Exclusive Windham Country Club Vacation Deals

Windham Country Club vacation package deals

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

SunView Motel

2.5 out of 5
Price was $376, price is now $340 per person
$340
per person
May 15 - May 18
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
Secluded Catskills Retreat Heated Pool Hot Tub Game Rooms The Hilltop Hideaway by Avantstay

Secluded Catskills Retreat Heated Pool Hot Tub Game Rooms The Hilltop Hideaway by Avantstay

3 out of 5
Save 100% on your flight
Price was $4,601, price is now $3,399 per person
$3,399
per person
May 15 - May 18
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Bring the family and enjoy the arcade/game room, along with volleyball. An outdoor pool is also provided.
Mins to Hunter Mountain Sleeps 36 Pool, Spa, Games & Bar Cozy Peaks Lodge by Avantstay

Mins to Hunter Mountain Sleeps 36 Pool, Spa, Games & Bar Cozy Peaks Lodge by Avantstay

3 out of 5
Save 100% on your flight
Price was $4,766, price is now $3,777 per person
$3,777
per person
May 15 - May 18
found 11 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

2 out of 5
Price was $478, price is now $395 per person
$395
per person
May 15 - May 18
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
This smoke-free hotel features 2 hot tubs, an outdoor pool, and a restaurant. Enjoy the sauna and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
Price was $535, price is now $459 per person
$459
per person
May 15 - May 18
found 11 hours 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 breakfast, free WiFi, and free self parking. A lobby fireplace, a communal living room, and a library are also on offer.
Discounted Winter Rates! Ski Retreat, Hot Tub, Fire Pit Windham Mountain House

Discounted Winter Rates! Ski Retreat, Hot Tub, Fire Pit Windham Mountain House

3 out of 5
Price was $1,521, price is now $1,337 per person
$1,337
per person
May 15 - May 17
found 7 hours ago
Roundtrip non-stop flight included
Seattle (SEA) 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.

Frequently asked questions

How much are vacation packages to Windham Country Club?
You'll want to check out Travelocity's awesome $340 Windham Country Club package deal. With all the money you save on flights and hotel stays, you'll be able to indulge in wining, dining and unforgettable local experiences. Windham Country Club, here you come!
Where can I get the best vacation package deals for Windham Country Club?
It's simple — browse Travelocity. With no less than 400 partner airlines and 1,000,000 properties worldwide, it's easy to put together a Windham Country Club package deal that suits your needs.
Why should I book my Windham Country Club vacation bundle via Travelocity?
Because life is all about the journey, and we have everything you could hope for to help you on your way. With our excellent service and Price Match Guarantee, you can book your trip with confidence. And you can sleep easy while you're away knowing we're here for you with our round-the-clock support.

Top Windham Country Club hotel deals

Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $161 total per night
$161 total
Mar 17 - Mar 18
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
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
$176 nightly
The price is $189 total per night
$189 total
Mar 22 - Mar 23
Total with taxes and fees
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.
Pet friendly
Parking included
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
$204 nightly
The price is $220 total per night
$220 total
Mar 16 - Mar 17
Total with taxes and fees
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.
Pool
Pet friendly
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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.