Head of the Harbor Vacations from ￥345,588
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The Latest Head of the Harbor Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Beacon
Manhattan
￥432,700
per person
Oct 11 - Oct 17
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.4/10 Exceptional! (1,506 reviews)
This place was seriously amazing! For the prince, right in Manhattan, we were incredibly impressed. Just a short walk to Central Park, right by lots of places to eat and get groceries, pretty close to bus stops. We are very happy we picked this place to stay!
Reviewed on Aug 21, 2026
Ink 48 Hotel
Manhattan
￥365,054
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
8.4/10 Very Good! (1,739 reviews)
I was so disappointed in this hotel. I read all the reviews and have no idea why people like this hotel. The room is absolutely tiny and run down. Our room was the Temu version of the room pictured on the website. Front desk made a big fuss over this giving us a nice room on a high floor and it overlooked a parking structure. Housekeeping came only once during our 6 night stay. On several days I had to specifically ask for them to clean the room and one day they never came despite me asking the front desk TWICE during the day. When we got to the room at night we didn’t have any fresh towels or even toilet paper. When I brought it up to the manager she promised to get back to me but never called. I even left my number for her with the front desk but she never reached out.
I was also so excited about the rooftop views, but couldn’t even get to that part of the hotel. One night I kept pressing the 16th floor on the elevator and it wasn’t working. When I asked the front desk they just shrugged. Another time, I was told it was only accessible with reservations and when I tried to make some, there was a $50pp fee if you don’t make it and I also couldn’t bring my son because it was 21+. The front desk staff always acted put out whenever we asked them for anything. The best part of the hotel was Gray, the fabulous bartender at the restaurant next door, which is not even affiliated with the hotel. I would never recommend it to anyone. So many better stays in NYC.
Reviewed on Aug 23, 2026
Find the Best Head of the Harbor Vacation Packages
Head of the Harbor Hotel Deals
Holiday Inn Express Hauppauge-Long Island
2050 Express Dr S Hauppauge NY
Fully refundableReserve now, pay when you stay
￥25,273
￥28,876 total
Sep 21 - Sep 22
includes taxes & fees
8.2/10 Very Good! (1,559 reviews)
"This was our first time staying here. I am picky, but I was pleasantly impressed. The room was very clean, including the bathroom. Even the bath towels were better than some of the comparable hotels. Miyooki at the front desk was professional yet friendly. She always greeted us with a smile whenever ..."
Reviewed on Aug 23, 2026
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
3845 Veterans Memorial Hwy Ronkonkoma NY
Fully refundableReserve now, pay when you stay
￥12,166
￥13,899 total
Sep 20 - Sep 21
includes taxes & fees
5.2/10 (1,208 reviews)
"Hotel is 4 mins from the ISP Airport; convenient and clean, We had a 6am flight. Also, we found the “Locust Deli” nearby and fabulous sandwiches, we highly recommended it! Z & F/ FLL."
Reviewed on Aug 23, 2026
Hilton Long Island/Huntington
598 Broad Hollow Rd Melville NY
Fully refundableReserve now, pay when you stay
￥24,049
￥27,476 total
Sep 20 - Sep 21
includes taxes & fees
7.6/10 Good! (1,016 reviews)
"Our bathroom was very old and needed repairs. Paint all chipped and sink and shower were very old and used. Very surprising since our room was very nice. Expected more from a Hilton."
Reviewed on Aug 22, 2026
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 ￥345,588 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.
