Head of the Harbor Vacations

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Find the Best Head of the Harbor Vacation Packages

Head of the Harbor Hotel Deals

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
The price is AEDĀ 590 per night from Aug 10 to Aug 11
AEDĀ 590
AEDĀ 674 total
10 Aug - 11 Aug
includes taxes & fees
Radisson Hotel Hauppauge-Long Island
Hilton Long Island/Huntington

Hilton Long Island/Huntington

3.5 out of 5
598 Broad Hollow Rd Melville NY
Fully refundableReserve now, pay when you stay
The price is AEDĀ 658 per night from Aug 16 to Aug 17
AEDĀ 658
AEDĀ 752 total
16 Aug - 17 Aug
includes taxes & fees
Hilton Long Island/Huntington
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
Fully refundableReserve now, pay when you stay
The price is AEDĀ 341 per night from Aug 19 to Aug 20
AEDĀ 341
AEDĀ 390 total
19 Aug - 20 Aug
includes taxes & fees
5.2/10 (1,092 reviews)
"This was absolutely THE worst hotel that I have ever booked. After checking in and looking around I knew that we should not have booked here. the rooms do not lock and the property smelled like mold. We tried to get our money back from the front desk and from expedia and neither were a help. This ..."

Reviewed on 20 July 2026

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
See all 1,074 properties in Head of the Harbor
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

A coastal town with a marina filled with boats, a lighthouse, and a hill with buildings.

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.
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Frequently asked questions

How much does a Head of the Harbor vacation package cost?
You can grab a vacation package to this popular destination on Expedia. But how much your vacation to Head of the Harbor costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Head of the Harbor?
January, February and March are great times to search for cheap Head of the Harbor vacation packages. Traveling in less busy months means you can generally find lower prices on flights and accommodations.
How to find the best Head of the Harbor package deals?
Landing a cheap Head of the Harbor package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveler experience" 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 the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically 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 hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still get the flexibility to create a customized Head of the Harbor vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Head of the Harbor?
If you have your Head of the Harbor travel dates confirmed, book as soon as you can to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Head of the Harbor?

  1. Choose your travel dates: What you want to do in Head of the Harbor and your preferred season will help you decide when to go.
  2. Budget wisely: Besides the cost of your hotel, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected costs that could crop up during your trip to Head of the Harbor.
  3. Decide your trip length: Think about how long you want to spend discovering Head of the Harbor. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalized Head of the Harbor vacation package.