Exclusive Windham Vineyards and Winery Vacation Deals

Windham Vineyards and Winery vacation package deals

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

Windham NY Escape

3 out of 5
Price was $885, price is now $789 per person
$789
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Hudson (HCC)
Luggage storage is available at this cabin. Take advantage of the free self parking.
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $1,102, price is now $1,013 per person
$1,013
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) 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.
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
Price was $2,427, price is now $2,406 per person
$2,406
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) 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 Vineyards and Winery?
If you'd like to enjoy stress-free planning and impressive savings, our $789 Windham Vineyards and Winery vacation package has got you covered. With your flights and hotels sorted, organizing your trip around this famous attraction has never been more simple.
Where can I get the best vacation package deals for Windham Vineyards and Winery?
Your dream escape is waiting for you at Travelocity. With access to 400 airlines and a whopping 1,000,000 worldwide properties, creating the perfect Windham Vineyards and Winery package deal couldn't be easier.
Why should I book my Windham Vineyards and Winery vacation package with Travelocity?
Incredible savings, an abundance of exciting destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.

Top Windham Vineyards and Winery hotel deals

Catskills Retreat with Theater, Hot Tub and Games

Catskills Retreat with Theater, Hot Tub and Games

Windham NY
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Families will appreciate the arcade/game room and barbecue grills.
Hot Tub
Kitchen
Spacious Villa - Windham Town | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens

Spacious Villa - Windham Town | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens

Windham NY
This vacation home features an outdoor pool and a hot tub. Families will appreciate the playground and barbecue grills. A garden and laundry facilities are also provided.
Pool
Hot Tub
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms

Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms

Windham NY
$3,109 nightly
The price is $3,358 total per night
$3,358 total
Aug 31 - Sep 1
Total with taxes and fees
This cabin features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
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.