Town of Highlands Holidays from NZ$3,555

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Town of Highlands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
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$4,329, price is now NZ$3,555 per person
NZ$3,555
per person
14 Nov - 20 Nov
found 6 hours ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
8.4/10 Very Good! (1,496 reviews)
We were would get an upper floor, but we never did and we had no warning about the destination fee which you should really make folks aware of

Reviewed on 27 Sept 2025

Romer Hell's Kitchen

Romer Hell's Kitchen

4 out of 5
Manhattan
Price was NZ$4,755, price is now NZ$3,877 per person
NZ$3,877
per person
14 Nov - 20 Nov
found 6 hours ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
9.4/10 Exceptional! (2,040 reviews)
Room cleaning was outstanding

Reviewed on 27 Sept 2025

Club Quarters Hotel, Grand Central

Club Quarters Hotel, Grand Central

4 out of 5
Manhattan
Price was NZ$4,423, price is now NZ$3,628 per person
NZ$3,628
per person
14 Nov - 20 Nov
found 6 hours ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
9/10 Wonderful! (2,643 reviews)
Convenient hotel at a great location. Very helpful and friendly staff. Ideal for a short stay in the city for a business trip or a family entertainment.

Reviewed on 25 Sept 2025

Holiday Inn New York City - Times Square by IHG

Holiday Inn New York City - Times Square by IHG

3.5 out of 5
Manhattan
Price was NZ$4,448, price is now NZ$3,674 per person
NZ$3,674
per person
14 Nov - 20 Nov
found 6 hours ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
8.4/10 Very Good! (2,312 reviews)
I love New York. This trip was special. Their king size bed seems a bit small, but it was comfy.

Reviewed on 22 Sept 2025

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was NZ$4,622, price is now NZ$3,825 per person
NZ$3,825
per person
14 Nov - 20 Nov
found 6 hours ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
9.2/10 Wonderful! (3,957 reviews)
Great, clean hotel. Great staff. Amazing location. Walking distance to everything.

Reviewed on 27 Sept 2025

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 State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is NZ$278 per night from 13 Oct to 14 Oct
NZ$278
13 Oct - 14 Oct
includes taxes & fees
8.2/10 Very Good! (1,016 reviews)
"Wonderful staff!"

Reviewed on 24 Sept 2025

Overlook Lodge at Bear Mountain
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303, Orangeburg, NY
6/10 (2,029 reviews)
"Nice price, nice staff."

Reviewed on 24 Sept 2025

Get rates
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$262 per night from 3 Oct to 4 Oct
NZ$262
3 Oct - 4 Oct
includes taxes & fees
7.2/10 Good! (1,080 reviews)
"We love how quiet the night was and didnt care much about the trucks going by in the highway.. the facility is clean and the staff and very friendly, the rooms are average and could use some repair but the bed was super comfortable and and sheets were super clean... breakfast was 10 out of 10 and ..."

Reviewed on 24 Sept 2025

West Gate Inn Nyack
See all 858 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$3,555. 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.