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.
Night Hotel Broadway
Manhattan
Price was CA $1,330, price is now CA $823 per person
CA $823
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (3,182 reviews)
Room was clean but very dated. Everything worked, however the outlets were few and one required repair.
AC was loud and not sufficient to fully cool the room, but not terrible.
Convenient to 96th Street subway. Staff was very friendly.
Overall, a good experience.
Reviewed on Jun 22, 2026
1 Hotel Brooklyn Bridge
Price was CA $2,871, price is now CA $1,825 per person
CA $1,825
per person
Jul 31 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.
Reviewed on Jun 6, 2026
Hilton Garden Inn New York/Manhattan-Midtown East
Manhattan
Price was CA $1,613, price is now CA $1,034 per person
CA $1,034
per person
Sep 4 - Sep 7
found 13 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (1,761 reviews)
It was a very pleasant stay
Reviewed on Jun 17, 2026
Hotel St. James
Manhattan
Price was CA $1,570, price is now CA $1,046 per person
CA $1,046
per person
Sep 4 - Sep 7
found 13 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Good location for our Broadway plays.
Desk clerks not familiar with local restaurant locations. No ice or buckets available.
Reviewed on Jun 22, 2026
JW Marriott Essex House New York
Manhattan
Price was CA $1,740, price is now CA $1,164 per person
CA $1,164
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,003 reviews)
We usually stay at the Ritz but prices were up overall due to the World Cup so we tried this property. It was fantastic and we may have found a new favorite.
Reviewed on Jun 15, 2026
Highland Falls Hotel Deals
West Point Motel
156 Main Street Highland Falls NY
Fully refundable
The price is CA $170 per night from Jul 6 to Jul 7
CA $170
CA $209 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (711 reviews)
"The hotel was very clean and comfortable. It is very close to West Point. We enjoyed our stay."
Reviewed on Jun 22, 2026
FairBridge Inn & Suites at West Point
17 Main St Highland Falls NY
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Jun 24 to Jun 25
CA $248
CA $313 total
Jun 24 - Jun 25
includes taxes & fees
6.2/10 (824 reviews)
"Parking lot is a mess. Check in easy. Everything is old and unclean. We almost left after walking into the room, unfortunately there were not any vacancies in the places we wanted to stay. Washcloth was stained, towels very thin, no tissues, no soap dish for hand washing soap, limited plugs for charging, ..."
Reviewed on Jun 20, 2026
Hotel Nyack, a JdV by Hyatt Hotel
400 High Avenue Nyack NY
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Jul 13 to Jul 14
CA $141
CA $200 total
Jul 13 - Jul 14
includes taxes & fees
8.6/10 Excellent! (1,154 reviews)
"This hotel is my favorite. I stay there about 25x a year on my personal dime not business because I love it so much. Love the pool in the summer, breakfast and design of the rooms\ the whole building is historic and beautifully decorated and the staff is great!"
Reviewed on Jun 22, 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.
