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Oak Summit Vineyard Vacation Packages

Oak Summit Vineyard Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Off Soho Suites Hotel

Off Soho Suites Hotel

2 out of 5
Save 100% on your flight
per person
Jan 8 - Jan 13
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brooklyn Bridge and One World Trade Center are located nearby.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 4.5-star luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Madison Square Garden and Empire State Building are located nearby.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 4-star eco-certified hotel in New York. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.
The William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 5-star luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the pool and the bar in our reviews. Popular attractions Empire State Building and Grand Central Terminal are located nearby.
Topping Rose House

Topping Rose House

4.5 out of 5
Save 100% on your flight
per person
Jan 1 - Jan 5
found 24 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to New York (JFK)
Stay at this 4.5-star luxury hotel in Bridgehampton. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Children's Museum of The East End and South Fork Natural History Museum and Nature Center are located nearby.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 4-star hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.
Newark Liberty International Airport Marriott

Newark Liberty International Airport Marriott

4 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Book a stay at this business-friendly hotel in Newark. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Prudential Center and Cape Liberty Cruise Port are located nearby.
The New York EDITION

The New York EDITION

5 out of 5
Save 100% on your flight
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 5-star luxury hotel in New York. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the property condition in our reviews. Popular attractions Empire State Building and Madison Square Garden are located nearby.
Candlewood Suites New York City-Times Square, an IHG Hotel

Candlewood Suites New York City-Times Square, an IHG Hotel

2.5 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Times Square and Madison Square Garden are located nearby.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 5-star luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and One World Trade Center are located nearby.
The Ned NoMad

The Ned NoMad

5 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to New York (JFK)
Stay at this 5-star luxury hotel in New York. Enjoy free WiFi, 3 restaurants, and 3 bars/lounges. Popular attractions Empire State Building and Madison Square Garden are located nearby.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Stay at this 4-star golf hotel in Woodbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Oyster Bay Golf Course and Oheka Castle are located nearby.

3-4 Night Vacations in Oak Summit Vineyard

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jan 2 - Jan 5
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Topping Rose House

Topping Rose House

4.5 out of 5
Save 100% on your flight
per person
Jan 1 - Jan 5
found 24 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)

5-7 Night Vacations in Oak Summit Vineyard

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Topping Rose House

Topping Rose House

4.5 out of 5
per person
Dec 22 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The William Vale

The William Vale

5 out of 5
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)

Oak Summit Vineyard Last Minute Hotel Deals

Quality Inn Poughkeepsie
Quality Inn Poughkeepsie
2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Quality Inn Poughkeepsie
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
DoubleTree by Hilton Poughkeepsie
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3 out of 5
25 OLD VINEYARD PLACE, Hyde Park, NY
Stay at this 3-star business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Best Western Plus The Inn & Suites At The Falls
Best Western Plus The Inn & Suites At The Falls
2.5 out of 5
50 Red Oaks Mill Rd, Poughkeepsie, NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
Best Western Plus The Inn & Suites At The Falls
Quality Inn Hyde Park Poughkeepsie North
Quality Inn Hyde Park Poughkeepsie North
2.5 out of 5
4142 Albany Post Rd, Hyde Park, NY
Book a stay at this business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Quality Inn Hyde Park Poughkeepsie North
Holiday Inn Express Poughkeepsie, an IHG Hotel
Holiday Inn Express Poughkeepsie, an IHG Hotel
2.5 out of 5
2750 South Road, Poughkeepsie, NY
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Holiday Inn Express Poughkeepsie, an IHG Hotel
Courtyard by Marriott Poughkeepsie
Courtyard by Marriott Poughkeepsie
3 out of 5
2641 South Road/Route 9, Poughkeepsie, NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Courtyard by Marriott Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson Valley
3 out of 5
2165 South Road, Poughkeepsie, NY
Stay at this 3-star business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Place Poughkeepsie / Hudson Valley
See all 2,174 properties in Oak Summit Vineyard
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Thu, Nov 28 - Mon, Dec 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$236 Roundtrip, found 3 days ago
$236
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Nov 28 from Orlando Intl. to Stewart Intl., returning Mon, Dec 2, priced at $236 found 3 days ago
Breeze Airways
Thu, Dec 26 - Sun, Dec 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$244 Roundtrip, found 3 days ago
$244
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Dec 26 from Orlando Intl. to Stewart Intl., returning Sun, Dec 29, priced at $244 found 3 days ago
Breeze Airways
Thu, Nov 28 - Sun, Dec 1
MCO
Orlando Intl.
SWF
Stewart Intl.
$268 Roundtrip, found 5 days ago
$268
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Nov 28 from Orlando Intl. to Stewart Intl., returning Sun, Dec 1, priced at $268 found 5 days ago
Breeze Airways
Sun, Nov 24 - Tue, Nov 26
MCO
Orlando Intl.
SWF
Stewart Intl.
$300 Roundtrip, found 3 hours ago
$300
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sun, Nov 24 from Orlando Intl. to Stewart Intl., returning Tue, Nov 26, priced at $300 found 3 hours ago

Book the perfect getaway to Oak Summit Vineyard

With Hotwire, booking your next trip to Millbrook 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 Oak Summit Vineyard 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 Oak Summit Vineyard flight and hotel package for as low as $354.

Living it up in Millbrook means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Oak Summit Vineyard, Millbrook 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 Oak Summit Vineyard for some of the best accommodations and flight deals.

FAQs about cheap Oak Summit Vineyard packages:

How to get cheap vacation deals to Oak Summit Vineyard?

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 $74.

How much are Oak Summit Vineyard packages?

Vacation packages to Oak Summit Vineyard 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 $354.

How to find cheap car rentals near Oak Summit Vineyard?

Hotwire partners with some of the most reliable car rental companies in Millbrook to bring you the best car rental deals in Oak Summit Vineyard 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 Oak Summit Vineyard now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Oak Summit Vineyard 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.