Town of Highlands Holidays from AU$2,730

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*

  • Find the right fit

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

  • 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.
The Ridge Hotel

The Ridge Hotel

3 out of 5
Manhattan
Price was AU$3,707, price is now AU$2,730 per person
AU$2,730
per person
17 Aug - 27 Aug
found 19 hours ago
Return direct flight included
Sydney (SYD) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very good! (1,146 reviews)
Clean room, shops nearby, staff was generally unhelpful. No plastic utensils, held bags before check in but wouldn't hold them for an hour at checkout

Reviewed on 1 July 2026

Hilton Garden Inn New York/Times Square Central

Hilton Garden Inn New York/Times Square Central

3 out of 5
Manhattan
Save 100% on your flight
Price was AU$7,365, price is now AU$4,401 per person
AU$4,401
per person
1 Sept - 10 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (2,941 reviews)
Staff for check in and out could not have been better. Super helpful friendly people.woyld definitely stay again

Reviewed on 1 July 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was AU$6,745, price is now AU$4,389 per person
AU$4,389
per person
1 Sept - 10 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.6/10 Exceptional! (1,615 reviews)
Great little find, good location. Clean and decent size rooms for NYC

Reviewed on 29 June 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was AU$5,466, price is now AU$3,734 per person
AU$3,734
per person
1 Sept - 10 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
We are absolutely happy with the hotel. Location is amazing very close to Time Square. We didn’t hear any noises from outside. A lot of food trucks around and walking distance to Main locations

Reviewed on 1 July 2026

Hilton Garden Inn New York/Manhattan-Midtown East

Hilton Garden Inn New York/Manhattan-Midtown East

3.5 out of 5
Manhattan
Price was AU$5,203, price is now AU$3,565 per person
AU$3,565
per person
11 Sept - 18 Sept
found 1 day ago
Return direct flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (1,737 reviews)
Very good

Reviewed on 30 June 2026

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 NY
Fully refundableReserve now, pay when you stay
The price is AU$243 per night from 6 July to 7 July
AU$243
6 July - 7 July
includes taxes & fees
8.4/10 Very good! (1,010 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 AU$139 per night from 5 July to 6 July
AU$139
5 July - 6 July
includes taxes & fees
6/10 (2,262 reviews)
"Good"

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 AU$156 per night from 5 July to 6 July
AU$156
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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$2,730. 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

AU$77
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

AU$1,087
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.