Exclusive Windham Mountain Resort Vacation Deals

Windham Mountain Resort vacation package deals

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 1 day ago
Roundtrip flight included
Grand Rapids (GRR) to Hudson (HCC)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a lobby fireplace, and a communal living room are also on offer.
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 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hudson (HCC)
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
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 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hudson (HCC)
An outdoor pool, free self parking, and barbecue grills are featured at this cottage. WiFi in public areas is free. A terrace is also provided.
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 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hudson (HCC)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.
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 1 day ago
Roundtrip flight included
Grand Rapids (GRR) to Hudson (HCC)
This hotel features a restaurant and 2 bars/lounges. Enjoy the sauna and perks like free self parking and free WiFi. A lobby fireplace, a communal living room, and a picnic area are also on offer.
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 1 day ago
Roundtrip flight included
Grand Rapids (GRR) to Hudson (HCC)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A 24-hour gym and barbecue grills are also provided.

Frequently asked questions

How much are vacation packages to Windham Mountain Resort?
Save on your visit to Windham Mountain Resort by combining your flights and hotel stay into a $866 package. With all that extra money in your pocket, why not extend your stay and explore even more?
Where can I get the best vacation package deals for Windham Mountain Resort?
You'll find an excellent range of Windham Mountain Resort package deals on Travelocity. With 400 airlines and 1,000,000 worldwide properties, putting together a dream escape won't take long.
Why should I book my Windham Mountain Resort vacation bundle via Travelocity?
We offer 24/7 customer support, high-quality service and a Price Match Guarantee. Life is one big journey — and we have incredible destinations for you to journey to in every nook and cranny of the globe. Wander with us and your bank balance will thank you for it.

Top Windham Mountain Resort hotel deals

Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
$145 nightly
The price is $157 total per night
$157 total
Oct 1 - Oct 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's an indoor pool on site, and a terrace and a garden are also provided.
Pool
Breakfast included
5-Star. Luxury Condo, Heated Pool, Hot Tub, Ski in/out @ Windham

5-Star. Luxury Condo, Heated Pool, Hot Tub, Ski in/out @ Windham

Windham NY
Ski-in/ski-out access and a hot tub are featured at this smoke-free condo. There's a gym on site, and laundry facilities and barbecue grills are also offered.
Pool
Hot Tub
2 Bedroom Townhouse in front of Windham Mountain Ski Resort

2 Bedroom Townhouse in front of Windham Mountain Ski Resort

Windham NY
Ski-in/ski-out access and an indoor pool are featured at this smoke-free vacation home. Laundry facilities and barbecue grills are also provided.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Windham Mountain Resort
View all properties
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.

Explore More Ways to Travel with Travelocity