Search Deals onWindham Vacation Packages
Windham Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Vienna
Price was $540, price is now $477 per person
$477
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip flight included
Washington (DCA) 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.
We always like staying here. The bed is super comfortable and the outdoor area is very pretty. The receptionist was very nice. Did not ask her name but she works Sunday evening and Monday morning.
Reviewed on Jul 18, 2026
The Haüs Windham
Price was $594, price is now $520 per person
$520
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip flight included
Washington (DCA) 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.
Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort
Price was $2,295, price is now $2,105 per person
$2,105
per person
Sep 12 - Sep 16
found 15 hours ago
Roundtrip non-stop flight included
Evansville (EVV) 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.
Eastwind Windham
Price was $634, price is now $595 per person
$595
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip flight included
Washington (DCA) 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 place is perfect for couples, very quiet and relaxing. The cabin was clean and well mantained, the property has bikes that you can use. They welcome you with a smores kit. I recommend this place a lot!
Reviewed on Jul 13, 2026
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House
Price was $1,664, price is now $1,648 per person
$1,648
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip flight included
Washington (DCA) 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.
Windham Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
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