Town of Highlands Holidays from NZ$3,255

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The Latest Town of Highlands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Price was NZ$4,468, price is now NZ$3,255 per person
NZ$3,255
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (1,998 reviews)
good overall. but no laundry.

Reviewed on 1 July 2026

Sofitel New York

Sofitel New York

4.5 out of 5
Manhattan
Price was NZ$5,922, price is now NZ$4,176 per person
NZ$4,176
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (1,243 reviews)
Room was clean, staff were extremely helpful, valet was easily accessible.

Reviewed on 30 June 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was NZ$4,665, price is now NZ$3,337 per person
NZ$3,337
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Great location. Didn’t need anything from staff throughout but check in was smooth.

Reviewed on 1 July 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was NZ$4,729, price is now NZ$3,432 per person
NZ$3,432
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (2,240 reviews)
Our room was not ready until 3:15pm, 15 minutes past the contractual check-in time. We had arrived at 9am and requested for to check in early if possible because of evening commitments. I understand it's a busy hotel, but to not be allowed to check in until 15 minutes after the guaranteed time is pathetic. I called at 12pm and they said the room would be ready soon. It was not. No apologies were given. Our AC vent was also clicking on/off all night making it difficult to sleep. The walls are paper thin and you can hear everything right outside your room. This hotel markets itself up to appear luxurious in the lobby and outside, but once you're in your room it is miserable. $6 for a drip coffee in the morning. Avoid at all costs. You are better off anywhere else.

Reviewed on 2 July 2026

San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Manhattan
Price was NZ$4,927, price is now NZ$3,592 per person
NZ$3,592
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.4/10 Exceptional! (1,828 reviews)
I definitely had a wonderful stay!

Reviewed on 1 July 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$296 per night from 9 July to 10 July
NZ$296
9 July - 10 July
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Temperature is controlled by a thermostat in the hallway of all the rooms. Bed was very uncomfortable. Beautiful and quiet on the positive side."

Reviewed on 1 July 2026

Overlook Lodge at Bear Mountain
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$169 per night from 7 July to 8 July
NZ$169
7 July - 8 July
includes taxes & fees
6/10 (2,264 reviews)
"La propiedad estaba completamente sucia. Terrible el estado de todo: paredes, colchones (sucios), cortinas, cerraduras. Había basura por todo el hotel. Parece una casa fantasma."

Reviewed on 1 July 2026

Armoni Inn & Suites
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
The price is NZ$199 per night from 5 July to 6 July
NZ$199
5 July - 6 July
includes taxes & fees
7.2/10 Good! (1,352 reviews)
"Great location right off the exit, older hotel, older furniture. Rug was new. Check in was fast, professional. They told me what I needed to know, where to park, wifi, breakfast pass. Breakfast is hot! Room was clean, bed was comfortable. Everything worked. AC was QUIET. 😊 Shower head was awesome. ..."

Reviewed on 29 June 2026

West Gate Inn Nyack
See all 952 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$3,255. 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.
See properties

What to do in Town of Highlands

Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

NZ$94
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
7 Hour Private Shopping Tour in Woodbury Common Premium Outlets

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

NZ$1,328
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.