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Windham Vineyards and Winery Vacation Packages

Windham Vineyards and Winery Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2 out of 5
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Book a stay at this business-friendly hotel in Saugerties. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kiwanis Ice Arena and Esopus Bend Nature Preserve are located nearby.
Deer Mountain Inn

Deer Mountain Inn

2 out of 5
Save 100% on your flight
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Stay at this hotel in Haines Falls. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hunter Mountain and Kaaterskill Falls are located nearby.
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Save 100% on your flight
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Stay at this hotel in Hunter. Enjoy free WiFi, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Hunter Mountain and D Ski Lift are located nearby.
Silas House

Silas House

3 out of 5
Save 100% on your flight
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Stay at this 3-star inn in Lexington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Zadock Pratt Museum and Pratt Museum are located nearby.
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
Save 100% on your flight
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Stay at this 3-star hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hunter Mountain and H Ski Lift are located nearby.
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Stay at this 5-star luxury holiday park in Saugerties. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Opus 40 and Esopus Bend Nature Preserve are located nearby.
Eastwind Windham

Eastwind Windham

2 out of 5
Save 100% on your flight
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
The Roxbury at Stratton Falls

The Roxbury at Stratton Falls

2 out of 5
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Stay at this hotel in Roxbury. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Plattekill State Forest and Plattekill Mountain are located nearby.
SunView Motel

SunView Motel

2.5 out of 5
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Book a stay at this golf motel in Tannersville. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hunter Mountain and Kaaterskill Falls are located nearby.
Holiday Inn Express & Suites Saugerties - Hudson Valley, an IHG Hotel

Holiday Inn Express & Suites Saugerties - Hudson Valley, an IHG Hotel

2.5 out of 5
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Book a stay at this business-friendly hotel in Saugerties. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kiwanis Ice Arena and Esopus Bend Nature Preserve are located nearby.
Holiday Inn Express & Suites Kingston-Ulster, an IHG Hotel

Holiday Inn Express & Suites Kingston-Ulster, an IHG Hotel

2.5 out of 5
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Book a stay at this business-friendly hotel in Lake Katrine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hudson Valley Mall and Robert E. Post Memorial Park are located nearby.
Comfort Inn Saugerties

Comfort Inn Saugerties

2.5 out of 5
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Stay at this hotel in Saugerties. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Popular attractions Kiwanis Ice Arena and Esopus Bend Nature Preserve are located nearby.

3-4 Night Vacations in Windham Vineyards and Winery

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

the Alander

2.5 out of 5
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Hudson (HCC)
Clove by Avantstay Gorgeous Cottage w/ Pool, Privacy, Pool Table & Close to Hunter Mountain

Clove by Avantstay Gorgeous Cottage w/ Pool, Privacy, Pool Table & Close to Hunter Mountain

3.5 out of 5
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Hudson (HCC)

5-7 Night Vacations in Windham Vineyards and Winery

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

Silas House

3 out of 5
Save 100% on your flight
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Deer Mountain Inn

Deer Mountain Inn

2 out of 5
Save 100% on your flight
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Save 100% on your flight
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
Save 100% on your flight
per person
Dec 25 - Dec 30
found 15 hours ago
Roundtrip flight included
New York (NYC) to Hudson (HCC)

Windham Vineyards and Winery Last Minute Hotel Deals

Cave Mountain Motel
Cave Mountain Motel
2.5 out of 5
10978 STATE RTE 23, Windham, NY
Stay at this motel in Windham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Windham Mountain Resort and Windham Vineyards and Winery ...
Cave Mountain Motel
Hotel Vienna
Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hotel Vienna
Wylder Hotel Windham
Wylder Hotel Windham
3.5 out of 5
19 New York 296, Windham, NY
Stay at this 3.5-star hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club ...
Wylder Hotel Windham
Winwood Inn & Condominiums
Winwood Inn & Condominiums
3 out of 5
5220 NY-23, Windham, NY
Stay at this 3-star spa hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country ...
Winwood Inn & Condominiums
See all 777 properties in Windham Vineyards and Winery
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.

Book the perfect getaway to Windham Vineyards and Winery

With Hotwire, booking your next trip to Windham is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Windham Vineyards and Winery while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Windham Vineyards and Winery flight and hotel package for as low as $497.

Living it up in Windham means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Windham Vineyards and Winery, Windham vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Windham Vineyards and Winery for some of the best accommodations and flight deals.

FAQs about cheap Windham Vineyards and Winery packages:

How to get cheap vacation deals to Windham Vineyards and Winery?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $135.

How much are Windham Vineyards and Winery packages?

Vacation packages to Windham Vineyards and Winery vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $497.

How to find cheap car rentals near Windham Vineyards and Winery?

Hotwire partners with some of the most reliable car rental companies in Windham to bring you the best car rental deals in Windham Vineyards and Winery for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Windham Vineyards and Winery now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Windham Vineyards and Winery right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.