Town of Highlands Holidays from NZ$2,356

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The Latest Town of Highlands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was NZ$2,791, price is now NZ$2,356 per person
NZ$2,356
per person
7 Aug - 10 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (3,482 reviews)
Clean room and functional very convenient location from Midtown.

Reviewed on 17 May 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was NZ$6,841, price is now NZ$5,209 per person
NZ$5,209
per person
10 July - 16 July
found 1 day ago
Return flight included
Christchurch (CHC) to New York (JFK)
9/10 Wonderful! (3,014 reviews)
The checking in process needs some updates

Reviewed on 16 May 2026

The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
Price was NZ$5,714, price is now NZ$4,772 per person
NZ$4,772
per person
10 July - 16 July
found 1 day ago
Return flight included
Christchurch (CHC) to New York (JFK)
9/10 Wonderful! (2,062 reviews)
Good location, room sizes, amenities, and price.

Reviewed on 17 May 2026

Concorde Hotel New York

Concorde Hotel New York

4 out of 5
Manhattan
Price was NZ$6,403, price is now NZ$5,358 per person
NZ$5,358
per person
10 July - 16 July
found 1 day ago
Return flight included
Christchurch (CHC) to New York (JFK)
9.2/10 Wonderful! (1,004 reviews)
Hotel was clean, room was spacious. Bar staff was super friendly

Reviewed on 29 Apr 2026

Ace Hotel New York

Ace Hotel New York

4 out of 5
Manhattan
Price was NZ$5,733, price is now NZ$4,827 per person
NZ$4,827
per person
10 July - 16 July
found 1 day ago
Return flight included
Christchurch (CHC) to New York (JFK)
8/10 Very Good! (1,098 reviews)
Great hotel and staff were great but the fact you had to pay for literally everything in the room was not well communicated and so charging for teabags and coffee was a bit of a shock.

Reviewed on 12 May 2026

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 NZ$306 per night from 26 May to 27 May
NZ$306
26 May - 27 May
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Very nice lobby with a fireplace lit in the evenings.

Reviewed on 16 May 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 NZ$420 per night from 1 June to 2 June
NZ$420
1 June - 2 June
includes taxes & fees
9/10 Wonderful! (722 reviews)
All good very impressive hotel cannot fault it.

Reviewed on 15 May 2026

The Thayer Hotel at West Point
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
Fully refundableReserve now, pay when you stay
The price is NZ$136 per night from 19 May to 20 May
NZ$136
19 May - 20 May
includes taxes & fees
6/10 (2,204 reviews)
The room was clean and comfortable, and the air conditioning worked well. The staff was friendly and helpful, and the parking was convenient. What I liked most was that the property was quiet and relaxing. One thing I didn’t like was that the key had to be changed often. Sometimes I would come back ...

Reviewed on 17 May 2026

Armoni Inn & Suites
See all 957 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$2,356. 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.