Windham Mountain Resort Vacation Deals: Windham Mountain Resort, Windham Vacations

Windham Mountain Resort vacation package deals

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

The Hidden Inn

$436

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Hudson (HCC)

A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking.

Game Farm Villa by Avantstay 10bdr, Private Pond, Spa, Pool Family-friendly

Save 100% on your flight

$3,259

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Hudson (HCC)

This cottage features an outdoor pool and a sauna. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills are provided for your convenience.

Hotel Vienna

Save 100% on your flight

$566

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Hudson (HCC)

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.

Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

Save 100% on your flight

$903

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Hudson (HCC)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and barbecue grills are also provided.

Kaatskill Mountain Club at Hunter Mountain

$485

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Hudson (HCC)

A restaurant and an outdoor pool are featured at this hotel. Enjoy the sauna and perks like free WiFi. A lobby fireplace, a picnic area, and luggage storage are also on offer.

Deer Mountain Inn

Save 100% on your flight

$1,125

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Hudson (HCC)

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

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 $436 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?

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Top Windham Mountain Resort hotel deals

Hotel Vienna

107 State Route 296, Windham, NY

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$161 total

Sep 11 - Sep 12

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

Luxury Windham Mtn Slope Side 3 BDRM Condo

Ski-in/ski-out access and a gym are featured at this smoke-free condo. WiFi in public areas is free. Laundry facilities and barbecue grills are also provided.

Pool

Kitchen

Fireplaces, Home Theater, Ski-In/Out Windham Lodge

This vacation home features ski-in/ski-out access and barbecue grills.

Kitchen

Washer

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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.