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.
42 Hotel
Price was CA $1,496, price is now CA $870 per person
CA $870
per person
Jun 4 - Jun 7
just found
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (858 reviews)
This Hotel is so cool. The staff is beyond helpful and friendly. We cant wait to come back next year.
Reviewed on Apr 15, 2026
1 Hotel Brooklyn Bridge
Price was CA $5,941, price is now CA $3,456 per person
CA $3,456
per person
Jul 1 - Jul 4
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Don’t ever think you will check in prior to the late 4pm check in. No matter what. Not even 5 minutes.
Reviewed on Apr 17, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was CA $3,001, price is now CA $1,809 per person
CA $1,809
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,459 reviews)
Nice hotel. Easy to check in/out. Rooms were clean and the hotel was in a great area right in Times Square so it was easy to get everywhere. I would definitely stay here again next time when I’m in NYC. Rooms get nice and cold too I really enjoyed my stay!
Reviewed on Apr 25, 2026
The William Vale
Price was CA $2,677, price is now CA $1,629 per person
CA $1,629
per person
Jul 1 - Jul 4
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,037 reviews)
Westlight has great bartenders and cocktails. Charlie made my birthday even better.
Reviewed on Apr 21, 2026
Highland Falls Hotel Deals
West Point Motel
156 Main Street Highland Falls NY
Fully refundable
The price is CA $150 per night from Apr 26 to Apr 27
CA $150
CA $185 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (688 reviews)
A nice quiet place to stay when visiting cadet son at West Point. An older motel that is well maintained and comfortable.
Reviewed on Apr 19, 2026
FairBridge Inn & Suites at West Point
17 Main St Highland Falls NY
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Apr 28 to Apr 29
CA $120
CA $155 total
Apr 28 - Apr 29
includes taxes & fees
6.2/10 (813 reviews)
This is a very down scale property. The room was actually ok (with the exception of ancient and sketchy looking bedspread) but the property looks unkempt and off putting. They are banking on the fact that hotels are scarce in the area… this was quite overpriced for what you get. Oh - WiFi basically ...
Reviewed on Apr 24, 2026
West Gate Inn Nyack
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Apr 26 to Apr 27
CA $126
CA $144 total
Apr 26 - Apr 27
includes taxes & fees
7.2/10 Good! (1,264 reviews)
It was stuffy and hot with a bad odor. Outlets were not working. Very disappointed.
Reviewed on Apr 20, 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.
