Head of the Harbor Holidays from AU$3,150
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Head of the Harbour Holiday
The fascinating city of Head of the Harbour is calling your name. Delve into everything from its highlights to its hidden gems with a Head of the Harbour holiday package that's tailored to you. If your trip to Head of the Harbour includes a little sightseeing, take in well-known attractions like Stony Brook University, Lake Ronkonkoma and Stonebridge Golf Links and Country Club. No matter your travel plans or budget, organising a tailored Head of the Harbour holiday is simple with Expedia.
The Latest Head of the Harbor Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
Manhattan
Price was AU$5,045, price is now AU$3,439 per person
AU$3,439
per person
16 Apr - 22 Apr
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (2,790 reviews)
Was cold at night and needed an extra blanket and pillows which were not available in room. I did not ask housekeeping for the second. Night. The thermostat adjusted itself down at Night. Others then difficulty sleeping. No complaint
Reviewed on 22 Jan 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was AU$4,625, price is now AU$3,235 per person
AU$3,235
per person
16 Apr - 22 Apr
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
The room was great and the staff was so friendly and ready to help.
Reviewed on 22 Jan 2026
The Ritz-Carlton New York, Central Park
Manhattan
Save 100% on your flight
Price was AU$8,362, price is now AU$6,161 per person
AU$6,161
per person
16 Apr - 22 Apr
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (508 reviews)
Spa experience was amazing!
Reviewed on 27 Dec 2025
Head of the Harbor Holiday
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 |
Our pick of the best Head of the Harbor Hotel Deals
The Bella Vista St James! Waterfront house with a beach dock and so much more!
Saint James NY
The price is AU$2,938 per night from 26 Jan to 27 Jan
AU$2,938
26 Jan - 27 Jan
includes taxes & fees
10/10 Exceptional! (1 review)
This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to ...
Reviewed on 10 Aug 2025
Radisson Hotel Hauppauge-Long Island
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
The price is AU$197 per night from 29 Jan to 30 Jan
AU$197
29 Jan - 30 Jan
includes taxes & fees
6.4/10 (1,362 reviews)
The staff was excellent. The rooms were clean. They made it a great stay. I talked most to Sal the bartender but both Gene -manager-and Reggie made it easy!
Reviewed on 16 Jan 2026
Holiday Inn Express Hauppauge-Long Island
2050 Express Dr S Hauppauge NY
Fully refundable
The price is AU$196 per night from 12 Feb to 13 Feb
AU$196
12 Feb - 13 Feb
includes taxes & fees
8/10 Very Good! (1,311 reviews)
Nice room but the curtain doesn’t close completely.
Reviewed on 15 Jan 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
