Head of the Harbor Vacations from ￥334,021
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The Latest Head of the Harbor Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Lotte New York Palace
Manhattan
￥352,792
per person
Dec 20 - Dec 24
found 18 hours ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (2,282 reviews)
Amazing Hotel, perfect location, great shopping and restaurants nearby for sure I will go back again
Reviewed on Oct 8, 2026
1 Hotel Central Park
Manhattan
￥390,854
per person
Dec 24 - Dec 28
found 17 hours ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,007 reviews)
Its a great location with a fantastic restaurant connected. If they can get you a discount on parking it would be even better.
Reviewed on Oct 8, 2026
Find the Best Head of the Harbor Vacation Packages
Head of the Harbor Hotel Deals
Radisson Hotel Hauppauge-Long Island
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
￥19,327
￥22,082 total
Nov 8 - Nov 9
includes taxes & fees
6.6/10 (1,859 reviews)
"The bar, restaurant and store had very limited or always closed hours."
Reviewed on Oct 8, 2026
Holiday Inn Express Hauppauge-Long Island
2050 Express Dr S Hauppauge NY
Fully refundableReserve now, pay when you stay
￥19,738
￥22,551 total
Nov 8 - Nov 9
includes taxes & fees
8.4/10 Very Good! (1,612 reviews)
"Clean room comfy bed. Good staff"
Reviewed on Oct 8, 2026
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
3845 Veterans Memorial Hwy Ronkonkoma NY
Fully refundableReserve now, pay when you stay
￥11,255
￥17,596 total
Nov 8 - Nov 9
includes taxes & fees
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.
Stay near popular Head of the Harbor attractions
Avalon Park and Preserve
8.6/10 (4 reviews)
Explore the great outdoors at Avalon Park and Preserve, a lovely green space in Head of the Harbor. Attend a sporting event in this family-friendly area.
Stony Brook Grist Mill
9.0/10 (7 reviews)
Find out about the history of Head of the Harbor when you take a trip to Stony Brook Grist Mill. While you're in the area, wander around the parks.
Harmony Vineyards
10.0/10 (1 review)
You can enjoy a tasting or tour at Harmony Vineyards during your travels to Head of the Harbor. Attend a sporting event in this family-friendly area.
Frequently asked questions
How much does a Head of the Harbor vacation package cost?
You can grab a vacation package to this destination from ￥334,021 on Expedia. However, how much your vacation to Head of the Harbor costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Head of the Harbor?
January, February and March are the best times to look for cheap Head of the Harbor vacation packages. Opting to travel in quieter periods means you can generally find lower prices on hotels and flights.
How many days is enough for Head of the Harbor?
Generally, a handful of days is enough to go to the main sights during your Head of the Harbor vacation. But if you'd like to have time to unwind or go on day tours, consider extending your itinerary.
Is it worth booking a vacation package to Head of the Harbor?
Head of the Harbor has all the ingredients you need for a fantastic break — views, nature and walking trails are just the start. Whether you'd like to visit sights such as West Meadow Beach Historic District and Long Island Museum of American Art, History, and Carriages, or take the road less traveled, you'll have plenty to see and do on your Head of the Harbor vacation.
How to find the best Head of the Harbor package deals?
Finding a cheap Head of the Harbor package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most economical Head of the Harbor package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Head of the Harbor vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still get the freedom to create a customized Head of the Harbor vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Head of the Harbor?
If you're planning a spur-of-the-moment Head of the Harbor adventure, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Head of the Harbor?
- Choose when to get away: Check your calendar and pack your bags. Your preferred time of year and the available activities will also help you decide when to vacation in Head of the Harbor.
- Figure out your budget: Make sure you have enough money to cover everything from transportation and dining out to airfares and activities. Your hotel will likely be the largest expense during your trip to Head of the Harbor.
- Work out your trip length: Consider how long you'd like to spend discovering Head of the Harbor. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Head of the Harbor vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
