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.
The Towers at Lotte New York Palace
Manhattan
Price was CA $3,389, price is now CA $1,966 per person
CA $1,966
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (666 reviews)
Customer Service is outstanding
Reviewed on Apr 23, 2026
The William Vale
Price was CA $2,268, price is now CA $1,362 per person
CA $1,362
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,050 reviews)
Loved the room! I found myself just looking out the window and on the balcony. With the right weather, I would have never left. It is a great spot and I’d love to go back!
Reviewed on May 1, 2026
Loews Regency New York Hotel
Manhattan
Price was CA $2,868, price is now CA $1,775 per person
CA $1,775
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,006 reviews)
The location is fabulous! And the staff were lovely.
Reviewed on May 5, 2026
Highland Falls Hotel Deals
West Point Motel
156 Main Street Highland Falls NY
Fully refundable
The price is CA $136 per night from Jun 1 to Jun 2
CA $136
CA $168 total
Jun 1 - Jun 2
includes taxes & fees
8.6/10 Excellent! (693 reviews)
We stayed in Rm 123 and the room was extremely spacious. It was relatively clean. I would say it’s time for updates but it’s a solid motel and very close to West Point. The big negative is we could hear the walking around of the folks next door to us so if you are a light sleeper, that could wake ...
Reviewed on May 6, 2026
FairBridge Inn & Suites at West Point
17 Main St Highland Falls NY
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from May 11 to May 12
CA $134
CA $172 total
May 11 - May 12
includes taxes & fees
6.2/10 (818 reviews)
Plenty of parking. Great amenities.
Reviewed on May 5, 2026
Hotel Nyack, a JdV by Hyatt Hotel
400 High Avenue Nyack NY
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from May 11 to May 12
CA $160
CA $220 total
May 11 - May 12
includes taxes & fees
8.6/10 Excellent! (1,080 reviews)
Junibelle was so lovely and helpful. She was quick when checking in and helping me figure out the error with my reservation. Expedia & online suggested there was a hot-tub which was a big reason why i booked and it was not working which was a bummer.
Reviewed on May 7, 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.
