Search Deals onBearsville Vacation Packages
Bearsville Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Vienna
Price was $607, price is now $500 per person
$500
per person
Oct 11 - Oct 14
found 18 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) 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.
Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain
Save 100% on your flight
Price was $4,585, price is now $3,308 per person
$3,308
per person
Oct 11 - Oct 14
found 18 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Hudson (HCC)
Stay at this cottage in Hensonville. Enjoy free parking and air conditioning. Popular attractions Windham Mountain Resort and Hunter Mountain are located nearby.
Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain
Save 100% on your flight
Price was $4,616, price is now $3,509 per person
$3,509
per person
Oct 11 - Oct 14
found 18 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Hudson (HCC)
Stay at this cottage in Hensonville. Enjoy free parking, volleyball on site, and a pool table. Popular attractions Windham Mountain Resort and Hunter Mountain are located nearby.
The Haüs Windham
Price was $1,000, price is now $765 per person
$765
per person
Oct 11 - Oct 14
found 18 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) 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
Wylder Hotel Windham
Price was $956, price is now $754 per person
$754
per person
Oct 11 - Oct 14
found 18 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) 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.
Windham NY Escape
Price was $965, price is now $819 per person
$819
per person
Oct 11 - Oct 14
found 18 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) 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
Eastwind Windham
Price was $1,269, price is now $1,090 per person
$1,090
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) 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.
Bearsville Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain
Save 100% on your flight
Price was $4,585, price is now $3,308 per person
$3,308
per person
Oct 11 - Oct 14
found 18 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Hudson (HCC)
Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain
Save 100% on your flight
Price was $4,616, price is now $3,509 per person
$3,509
per person
Oct 11 - Oct 14
found 18 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Hudson (HCC)
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