Highland Falls Vacation Packages
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Your Highland Falls Vacation
Organizing your next big getaway is a cinch with a Highland Falls vacation package. The neighborhood of Montrose, which is great for walking, makes a good starting point to discover the marvels of this unique city. Want to get out and explore? United States Military Academy, Bear Mountain State Park and Michie Stadium are some of the top places to visit during a trip to Highland Falls. Stop dreaming and start doing. Check out the many options on Expedia today and finally put your Highland Falls vacation plans into motion!
Top Highland Falls Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was CA $1,496, price is now CA $937 per person
CA $937
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,555 reviews)
Could not get wifi to work. There was only coffee in the room, not tea options. The floor was very loud with slammed doors and people talking at all hours of the evening and morning.
Reviewed on Jun 10, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Price was CA $1,557, price is now CA $978 per person
CA $978
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,055 reviews)
Me encantó el hotel 10/10
Reviewed on Jun 10, 2026
1 Hotel Brooklyn Bridge
Price was CA $4,697, price is now CA $3,013 per person
CA $3,013
per person
Sep 5 - Sep 8
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,007 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.
Reviewed on Jun 6, 2026
2 bedroom luxury Empire State VIEW
Manhattan
Price was CA $5,801, price is now CA $3,736 per person
CA $3,736
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!
Reviewed on Mar 19, 2026
Highland Falls Hotel Deals
West Point Motel
156 Main Street Highland Falls NY
Fully refundable
The price is CA $167 per night from Jul 5 to Jul 6
CA $167
CA $206 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (706 reviews)
"room was clean. Breakfast was minimal with choice of packaged muffin and yogurt"
Reviewed on Jun 9, 2026
FairBridge Inn & Suites at West Point
17 Main St Highland Falls NY
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Jun 11 to Jun 12
CA $155
CA $198 total
Jun 11 - Jun 12
includes taxes & fees
6.2/10 (821 reviews)
"Good cheap place to stay. Kind staff"
Reviewed on Jun 6, 2026
Hotel Nyack, a JdV by Hyatt Hotel
400 High Avenue Nyack NY
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Jul 1 to Jul 2
CA $178
CA $241 total
Jul 1 - Jul 2
includes taxes & fees
8.6/10 Excellent! (1,140 reviews)
"Best coffee we have ever had in a hotel lobby! We liked the uniqueness of it. The pool is very small and crowded. I do wish they offered two queen size beds versus two full-size beds. There is room for two queens in the room. Bar area was nice. Staff is very friendly."
Reviewed on Jun 9, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
