Highland Falls Holidays from AU$3,514

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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.
Hotel 32 32

Hotel 32 32

Manhattan
AU$3,514
per person
26 Sept - 3 Oct
found 24 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8/10 Very good! (2,509 reviews)
I like the variety of options within the area. Going to stay again another time

Reviewed on 10 Aug 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
Save 100% on your flight
AU$4,098
per person
24 Sept - 1 Oct
found 17 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (3,268 reviews)
NobleDEN Hotel

NobleDEN Hotel

Manhattan
AU$4,228
per person
26 Sept - 3 Oct
found 24 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.8/10 Exceptional! (1,634 reviews)
M Social Hotel New York Downtown

M Social Hotel New York Downtown

Manhattan
AU$3,939
per person
26 Sept - 3 Oct
found 24 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
Margaritaville Resort Times Square

Margaritaville Resort Times Square

Manhattan
AU$3,943
per person
26 Sept - 3 Oct
found 24 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (4,305 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

FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point

17 Main St Highland Falls NY
Fully refundableReserve now, pay when you stay
AU$208
11 Aug - 12 Aug
includes taxes & fees
6.2/10 (832 reviews)
"Security was very poor; no safety lock on door or window. We were on the ground floor and had to use a hanger to secure the window from opening. The parking lot was deteriorated and flooded. It had poor curb appeal. It didn't resemble was on the website."

Reviewed on 5 Aug 2026

FairBridge Inn & Suites at West Point
West Point Motel

West Point Motel

156 Main Street Highland Falls NY
Fully refundable
AU$174
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (731 reviews)
"Me gustó para un noche esta super bien"

Reviewed on 10 Aug 2026

West Point Motel
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3 Executive Blvd Suffern NY
Fully refundable
AU$201
23 Aug - 24 Aug
includes taxes & fees
9/10 Wonderful! (1,033 reviews)
"Great, clean and comfortable bed. No carpets anywhere which is a plus. Beautiful interior and lobby to hang out by"

Reviewed on 10 Aug 2026

Crowne Plaza Suffern - Mahwah by IHG
See all 824 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.

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$3,514 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.