Search Deals onBearsville Vacation Packages
Bearsville Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Vienna
Price was $940, price is now $748 per person
$748
per person
Nov 3 - Nov 10
found 7 hours ago
Roundtrip non-stop flight included
Oakland (OAK) 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 $6,445, price is now $5,075 per person
$5,075
per person
Nov 29 - Dec 3
found 7 hours ago
Roundtrip flight included
New York (NYC) 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 $6,458, price is now $5,088 per person
$5,088
per person
Nov 29 - Dec 3
found 7 hours ago
Roundtrip flight included
New York (NYC) 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.
Wylder Hotel Windham
Price was $1,046, price is now $878 per person
$878
per person
Nov 29 - Dec 3
found 7 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.
The Haüs Windham
Price was $1,011, price is now $866 per person
$866
per person
Nov 29 - Dec 3
found 7 hours ago
Roundtrip flight included
New York (NYC) 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.
Fantastic definitely a wonderful escape
Reviewed on Oct 2, 2026
Eastwind Windham
Price was $968, price is now $889 per person
$889
per person
Nov 29 - Dec 3
found 7 hours ago
Roundtrip flight included
New York (NYC) 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.
Windham NY Escape
Price was $1,302, price is now $1,208 per person
$1,208
per person
Nov 29 - Dec 3
found 7 hours ago
Roundtrip flight included
New York (NYC) 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
Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort
Price was $2,072, price is now $1,923 per person
$1,923
per person
Nov 29 - Dec 3
found 7 hours ago
Roundtrip flight included
New York (NYC) 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.
Bearsville Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Bearsville Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
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