Search Deals on
Windham Mountain Resort Vacation Packages

Windham Mountain Resort Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Vienna

Hotel Vienna

3 out of 5
Price was $662, price is now $559 per person
$559
per person
Nov 7 - Nov 11
found 22 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) 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.
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $973, price is now $780 per person
$780
per person
Nov 7 - Nov 11
found 22 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) 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.
Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

3 out of 5
Save 100% on your flight
Price was $5,830, price is now $4,703 per person
$4,703
per person
Nov 7 - Nov 11
found 22 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) 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.
Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

3 out of 5
Save 100% on your flight
Price was $5,632, price is now $4,547 per person
$4,547
per person
Nov 7 - Nov 11
found 22 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) 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.
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $1,095, price is now $900 per person
$900
per person
Nov 7 - Nov 11
found 22 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) 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.
Eastwind Windham

Eastwind Windham

3.5 out of 5
Price was $1,037, price is now $945 per person
$945
per person
Nov 7 - Nov 11
found 22 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) 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

Windham NY Escape

3 out of 5
Price was $1,258, price is now $1,164 per person
$1,164
per person
Nov 7 - Nov 11
found 22 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) 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.

3-4 Night Vacations in Windham Mountain Resort

Price found within the past 48 hours. Click for updated prices.
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $973, price is now $780 per person
$780
per person
Nov 7 - Nov 11
found 22 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Hudson (HCC)
Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

3 out of 5
Save 100% on your flight
Price was $5,830, price is now $4,703 per person
$4,703
per person
Nov 7 - Nov 11
found 22 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Hudson (HCC)
Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

3 out of 5
Save 100% on your flight
Price was $5,632, price is now $4,547 per person
$4,547
per person
Nov 7 - Nov 11
found 22 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Hudson (HCC)
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $1,095, price is now $900 per person
$900
per person
Nov 7 - Nov 11
found 22 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Hudson (HCC)

Windham Mountain Resort Last Minute Hotel Deals

Hotel Vienna

Hotel Vienna

3 out of 5
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. ...
Hotel Vienna
Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn

141 South St Windham NY
Book a stay at this ski motel in Windham. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Windham Mountain Resort and Windham Country ...
Jimmy OConnors Windham Mountain Inn
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
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 ...
Wylder Hotel Windham
Eastwind Windham

Eastwind Windham

3.5 out of 5
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 Mountain Resort and Windham Country ...
Eastwind Windham
The Haüs Windham

The Haüs Windham

2 out of 5
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 Mountain Resort and Windham Country Club ...
The Haüs Windham
The Winwood Condominiums

The Winwood Condominiums

3 out of 5
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 Mountain Resort and Windham Country ...
The Winwood Condominiums
Albergo Allegria Hotel

Albergo Allegria Hotel

3.5 out of 5
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 ...
Albergo Allegria Hotel
Windham NY Escape

Windham NY Escape

3 out of 5
317 New York 296 Hensonville NY
Stay at this cabin in Hensonville. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Windham Mountain Resort and Windham Country ...
Windham NY Escape
See all 1,067 properties in 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.

Discover Other Travel Deals