Town of Highlands Holidays from AU$1,773

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    Save up to AU$703 when you book a flight and hotel together*

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The Latest Town of Highlands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Sound View Greenport

Sound View Greenport

4 out of 5
Price was AU$2,598, price is now AU$1,773 per person
AU$1,773
per person
11 Feb - 18 Feb
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
8.6/10 Excellent! (590 reviews)
Great room with amazing views! Staff was fantastic and the food was great too

Reviewed on 28 Nov 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was AU$3,291, price is now AU$1,949 per person
AU$1,949
per person
11 Feb - 18 Feb
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
9.2/10 Wonderful! (2,060 reviews)
Everything wax fabulous. Wilson’s is perfect place for dinner and a night cap

Reviewed on 17 Dec 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was AU$4,850, price is now AU$3,280 per person
AU$3,280
per person
2 Feb - 9 Feb
found 1 hour ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (3,391 reviews)
Hotel and staff is absolutely awesome. Definitely would stay there again.

Reviewed on 18 Dec 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was AU$4,781, price is now AU$3,249 per person
AU$3,249
per person
2 Feb - 9 Feb
found 1 hour ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (2,823 reviews)
My wife and I stay here every December and will keep coming back staff is great and convenient to everything!

Reviewed on 18 Dec 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was AU$4,531, price is now AU$3,126 per person
AU$3,126
per person
2 Feb - 9 Feb
found 1 hour ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.8/10 Exceptional! (1,444 reviews)
Hotel has little extras that are appreciated. Wonderful stay.

Reviewed on 17 Dec 2025

Town of Highlands Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)

Our pick of the best Town of Highlands Hotel Deals

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is AU$169 per night from 1 Jan to 2 Jan
AU$169
1 Jan - 2 Jan 2026
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
Parking was safe, secure, and easy.

Reviewed on 7 Dec 2025

Overlook Lodge at Bear Mountain
The Thayer Hotel at West Point

The Thayer Hotel at West Point

3.5 out of 5
674 Thayer Road West Point NY
Fully refundableReserve now, pay when you stay
The price is AU$290 per night from 30 Dec to 31 Dec
AU$290
30 Dec - 31 Dec
includes taxes & fees
8.8/10 Excellent! (667 reviews)
Well renovated, well-maintained historical and charming hotel right on campus of West Point. Staff were helpful, & each room featured a different veteran’s biography. Overlooks the Hudson River. On site restaurant. We greatly enjoyed our stay.

Reviewed on 8 Dec 2025

The Thayer Hotel at West Point
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AU$172 per night from 4 Jan to 5 Jan
AU$172
4 Jan - 5 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Super friendly great hot tub don’t sleep on the free hot cookies on arrival

Reviewed on 13 Dec 2025

DoubleTree by Hilton Hotel Nanuet
See all 889 properties in Town of Highlands
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Town of Highlands holiday package cost?
We make it easy to travel somewhere new, with Town of Highlands packages starting from just AU$1,773. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate getaway, why not add some tours and activities to your itinerary?
How do I get a cheap travel package to Town of Highlands?
Combine your hotels and flights, add on extras such as activities or a rental car, and save with a Town of Highlands holiday package. You won't just walk away with amazing discounts on your adventure — you'll have plenty of choice within your reach too. When you book through Expedia, you'll have your pick of over 550 air carriers and 1 000 000 properties globally. Your affordable holiday starts right here, right now!
Where should I stay in Town of Highlands?
Stay where the action is. Many people favor hotels around popular sights, such as United States Military Academy, Michie Stadium and West Point Museum.
What are the top hotels in Town of Highlands?
If it's your first time staying in Town of Highlands, make a reservation at Stay On Main St ~walk To Everything West Point Mountain Views or Updated Home With Patio Half Mile To West Point. Both offer comfortable beds and are popular options with many travellers.
How far in advance should I book my Town of Highlands holiday?
Savvy travellers book early. Airlines generally advertise flight tickets nearly 12 months in advance, and this is a fantastic opportunity to score some of the cheapest prices. Boss just told you to use up all your holiday days next week? No sweat. Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Town of Highlands travel package include?
Flights, rental cars and hotels — we've got them well covered. With Expedia, you can shape your Town of Highlands package just the way you want. All you have to do is determine exactly what you need. Once you've made your booking, you can add extras like experiences and activities. The more you bundle, the more you save!
What should I know before booking a Town of Highlands travel package?
So many places to visit, so many things to see. With a travel package, you'll be able to check more of them off your list. Bundle your hotels, flights and rental cars and get ready to save.
Can I choose my airline with a Town of Highlands Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Town of Highlands holiday package?
Plans can change unexpectedly, so yes, you can. You may be able to cancel or alter your Town of Highlands holiday package at no cost within 24 hours of booking. For older bookings, you can still make changes, but your car rental company, hotel or airline may impose a fee. Need more information? Visit our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.