Town of Highlands Holidays from AU$5,295

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The Latest Town of Highlands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
8 Sept - 15 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.6/10 Exceptional! (511 reviews)
Lovely place! Highlight of my way stay while here on business! The staff really understand good service and all lovely people! Will be coming back for sure!

Reviewed on 20 Jul. 2025

The Pierre, A Taj Hotel, New York

The Pierre, A Taj Hotel, New York

5 out of 5
Manhattan
Save 100% on your flight
per person
8 Sept - 15 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
This is the Grand Dame of NYC hotels. The best location possible opposite Central Park close to everything. The Staff we friendly and super friendly. All that said. When we arrived at 3:30 for a 3:00 Check-in our room was not ready. We had ordered a pot of coffee for a 7:00 AM delivery and it never showed up, for the second day we asked they put a “coffee setup” in our room but that never came. It took 4 requests to get a fridge to our room. The room was spacious and clean and the closet was bigger than many NYC apartments, the bathroom was very nice and well appointed. I would stay here again.

Reviewed on 27 Jul. 2025

The Mark

The Mark

5 out of 5
Manhattan
Save 100% on your flight
per person
8 Sept - 15 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.6/10 Exceptional! (669 reviews)
Hotel rooms very comfortable and bathrooms generous but dining room and food was very disappointing . You cannot compare the dining room decorations and quality and choice of food and service to the Carlyle Hotel across the street where we usually stay while in Manhattan. I would never go back to the Mark highly overrated !

Reviewed on 17 Jul. 2025

Waldorf Astoria New York

Waldorf Astoria New York

5 out of 5
Manhattan
Save 100% on your flight
per person
8 Sept - 15 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
No reviews
The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
8 Sept - 15 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.6/10 Exceptional! (116 reviews)
Incredible service. Great decor. Lots of amenities

Reviewed on 14 Jul. 2025

Town of Highlands Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)

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 AU$201 per night from 25 Aug to 26 Aug
AU$201
25 Aug - 26 Aug
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"It’s very beautiful place.Gift shop it was amazing.My wife loved it and we bought bunch of gifts."

Reviewed on 27 Jul. 2025

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 AU$378 per night from 19 Aug to 20 Aug
AU$378
19 Aug - 20 Aug
includes taxes & fees
8.8/10 Excellent! (587 reviews)
"Convenient stay for West Point function. Valet parking was excellent!"

Reviewed on 23 Jul. 2025

The Thayer Hotel at West Point
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 out of 5
3 Executive Blvd, Suffern, NY
Fully refundable
The price is AU$184 per night from 3 Aug to 4 Aug
AU$184
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (1,021 reviews)
"Amazing from start to finish. The woman who checked us in was extremely nice and informative. The women who waited on us for breakfast was so friendly and provided amazing service. Might be the best hotel I’ve ever stayed at."

Reviewed on 25 Jul. 2025

Crowne Plaza Suffern - Mahwah by IHG
See all 866 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.
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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 AU$5,295. 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.