Head of the Harbor Holidays from £2,033
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- Better togetherSave up to £750 when you book a flight and hotel together*
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- Rest easyPackages with flights are ATOL protected
Your Head of the Harbour Holiday
Our Head of the Harbour holiday packages offer countless opportunities to enjoy new sights, sounds and tastes. And with all your travel plans worked out, you can chill out and enjoy your city getaway without a care in the world. Fill your days with tours of Stony Brook University, Lake Ronkonkoma and Stonebridge Golf Links and Country Club, some of the things you simply have to see during a trip to Head of the Harbour. Don't delay your visit to this city any longer. Your perfect Head of the Harbour holiday is a few quick clicks away with Expedia.
Top Head of the Harbor Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Ink 48 Hotel
Manhattan
£2,035
per person
26 Oct - 31 Oct
found 1 day ago
Return flight included
Edinburgh (EDI) to New York (JFK)
8.4/10 Very good! (1,739 reviews)
Although I paid expedia, the hotel charged me for a stay. If I didn't check my statement, I wouldn't have known. Also and additional $45 a night in fees is very high.
Reviewed on 23 Aug 2026
Head of the Harbour Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | MacArthur Airport (ISP) |
Population | 1,500 |
Max Temp Winter | 4ºC |
Max Temp Summer | 24ºC |
Top Sights | Harmony Vineyards, Short Beach and Avalon Park and Preserve |
Top hotels in Head of the Harbor
Holiday Inn Express Hauppauge-Long Island
2050 Express Dr S Hauppauge NY
Fully refundableReserve now, pay when you stay
£131
17 Sept - 18 Sept
includes taxes & fees
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
3845 Veterans Memorial Hwy Ronkonkoma NY
Fully refundableReserve now, pay when you stay
£64
20 Sept - 21 Sept
includes taxes & fees
Hilton Long Island/Huntington
598 Broad Hollow Rd Melville NY
Fully refundableReserve now, pay when you stay
£128
20 Sept - 21 Sept
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 22 Aug 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 with a stop at 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 Harbour travel package cost?
Starting from an incredible £2,033, you can handcraft your own Head of the Harbour travel package. Simply bundle hotels, flights and rental cars and be rewarded with discounts.
If I'm not able to travel, can I cancel my Head of the Harbour travel package?
Because we understand life is full of surprises, the answer is yes. For more information, check out our Customer Service Portal. But generally speaking, if you've booked your Head of the Harbour travel package in the last 24 hours, you may be able to change or cancel it for no charge. Your airline, hotel or car rental company may charge a fee if your booking is older than that.
How do I get a cheap travel package to Head of the Harbour?
Simply by bundling. Hotels, flights and rental cars — combine whatever you need into a Head of the Harbour holiday package to save tons of cash. Score even more deals when you add extras such as day tours to your booking. But that's not the only good part. You have the freedom to tailor your holiday your way. We offer over 550 airlines and 1,000,000 hotels across the globe, so that everyone has a chance to travel and live out those holiday fantasies.
Does Expedia offer Book Now, Pay Later Head of the Harbour holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has worked out a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a terrific getaway without draining your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Check out these flexible payment options:
- Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's convenient monthly instalment plans. If making small repayments each month works for you, pick this option at checkout.
- Pay in instalments holidays: If you want to pay off your escape in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: Hitting the "book now" button is easier with this option. Just put down a small deposit on your escape and then start packing your suitcase.
Where should I stay in Head of the Harbour?
Head of the Harbour features a number of fascinating places to explore, including Harmony Vineyards. Lock in a hotel nearby and make sightseeing easier.
How far in advance should I book my Head of the Harbour holiday?
It's hard to pick the perfect time for airfares, but we generally say the earlier, the better. Most international journeys on Expedia become available to compare up to a year in advance. If you can't book ahead, don't fret. Low prices appear from time to time just weeks before departure dates.
What does an Expedia Head of the Harbour travel package include?
Travel packages include flights, rental cars and hotels, but you can mix and match them to create your ideal Head of the Harbour escape. You can also add on experiences and activities once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll get access to discounts you won't find anywhere else.
What should I know before booking a Head of the Harbour travel package?
A travel package can be easier on the bank balance than separately booking everything you need for your adventure. For example, bundle your hotels, flights and rental cars and save a packet. Whatever sort of holiday you're planning, you'll find a package to suit your budget.
Can I choose my airline with a Head of the Harbour Expedia travel package?
Most definitely. Expedia has access to more than 550 partner airlines across the globe, so you can tailor your Head of the Harbour escape according to your travel needs.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
