West Point Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
The High Line Hotel
Manhattan
CA $2,167
per person
Nov 11 - Nov 16
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,002 reviews)
There are hotels that have "shabby chic" and there are hotels that, like this one, are just neglectfully shabby. What a disappointment for the amount of money spent on the room... that there is no real lobby is a structural choice they made, which is sad. That they refuse to turn the coffee station into a bar at night (when the outdoor bar is closed due to weather) is a poor choice, like they don't care about the guests... that they leave a window air-condition in the window when it's cold and have a tape keep the plastic together--and the outside noise and cold air come into the first-floor room, is a choice, as well. The curtains could use rehanging, the towels are so frayed that they tear, and despite claiming it's a "deluxe" room, there is neither light not end-table on one side (and you have to jump over the bed to get to your side of the bed (when coupled).
Reviewed on Sep 27, 2026
Ready to book your vacation to West Point?
West Point Hotel Deals
The Thayer Hotel at West Point
674 Thayer Road West Point NY
Fully refundableReserve now, pay when you stay
CA $282
CA $370 total
Oct 26 - Oct 27
includes taxes & fees
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
CA $144
CA $177 total
Sep 30 - Oct 1
includes taxes & fees
8.4/10 Very good! (1,008 reviews)
"Beautiful and relaxing. Something I’d do different next time, I’d definitely stay at the Inn. As a solo female traveler, the Overlook was too secluded - it broke some of the solo traveling rules I’ve set for myself. Also, was a little bummed the next morning. Upon check in I was told about their ..."
Reviewed on Sep 27, 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
CA $133
CA $154 total
Oct 26 - Oct 27
includes taxes & fees
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.
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.
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.
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.
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.
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.
Tate Rink
Catch an event at Tate Rink during your trip to West Point. Amble around the area's riverfront or visit its cathedral.
Kosciuszko Monument
You can learn about the history of West Point with a visit to Kosciuszko Monument. Amble around the area's riverfront or visit its cathedral.
What to do in West Point
Sunset Sips Cruise — DJ, Open Bar & Hudson River Views
CA $53
per adult
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
CA $1,091
per traveller
Frequently asked questions
How much does a West Point vacation package cost?
Offering excellent value package deals from CA $2,026 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?
- 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.
- 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.
- 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.
- Combine your accommodations and airfare: After you've settled on your dates and duration, book the perfect West Point vacation package for you.
Explore a world of travel with Expedia
- Madame Tussauds Wax Museum
- Stormville Airport Antique Show & Flea Market
- Brooklyn Bridge Park
- Purchase Vacations
- Bannerman Castle
- Times Square
- Bleecker Street
- Jacob K. Javits Convention Center
- Rink at Rockefeller Center
- Nomad Vacations
- Astoria Vacations
- Battery Park
- Grand Central Terminal
- The Cooper Union for the Advancement of Science and Art
- Upper West Side Vacations
- Greenwich Village Vacations
- Brooklyn Heights Promenade
- Black Gay & Lesbian Archive
- Citi Field
- Wall Street
- Mount Sinai Hospital
- Chelsea Vacations
- New York Transit Museum
- Little Italy Vacations
- Zabar's
- Top of the Rock Observation Deck
- Bronx Vacations
- Chelsea Hotel
- The High Line Park
- Hell's Kitchen Vacations
- Chinatown Vacations
- Peekskill Vacations
- Long Island City Vacations
- Ed Sullivan Theater
- Legoland® New York
- Brooklyn Cruise Terminal
- Midtown Vacations
- City Hall Park
- Sutton Place Park
- Broadway Theatre
- Soho Vacations
- Wing Fat Shopping Mall
- Brewster Vacations
- Mohonk Preserve Visitor Center
- Vanderbilt Mansion National Historic Site
- Richard Rodgers Theatre
- New City Vacations
- Bethesda Fountain
- Madison Square Garden
- Trump Tower
- Elmhurst Vacations
- Metropolitan Pavilion
- Woodbury Common Premium Outlets
- Harlem Vacations
- Memorial Sloan-Kettering Cancer Center
- Sleepy Hollow Vacations
- Hearst Tower
- Lyndhurst Mansion
- Belvedere Castle
- Central Park Zoo
- Bowery Ballroom
- Whitney Museum of American Art
- Metropolitan Opera House
- Empire State Building
- Times Square Church
- The Dakota
- St. Patrick's Cathedral
- Restaurant Row
- United Nations Headquarters
- Lincoln Center
- Arthur Ashe Stadium
- Bear Mountain State Park
- The Oculus
- Brooklyn Vacations
- Flushing Vacations
- Apollo Theater
- Poughkeepsie Vacations
- Brooklyn Bridge
- Manhattan Cruise Terminal
- George Washington Bridge
- Museum of Sex
- New York Vacations
- Frick Collection
- Metropolitan Museum of Art
- American Museum of Natural History
- Upper East Side Vacations
- Cathedral of St. John the Divine
- Theater District Vacations
- Gramercy Park
- Tarrytown Vacations
- Statue of Liberty
- Strawberry Fields
- Macy's
- Washington Square Park
- Solomon R. Guggenheim Museum
- Ravenite Social Club
- New York Public Library
- City Winery
- Gramercy Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
