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Bearsville Vacation Packages

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Bearsville Flight + Hotel Packages

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

Wylder Hotel Windham

3.5 out of 5
Price was $651, price is now $560 per person
$560
per person
Dec 10 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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.
Clean and comfortable, but No heater , it was so cold. No free wifi .

Reviewed on Oct 19, 2026

Hotel Vienna

Hotel Vienna

3 out of 5
Price was $681, price is now $597 per person
$597
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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.
Good Staff

Reviewed on Oct 22, 2026

Eastwind Windham

Eastwind Windham

3.5 out of 5
Price was $871, price is now $767 per person
$767
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Houston (IAH) 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.
Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay.

Reviewed on Oct 20, 2026

The Haüs Windham

The Haüs Windham

2 out of 5
Price was $1,640, price is now $1,526 per person
$1,526
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Houston (IAH) 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.
Definitely see this place its great

Reviewed on Oct 16, 2026

Bearsville Vacation Packages 3-4 Night Stays

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

Hotel Vienna

3 out of 5
Price was $681, price is now $597 per person
$597
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Hudson (HCC)
Eastwind Windham

Eastwind Windham

3.5 out of 5
Price was $871, price is now $767 per person
$767
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Houston (IAH) to Hudson (HCC)
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $1,640, price is now $1,526 per person
$1,526
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Houston (IAH) to Hudson (HCC)