Exclusive Windham Country Club Vacation Deals

Windham Country Club vacation package deals

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

Eastwind Windham

3.5 out of 5
Save 100% on your flight
Price was $1,422, price is now $1,116 per person
$1,116
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) 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.
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 $3,301, price is now $2,379 per person
$2,379
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) 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.
Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay

Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay

3 out of 5
Price was $17,228, price is now $12,573 per person
$12,573
per person
Jul 19 - Jul 26
found 5 hours ago
Roundtrip flight included
Houston (HOU) to Hudson (HCC)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and barbecue grills. An outdoor pool and a terrace are also provided.
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $1,825, price is now $1,384 per person
$1,384
per person
Jul 19 - Jul 26
found 5 hours ago
Roundtrip flight included
Houston (HOU) 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.
Perfect Family Vacation Home in the Mountains

Perfect Family Vacation Home in the Mountains

2 out of 5
Save 100% on your flight
Price was $2,692, price is now $2,134 per person
$2,134
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $1,750, price is now $1,396 per person
$1,396
per person
Jul 19 - Jul 26
found 5 hours ago
Roundtrip flight included
Houston (HOU) 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.

Frequently asked questions

How much are vacation packages to Windham Country Club?
You'll want to check out Travelocity's awesome $1,116 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
$174 nightly
The price is $188 total per night
$188 total
May 11 - May 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
Eastwind Windham

Eastwind Windham

3.5 out of 5
5088 NY-23 Windham NY
$209 nightly
The price is $225 total per night
$225 total
May 3 - May 4
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
$279 nightly
The price is $302 total per night
$302 total
May 8 - May 9
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
Don't see what you're looking for?
See all available properties in Windham Country Club
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.