
Head of the Harbor Holidays from AU$2,125
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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 Manhattan Times Square
Manhattan
Save 100% on your flight
Price was AU$3,402, price is now AU$2,125 per person
AU$2,125
per person
5 Feb - 12 Feb
just found
Return flight included
Brisbane (BNE) to New York (NYC)
9.2/10 Wonderful! (3,348 reviews)
Room was perfect. Excellent location.
Breakfast is worth it.
Reviewed on 1 Dec 2025

1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was AU$6,375, price is now AU$3,808 per person
AU$3,808
per person
17 Jan - 24 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (NYC)
8.8/10 Excellent! (1,000 reviews)
Everything was Amazing!!! Surgie at the front was absolutely amazing! She was fun and knowledgeable and noticed it was my birthday week before I even said anything! She made our stay perfect! Bill helped with our bags and showed us all the amenities in the room which we would NOT have figured out! He was warm and professional. Shanice in the Barbuto took care of my friend and I at brunch. She gave us the perfect amount of care that we didn’t want for anything. Absolutely will go back.
Reviewed on 17 Nov 2025

The Fifth Avenue Hotel
Manhattan
Save 100% on your flight
Price was AU$7,036, price is now AU$4,273 per person
AU$4,273
per person
17 Jan - 24 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (NYC)
9.6/10 Exceptional! (159 reviews)
What an incredibly beautiful place this hotel is! Staff cannot do enough and made ourspecial anniversary stay truly perfect..the hotel is beautifully decorated and immaculate throughout.
Cannot recommend this enough
Reviewed on 17 Nov 2025

Loews Regency New York Hotel
Manhattan
Save 100% on your flight
Price was AU$5,792, price is now AU$3,628 per person
AU$3,628
per person
17 Jan - 24 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (NYC)
9/10 Wonderful! (1,002 reviews)
helpful staff, nice rooms, location
Reviewed on 24 Nov 2025

1 Hotel Central Park
Manhattan
Save 100% on your flight
Price was AU$6,306, price is now AU$3,982 per person
AU$3,982
per person
17 Jan - 24 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (NYC)
9/10 Wonderful! (1,001 reviews)
Small hotel with small rooms, but the decor was very nice.
Reviewed on 28 Nov 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
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

Hyatt Regency Long Island
1717 Motor Parkway Hauppauge NY
Fully refundableReserve now, pay when you stay
The price is AU$236 per night from 4 Dec to 5 Dec
AU$236
per night
4 Dec - 5 Dec
8/10 Very Good! (1,077 reviews)
I would dat here again
Reviewed on 25 Nov 2025

Holiday Inn Express Hauppauge-Long Island
2050 Express Dr S Hauppauge NY
Fully refundable
The price is AU$222 per night from 14 Dec to 15 Dec
AU$222
per night
14 Dec - 15 Dec
8/10 Very Good! (1,232 reviews)
Yes everything was great thank you!
Reviewed on 28 Nov 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.












