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.
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $699, price is now $594 per person
$594
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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 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
Price was $6,077, price is now $4,711 per person
$4,711
per person
Dec 19 - Dec 24
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.
Hotel Vienna

Hotel Vienna

3 out of 5
Price was $835, price is now $649 per person
$649
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Nassau (NAS) 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.
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
Price was $3,203, price is now $2,554 per person
$2,554
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Eastwind Windham

Eastwind Windham

3.5 out of 5
Price was $1,078, price is now $883 per person
$883
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Nassau (NAS) 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.
Windham NY Escape

Windham NY Escape

3 out of 5
Price was $892, price is now $814 per person
$814
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
Luggage storage is available at this cabin. Take advantage of the free self parking.

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 $594 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

Windham Getaway - Theater, Hot Tub & Games

Windham Getaway - Theater, Hot Tub & 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
Grand Manor in Windham | 6BR, 4 BA, Pool, Hot Tub & Cinema, Gardens, Skiing 7min

Grand Manor in Windham | 6BR, 4 BA, Pool, Hot Tub & Cinema, Gardens, Skiing 7min

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
$2,985 nightly
The price is $3,224 total per night
$3,224 total
Nov 10 - Nov 11
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.