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Windham Mountain Resort Vacation Packages

Windham Mountain Resort Flight + Hotel Packages

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

Wylder Hotel Windham

3.5 out of 5
Price was $1,039, price is now $866 per person
$866
per person
Oct 30 - Nov 3
found 2 hours ago
Roundtrip flight included
Grand Rapids (GRR) 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 $1,104, price is now $991 per person
$991
per person
Oct 30 - Nov 3
found 2 hours ago
Roundtrip flight included
Grand Rapids (GRR) 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 Haüs Windham

The Haüs Windham

2 out of 5
Price was $1,160, price is now $1,064 per person
$1,064
per person
Oct 30 - Nov 3
found 2 hours ago
Roundtrip flight included
Grand Rapids (GRR) 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.
Windham NY Escape

Windham NY Escape

3 out of 5
Price was $1,216, price is now $1,149 per person
$1,149
per person
Oct 30 - Nov 3
found 2 hours ago
Roundtrip flight included
Grand Rapids (GRR) 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.
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $1,039, price is now $866 per person
$866
per person
Oct 30 - Nov 3
found 2 hours ago
Roundtrip flight included
Grand Rapids (GRR) 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 $4,967, price is now $3,482 per person
$3,482
per person
Oct 23 - Oct 26
found 2 hours ago
Roundtrip non-stop flight included
San Juan (SJU) 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 $5,133, price is now $3,680 per person
$3,680
per person
Oct 23 - Oct 26
found 2 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hudson (HCC)
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

3 out of 5
Save 100% on your flight
Price was $2,256, price is now $1,671 per person
$1,671
per person
Oct 23 - Oct 26
found 2 hours ago
Roundtrip non-stop flight included
San Juan (SJU) 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
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
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
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 Country Club and Windham Mountain Resort ...
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
Antique Rose Inn Windham

Antique Rose Inn Windham

3 out of 5
326 State Route 296 Windham NY
Book a stay at this ski B&B in Windham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Windham Mountain Resort and Windham Country Club ...
Antique Rose Inn Windham
See all 1,058 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.

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