Search Deals onMillerton Vacation Packages
Millerton Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Vienna
Price was $541, price is now $473 per person
$473
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) 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 Country Club and Windham Mountain Resort are located nearby.
All good ! Amazing staff!
Reviewed on Jul 2, 2026
The Haüs Windham
Save 100% on your flight
Price was $798, price is now $598 per person
$598
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) 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.
Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain
Save 100% on your flight
Price was $5,251, price is now $4,064 per person
$4,064
per person
Sep 10 - Sep 13
found 6 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 $5,088, price is now $4,073 per person
$4,073
per person
Sep 10 - Sep 13
found 6 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.
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House
Save 100% on your flight
Price was $1,844, price is now $1,529 per person
$1,529
per person
Sep 10 - Sep 13
found 6 hours ago
Roundtrip flight included
New York (NYC) 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 Mountain Resort and Windham Country Club are located nearby.
Wylder Hotel Windham
Price was $760, price is now $672 per person
$672
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) to Hudson (HCC)
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Beautiful and spacious balcony overlooking the mountains and golf course. We loved the view from our room 521. . Great place to relax before dinner with a glass of wine/cheese.
Location is good within walking distance to a most wonderful restaurant named prominence. Highly recommend. The on site restaurant was nice too.
Biggest disadvantage was the tv as it does not have any cable and then ending up with no signal at all. Other than that it was a really great place to stay.
Reviewed on Jun 15, 2026
Eastwind Windham
Price was $699, price is now $631 per person
$631
per person
Sep 10 - Sep 13
found 6 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 Country Club and Windham Mountain Resort are located nearby.
Beautiful location. Really loved the full window ceiling in the cabin’s shower!
Reviewed on Jun 19, 2026
Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort
Save 100% on your flight
Price was $2,496, price is now $2,255 per person
$2,255
per person
Sep 10 - Sep 13
found 6 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 Country Club and Windham Mountain Resort are located nearby.
Millerton Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
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