Town of Highlands Holidays from AU$2,929

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The Latest Town of Highlands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Empire Hotel

Empire Hotel

4 out of 5
Manhattan
Price was AU$3,402, price is now AU$2,929 per person
AU$2,929
per person
1 Apr - 6 Apr
found 1 day ago
Return direct flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
7.6/10 Good! (6,170 reviews)
The staff was great especially the gentlemen at the door. The room was clean and comfortable. I would definitely stay here again.

Reviewed on 10 Feb 2026

The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

5 out of 5
Manhattan
Price was AU$18,096, price is now AU$15,117 per person
AU$15,117
per person
26 Mar - 3 Apr
found 1 day ago
Return direct flight included
Brisbane (BNE) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,002 reviews)
I originally came to New York for work, but at the last minute decided to extend my stay by two nights to live out my Kevin McCallister-at-The-Plaza dream—and I am so glad I trusted my gut. From the moment I arrived, the experience was exceptional. I was delightfully upgraded to an incredible room that quite literally took my breath away the second I stepped inside. Every detail was thoughtfully done—the bedding, the décor, the ambiance. It felt effortlessly luxurious: modern yet classic, timeless without feeling stuffy. The staff were absolutely wonderful—warm, attentive, and genuinely kind. I enjoyed afternoon tea, which was lovely and perfectly done, and then fully leaned into the experience. I spent those two nights truly in the hotel: long baths, lounging in a plush robe, ordering room service, and savoring every minute of it. It was indulgent in the best way possible and worth every single penny. I’m so grateful I made the spontaneous decision to stay—it turned a work trip into a truly memorable experience. Everything was absolutely perfect. I will be back 1000000%. This is officially my new go-to every time I’m in town.

Reviewed on 17 Jan 2026

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was AU$4,840, price is now AU$4,052 per person
AU$4,052
per person
1 Apr - 6 Apr
found 1 day ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (591 reviews)
Great room, great staff, great bar

Reviewed on 4 Feb 2026

The Ritz-Carlton New York, Central Park

The Ritz-Carlton New York, Central Park

5 out of 5
Manhattan
Price was AU$16,705, price is now AU$14,319 per person
AU$14,319
per person
26 Mar - 3 Apr
found 1 day ago
Return direct flight included
Brisbane (BNE) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (508 reviews)
Spa experience was amazing!

Reviewed on 27 Dec 2025

Motto by Hilton New York City Chelsea

Motto by Hilton New York City Chelsea

4 out of 5
Manhattan
Price was AU$3,445, price is now AU$2,992 per person
AU$2,992
per person
1 Apr - 6 Apr
found 1 day ago
Return direct flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,484 reviews)
Great location, easy check in, clean rooms and good size bathrooms for NYC hotels.

Reviewed on 9 Feb 2026

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$154 per night from 2 Mar to 3 Mar
AU$154
2 Mar - 3 Mar
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
yup

Reviewed on 25 Jan 2026

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$312 per night from 12 Feb to 13 Feb
AU$312
12 Feb - 13 Feb
includes taxes & fees
8.8/10 Excellent! (685 reviews)
Beautiful architecture, friendly and profesional staff. Great dinning at MacArthur’s Riverview. Convenient and accesible for those visiting USMA.

Reviewed on 6 Feb 2026

The Thayer Hotel at West Point
West Point Motel

West Point Motel

2.5 out of 5
156 Main Street Highland Falls NY
Fully refundable
The price is AU$160 per night from 24 Feb to 25 Feb
AU$160
24 Feb - 25 Feb
includes taxes & fees
8.4/10 Very Good! (672 reviews)
…

Reviewed on 2 Feb 2026

West Point Motel
See all 913 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.
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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$2,929. 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.