West Point Vacation Packages
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Your West Point Vacation
Get ready to experience West Point on your own terms with a custom West Point vacation package! Uncovering the best parts of this interesting city is easy with a base in a neighborhood such as Montrose, which is great for walking, among lots of other things. United States Military Academy, Michie Stadium and West Point Museum are just a few of the attractions you'll want to check out during your trip to West Point. Whoever you're going away with and whatever your bank balance, your dream West Point vacation is just a few clicks away with Expedia.
Top West Point Vacation Deals
Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York
Manhattan
Save 100% on your flight
Price was CA $1,951, price is now CA $1,070 per person
CA $1,070
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
Love the location!!
Reviewed on Nov 15, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Price was CA $2,258, price is now CA $1,375 per person
CA $1,375
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,435 reviews)
Bestbreakfast buffet ever. Great value and location
Reviewed on Nov 15, 2026
LGA AIRPORT
Queens
Price was CA $5,602, price is now CA $3,502 per person
CA $3,502
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (2 reviews)
The best airbnb Ive stayed at in New York with the best price for our family of 6. The place was so clean, amenities looked brand new. It had a homey feel to it, my kids didnt want to leave. We will definently be booking again in the future.
Reviewed on Dec 24, 2025
West Point Hotel Deals
The Thayer Hotel at West Point
674 Thayer Road West Point NY
Fully refundable
The price is CA $284 per night from Dec 16 to Dec 17
CA $284
CA $372 total
Dec 16 - Dec 17
includes taxes & fees
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Nov 16 to Nov 17
CA $151
CA $179 total
Nov 16 - Nov 17
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Dec 13 to Dec 14
CA $133
CA $155 total
Dec 13 - Dec 14
includes taxes & fees
9/10 Wonderful! (1,171 reviews)
"We had a great time celebrating my wife’s birthday! One bad experience was the next door neighbor, who was awful, very loud and rude in the early am. But other than that no complaints."
Reviewed on Nov 15, 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.
Stay near popular West Point attractions
What to do in West Point
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
CA $1,100
per traveller
Frequently asked questions
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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.
