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.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
CA $1,226
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,331 reviews)
The power outlets were sparse and old which made the connection very loose. Also no direct USB-C ports which made it hard to charge anything bedside. The rooms were very small and after opening bags, there were no wiggle room to move around and adjust.

Reviewed on Sep 8, 2026

5th & 55th Residence Club

5th & 55th Residence Club

Manhattan
CA $5,392
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (5 reviews)
1 Hotel Central Park

1 Hotel Central Park

Manhattan
CA $2,305
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
CA $1,327
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (3,950 reviews)
Lovely hotel and prompt and good staff assistance when needed.

Reviewed on Sep 9, 2026

Lotte New York Palace

Lotte New York Palace

Manhattan
CA $1,521
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,230 reviews)
Great room. Offered early checkin which as much appreciated. Location is hard to beat

Reviewed on Sep 9, 2026

Ready to book your vacation to West Point?

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West Point Hotel Deals

The Thayer Hotel at West Point

The Thayer Hotel at West Point

674 Thayer Road West Point NY
CA $293
CA $381 total
Sep 13 - Sep 14
includes taxes & fees
The Thayer Hotel at West Point
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY
CA $151
CA $186 total
Oct 4 - Oct 5
includes taxes & fees
Overlook Lodge at Bear Mountain
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY
Fully refundable
CA $138
CA $160 total
Sep 13 - Sep 14
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Good location, but the room needs repair; the bathtub and sink retain water."

Reviewed on Sep 9, 2026

Holiday Inn Express Poughkeepsie by IHG
See all 705 properties in West Point
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

Michie Stadium

9.2/10 (10 reviews)
Catch an event at Michie Stadium during your trip to West Point. Stroll along the riverfront or attend a sporting event in the area.
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West Point Golf Course

10.0/10 (1 review)
Enjoy a round of golf in West Point at West Point Golf Course. Wander the riverfront or discover the area's mountain views.
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West Point Cemetery

You can learn about the history of West Point when you stop by West Point Cemetery. Amble around the area's riverfront or visit its cathedral.
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Fort Putnam

You can find out about the history of West Point when you stop by Fort Putnam. Stroll along the riverfront or visit the cathedral while you're in the area.
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Christl Arena

8.0/10 (4 reviews)
Catch an event at Christl Arena during your trip to West Point. Amble around the area's riverfront or visit its cathedral.
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Eisenhower Hall Theater

9.4/10 (6 reviews)
You can make plans for a show at Eisenhower Hall Theater during your trip to West Point. Wander the riverfront or discover the area's mountain views.
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Tate Rink

Catch an event at Tate Rink during your trip to West Point. Amble around the area's riverfront or visit its cathedral.
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Lichtenberg Tennis Center

Catch an event at Lichtenberg Tennis Center during your trip to West Point. Stroll along the riverfront or visit the cathedral while you're in the area.
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What to do in West Point

Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

CA $76
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
7 Hour Private Shopping Tour in Woodbury Common Premium Outlets

Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax

CA $1,080
per traveller
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
See all activities in West Point

Frequently asked questions

How much does a West Point vacation package cost?
Offering excellent value package deals from CA $1,226 on Expedia, you'll be surprised at how little a vacation to West Point costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to West Point?
If you'd like to book a cheap West Point vacation package, consider visiting in January, February and October. You're likely to find better rates on hotels and flights during these quieter months — ideal for budget-conscious travellers.
How many days is enough for West Point?
With a well-planned schedule, you can easily tick off the main West Point attractions in a handful of days. But if you'd like to explore off the beaten track or take day trips, consider booking your West Point vacation for longer.
Is it worth booking a vacation package to West Point?
West Point is a good vacation destination with attractions like Michie Stadium among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a West Point vacation promises fun for everyone.
How to find the best West Point package deals?
Bagging a cheap West Point package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add some filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly West Point package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a West Point vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored West Point vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to West Point?
Land incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment West Point trip.
How to plan a trip to West Point?
  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit West Point.
  2. Set a budget: Consider costs like flights, food and transportation when calculating how much to set aside for your trip to West Point. Then, pick a property that works with your budget, whether that's a low-cost stay or a more upscale getaway.
  3. Work out your trip length: Consider how much time you'd like to spend discovering West Point. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Combine your accommodations and airfare: After you've settled on your dates and duration, book the perfect West Point vacation package for you.

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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.