Search Deals onWindham Mountain Resort Vacation Packages
Windham Mountain Resort Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Vienna
Price was $732, price is now $629 per person
$629
per person
May 28 - Jun 1
found 3 hours ago
Roundtrip flight included
Chicago (CHI) 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.
Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay
Save 100% on your flight
Price was $6,336, price is now $4,591 per person
$4,591
per person
May 28 - Jun 1
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
Book a stay at this family-friendly cottage in Hensonville. Enjoy free parking, volleyball on site, and a pool table. Popular attractions Hunter Mountain and Windham Mountain Resort are located nearby.
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House
Save 100% on your flight
Price was $1,981, price is now $1,517 per person
$1,517
per person
May 28 - Jun 1
found 3 hours ago
Roundtrip flight included
Chicago (CHI) 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 Country Club and Windham Vineyards and Winery are located nearby.
The Haüs Windham
Price was $1,082, price is now $870 per person
$870
per person
May 28 - Jun 1
found 3 hours ago
Roundtrip flight included
Chicago (CHI) 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.
Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort
Save 100% on your flight
Price was $2,466, price is now $2,070 per person
$2,070
per person
May 28 - Jun 1
found 3 hours ago
Roundtrip flight included
Chicago (CHI) 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.
Perfect Family Vacation Home in the Mountains
Price was $1,887, price is now $1,676 per person
$1,676
per person
May 28 - Jun 1
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Hudson (HCC)
Stay at this vacation home in Windham. Enjoy free parking and a garden. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
3-4 Night Vacations in Windham Mountain Resort
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Windham Mountain Resort
Price found within the past 48 hours. Click for updated prices.
Windham Mountain Resort Last Minute Hotel Deals
Hotel Vienna
107 State Route 296 Windham NY
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. ...
Eastwind Windham
5088 NY-23 Windham NY
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 ...
Wylder Hotel Windham
19 New York 296 Windham NY
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 ...
Beds on Clouds
5320 Main Street Windham NY
Stay at this guesthouse in Windham. Enjoy free WiFi, free parking, and an area shuttle (surcharge). Popular attractions Windham Country Club and Windham Mountain ...
The Haüs Windham
218 NY-296 Windham NY
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 ...
Winwood Condominiums by Windham Mountain Club
5220 NY-23 Windham NY
Book a stay at this ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Country Club and Windham Mountain Resort ...
Albergo Allegria Hotel
43 State Route 296 Windham NY
Book a stay at this golf B&B in Windham. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Outpost by Windham Mountain Club
New York 23 5220 Windham NY
Book a stay at this ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Country Club and Windham Mountain Resort ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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