Town of Highlands Holidays from NZ$3,662

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The Latest Town of Highlands Holiday Deals

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

Hotel St. James

Manhattan
NZ$3,662
per person
9 Nov - 15 Nov
found 12 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (8,027 reviews)
Great experience quiet and friendly .

Reviewed on 2 Oct 2026

The William Hotel Midtown, New York

The William Hotel Midtown, New York

Manhattan
NZ$4,121
per person
9 Nov - 15 Nov
found 12 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9.4/10 Exceptional! (256 reviews)
Ink 48 Hotel

Ink 48 Hotel

Manhattan
NZ$3,753
per person
9 Nov - 15 Nov
found 12 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8.4/10 Very good! (1,768 reviews)
We had a great stay at Ink 48 in New York City. The hotel has a really cool, modern atmosphere, and the staff was friendly and helpful throughout our stay. Our room was comfortable, clean, and spacious, especially for a New York City hotel. One of the best things about Ink 48 is the location. It's close enough to everything we wanted to do in Manhattan while being just far enough away from the busiest areas to feel a little more relaxed. The rooftop views are also fantastic—you get an incredible view of the Manhattan skyline and the Hudson River. Overall, we really enjoyed our stay and would definitely consider staying at Ink 48 again. Great location, comfortable rooms, friendly service, and some of the best views in the city. Highly recommended!

Reviewed on 2 Oct 2026

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

Manhattan
NZ$5,230
per person
9 Nov - 15 Nov
found 12 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (4,003 reviews)
The ONE great thing about this hotel is the staff. CAUTION: Take the bad reviews about noise and heavy vibration VERY seriously. I did not seek a new room because I spent my wakeful hours wishing I'd read all the negative reviews before booking. The issue exists regardless of floor. Yeah, they'll respond with "had we known we could have responded". They KNOW, and they clearly don't care. Its a known issue. The sound is as obnoxious, strident and grating as an idiot who drives around town with a woofer blaring in their car - only this lasts ALL night! Ear plugs and a pillow over your head won't help. It's not just the clubs, but the acoustics in general from people walking and talking loudly through the halls in the middle of the night, to noise from neighboring rooms. I could hear the squeak from someone wiping fog from the mirror like I was in the room! A hotel has a simple job - shelter and comfort! The PUBLIC rather focuses on pushing out their restaurants, bars, nightlife and events with Instagram moments styled at every turn. But you will NOT sleep any night their clubs are open.

Reviewed on 1 Oct 2026

The Shelburne Sonesta New York

The Shelburne Sonesta New York

Manhattan
NZ$3,883
per person
9 Nov - 15 Nov
found 12 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (2,038 reviews)

Our pick of the best Town of Highlands Hotel Deals

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
NZ$196
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Friendly staff, quick check in, easy parking. Room was clean and comfortable. Easy access to Bear Mountain. Nice restaurant. No elevator in Overlook Lodge so a few trips required to bring luggage upstairs."

Reviewed on 30 Sept 2026

Overlook Lodge at Bear Mountain
The Thayer Hotel at West Point

The Thayer Hotel at West Point

674 Thayer Road West Point NY
Fully refundableReserve now, pay when you stay
NZ$467
26 Oct - 27 Oct
includes taxes & fees
The Thayer Hotel at West Point
Armoni Inn & Suites

Armoni Inn & Suites

329 Route 303 Orangeburg NY
Armoni Inn & Suites
See all 921 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.

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 NZ$3,662. 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.

Stay near popular Town of Highlands attractions

Michie Stadium

9.2/10 (10 reviews)
Catch an event at Michie Stadium during your trip to West Point. Stroll along the riverfront or attend a sporting event in the area.
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West Point Museum

9.8/10 (25 reviews)
You can spend an afternoon exploring the galleries in West Point Museum in Highland Falls. Wander the riverfront or discover the area's mountain views.
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West Point Golf Course

10.0/10 (1 review)
Enjoy a round of golf in West Point at West Point Golf Course. Wander the riverfront or discover the area's mountain views.
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Christl Arena

8.0/10 (4 reviews)
Catch an event at Christl Arena during your trip to West Point. Amble around the area's riverfront or visit its cathedral.
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Lichtenberg Tennis Center

Catch an event at Lichtenberg Tennis Center during your trip to West Point. Stroll along the riverfront or visit the cathedral while you're in the area.
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Fort Putnam

You can find out about the history of West Point with a stop at Fort Putnam. Stroll along the riverfront or visit the cathedral while you're in the area.
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Eisenhower Hall Theater

9.4/10 (6 reviews)
You can enjoy a show at Eisenhower Hall Theater on your trip to West Point. Wander the riverfront or discover the area's mountain views.
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Fort Montgomery State Historic Site

You can find out about the history of Fort Montgomery with a stop at Fort Montgomery State Historic Site. Discover the mountain views while you're in the area.
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What to do in Town of Highlands

7 Hour Private Shopping Tour in Woodbury Common Premium Outlets

Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax

NZ$1,363
per traveller
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
See all activities in Town of Highlands
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.