Town of Highlands Holidays from NZ$3,190

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The Latest Town of Highlands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was NZ$4,030, price is now NZ$3,190 per person
NZ$3,190
per person
4 June - 7 June
found 19 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
7/10 Good! (1,782 reviews)
Location is central if you want to stay near Times Square. AC worked well. On the not so positive front, the hotel is dated. The room I stayed in had duct tape around the window to seal it. The bed mattress was not comfortable for me.

Reviewed on 1 Apr 2026

Smyth Tribeca

Smyth Tribeca

4.5 out of 5
Manhattan
Price was NZ$4,436, price is now NZ$3,578 per person
NZ$3,578
per person
4 June - 7 June
found 19 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (976 reviews)
The original room was old and dirty. The bed was full of hairs. They upgraded us to a room that was renovated which was much better. The room was okay but not worth the price. The pictures on the site definitely do not look the same in person. I wouldn’t stay here again.

Reviewed on 1 Mar 2026

Millennium Premier Hotel New York Times Square

Millennium Premier Hotel New York Times Square

4 out of 5
Manhattan
Price was NZ$4,211, price is now NZ$3,433 per person
NZ$3,433
per person
4 June - 7 June
found 19 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (1,003 reviews)
I loved just about everything about this hotel! You can’t beat the location, right in the middle of everything. What especially surprised me was that even though it’s so close to times square, my room was always quiet. The staff were absolutely incredible and accommodating. The only complaint i have is that there was no breakfast, because the Premier is being renovated. I would have liked to know that ahead of time, but that didn’t ruin how awesome this hotel was. If I come back to NYC I’m definitely staying here again.

Reviewed on 6 Mar 2026

The Shoreham

The Shoreham

4 out of 5
Manhattan
Price was NZ$3,962, price is now NZ$3,263 per person
NZ$3,263
per person
4 June - 7 June
found 19 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
7.6/10 Good! (1,380 reviews)
This hotel is in a great location, with easy access to midtown and close to my office. The rooms did feel a bit worn down and dated, but overall a clean room and an easy stay.

Reviewed on 1 Apr 2026

Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
Price was NZ$3,897, price is now NZ$3,228 per person
NZ$3,228
per person
4 June - 7 June
found 19 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,777 reviews)
Kitchen was fine. I didn't use the laundry.

Reviewed on 1 Apr 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$211 per night from 6 Apr to 7 Apr
NZ$211
6 Apr - 7 Apr
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Bathroom toilet was not cleaned nor flushed. Someone had used it, not flushed. My 5 year old daughter went in as soon as we walked in the room and told us about it. I was offered to change rooms which meant I would have had to drive another mile back to the main lobby to get new card. I decided to ...

Reviewed on 1 Apr 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$418 per night from 13 Apr to 14 Apr
NZ$418
13 Apr - 14 Apr
includes taxes & fees
9/10 Wonderful! (698 reviews)
Great hotel. Highly recommend.

Reviewed on 1 Apr 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$178 per night from 5 Apr to 6 Apr
NZ$178
5 Apr - 6 Apr
includes taxes & fees
6/10 (2,174 reviews)
Stage was very polite and the room was well maintained

Reviewed on 1 Apr 2026

Armoni Inn & Suites
See all 939 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$3,190. 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.