Sep 21

found 1 day ago

Roundtrip flight included

White Plains (HPN) to Hudson (HCC)

Stay at this hotel in Windham. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Windham Mountain Resort and Windham Country Club 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

Eastwind Windham

3.5 out of 5

Price was $899, price is now $867 per person

$867

per person

Sep 19 - Sep 21

found 1 day ago

Roundtrip flight included

White Plains (HPN) to Hudson (HCC)

Book a stay at this golf hotel in Windham. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.

The staff was friendly and the room was clean and comfortable. Would love to come back again!

Reviewed on Aug 17, 2026

Windham NY Escape

3 out of 5

Price was $972, price is now $942 per person

$942

per person

Sep 19 - Sep 21

found 1 day ago

Roundtrip flight included

White Plains (HPN) to Hudson (HCC)

Stay at this cabin in Hensonville. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.

The best

Reviewed on Oct 6, 2025