Highland Falls Trips (flight + hotel)

Photo by 💋Priscilla 💋
    deals illustration
    Better together
    Save up to P 3,118 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Highland Falls

West Point Motel
West Point Motel
2.5 out of 5
156 Main Street, Highland Falls, NY
The price is P8,601 per night from Jun 26 to Jun 27
P8,601
P9,730 total
Jun 26 - Jun 27
includes taxes & fees
8.4/10 Very Good! (593 reviews)
"Conveniently located near West Point campus. Decent motel."

Reviewed on Jun 21, 2025

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
Fully refundableReserve now, pay when you stay
The price is P5,864 per night from Jul 9 to Jul 10
P5,864
P6,861 total
Jul 9 - Jul 10
includes taxes & fees
6/10 (728 reviews)
"The location was not quite as close as the ad said. 2.5 miles from west point is not a 7 minute walk. For $500. they could have offered breakfast and upscale the unit."

Reviewed on May 30, 2025

FairBridge Inn & Suites at West Point
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is P6,344 per night from Jul 1 to Jul 2
P6,344
P7,176 total
Jul 1 - Jul 2
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Very nice, updated, clean and price was great. Pool and hot tub were also great."

Reviewed on Jun 18, 2025

HYATT house Fishkill/Poughkeepsie
See all 763 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.

Frequently asked questions

How much does a Highland Falls vacation package cost?
You can grab a vacation package to this destination on Expedia. However, how much your vacation 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 vacation packages. Traveling 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 vacation 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 vacation package as early as possible.
Is it cheaper to book a Highland Falls vacation as a package?
You can enjoy significant savings on your Highland Falls break by booking a personalized vacation 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 vacation 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 accommodations: After you've settled on your dates and duration, lock in the right Highland Falls vacation package for you.

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