Highland Falls Holidays from AU$5,154

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Your Highland Falls Holiday

Build a custom holiday package to Highland Falls and prepare to experience this city the way you want. Think about spending some time in the neighbourhood of Montrose, which is great for walking and more. Every trip to Highland Falls needs a well-crafted itinerary. Fill yours with famous sights like Bear Mountain State Park, United States Military Academy and Michie Stadium. Expedia can help you escape your daily routine. Tailor your holiday to Highland Falls to suit your style of travel, whatever that may look like.

The Latest Highland Falls Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Manhattan
Price was AU$6,911, price is now AU$5,154 per person
AU$5,154
per person
28 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.4/10 Exceptional! (275 reviews)

LGA AIRPORT

LGA AIRPORT

2 out of 5
Queens
Price was AU$11,058, price is now AU$7,369 per person
AU$7,369
per person
26 Dec - 2 Jan
found 18 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
10/10 Exceptional! (2 reviews)
The best airbnb Ive stayed at in New York with the best price for our family of 6. The place was so clean, amenities looked brand new. It had a homey feel to it, my kids didnt want to leave. We will definently be booking again in the future.

Reviewed on 24 Dec 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was AU$8,355, price is now AU$6,084 per person
AU$6,084
per person
17 Dec - 23 Dec
found 20 hours ago
Return flight included
Melbourne (MEL) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was AU$23,207, price is now AU$17,015 per person
AU$17,015
per person
17 Dec - 23 Dec
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on 6 Nov 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was AU$7,844, price is now AU$5,806 per person
AU$5,806
per person
17 Dec - 23 Dec
found 20 hours ago
Return flight included
Melbourne (MEL) to New York (JFK)
9/10 Wonderful! (3,435 reviews)

Highland Falls Holiday

Highland Falls Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
3,800
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Eisenhower Hall Theatre, Michie Stadium and West Point Museum

Our pick of the best Highland Falls Hotel Deals

West Point Motel

West Point Motel

2.5 out of 5
156 Main Street Highland Falls NY
Fully refundable
The price is AU$180 per night from 29 Nov to 30 Nov
AU$180
29 Nov - 30 Nov
includes taxes & fees
8.6/10 Excellent! (772 reviews)
"Super convenient if visiting West Point - it’s only a mile to the entrance gate. We walked it several times."

Reviewed on 8 Nov 2026

West Point Motel
FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point

2 out of 5
17 Main St Highland Falls NY
The price is AU$156 per night from 15 Nov to 16 Nov
AU$156
15 Nov - 16 Nov
includes taxes & fees
FairBridge Inn & Suites at West Point
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$189 per night from 15 Nov to 16 Nov
AU$189
15 Nov - 16 Nov
includes taxes & fees
West Gate Inn Nyack
See all 802 properties in Highland Falls
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
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Stay near popular Highland Falls attractions

West Point Museum

9.8/10 (25 reviews)
America's oldest federal museum showcases military artefacts from the Revolutionary War to modern times. Explore weapons, uniforms, and equipment while learning about the nation's military heritage at this free treasure.
See properties

Frequently asked questions

How much does a Highland Falls holiday package cost?
You can grab a holiday package to this destination from AU$5,154 on Expedia. However, how much your holiday to Highland Falls costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Highland Falls?
December, January and February are great times to look for cheap Highland Falls holiday packages. Travelling in quieter months means you can generally find better prices on hotels and flights.
How many days is enough for Highland Falls?
The ideal duration of your Highland Falls holiday depends on what you'd like to see. Usually, a handful of days to a week will give you plenty of time to go to all the main sights and discover some hidden spots along the way.
How to find the best Highland Falls package deals?
Use Expedia's filter tool to find some tempting Highland Falls package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Highland Falls package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Highland Falls holiday as a package?
You can enjoy significant savings on your Highland Falls break by booking a personalised holiday package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Highland Falls?
If you're planning an impromptu Highland Falls adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Highland Falls?

  1. Pick your travel dates: The things you'd like to do in Highland Falls and your preferred season can help you decide when to get away.
  2. Set a budget: Factor in costs such as flights, food and transportation when calculating how much to set aside for your trip to Highland Falls. Then, select a property that works with your budget, whether that's a low-cost option or a deluxe retreat.
  3. Decide how long to go for: Now that you're up to speed on Highland Falls, you can work out the perfect length of your break. Pull together a rough plan and allocate enough time to cover everything you want to see.
  4. Combine your airfare and accommodation: After you've settled on your dates and duration, lock in the right Highland Falls holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.