West Point Vacations from $959

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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.

The Latest West Point vacation packages

Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,569, price is now $959 per person
$959
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $1,811, price is now $1,106 per person
$1,106
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
Great for a date night getaway . Staff was kind and helpful. Would definitely stay again.

Reviewed on Nov 11, 2026

Eurostars The Chemists’ Club Hotel

Eurostars The Chemists’ Club Hotel

4 out of 5
Manhattan
Price was $3,322, price is now $2,030 per person
$2,030
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.4/10 Exceptional! (555 reviews)

33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Manhattan
Price was $1,866, price is now $1,164 per person
$1,164
per person
Dec 15 - Dec 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,007 reviews)

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was $3,459, price is now $2,177 per person
$2,177
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,002 reviews)

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Stay near popular West Point attractions

Michie Stadium

9.2/10 (10 reviews)
Perched on the historic West Point campus, Michie Stadium offers thrilling Army football amid stunning Hudson Valley views. Arrive early to experience the full pageantry of military traditions before kickoff.
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West Point Hotel Deals

The Thayer Hotel at West Point

The Thayer Hotel at West Point

3.5 out of 5
674 Thayer Road West Point NY
Fully refundable
$213 nightly
The price is $251 total per night from Dec 16 to Dec 17
$251 total
Dec 16 - Dec 17
Total with taxes and fees
The Thayer Hotel at West Point
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $124 total per night from Nov 16 to Nov 17
$124 total
Nov 16 - Nov 17
Total with taxes and fees
Overlook Lodge at Bear Mountain
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $109 total per night from Dec 13 to Dec 14
$109 total
Dec 13 - Dec 14
Total with taxes and fees
9/10 Wonderful! (1,169 reviews)
"If I could give this hotel a higher rating I would!"

Reviewed on Nov 14, 2026

Hyatt Place Poughkeepsie / Hudson Valley
See all 701 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.

Find the Best West Point Vacation Packages

West Point Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
6,800
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Brotherhood Winery, Palaia Vineyards Winery and Storm King State Park

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Frequently asked questions

What's the best vacation package for West Point?
For couples seeking a scenic and historic getaway, a West Point vacation package built around a stay at The Thayer Hotel at West Point is a strong choice. This 3.5-star property offers a bar and lounge, and travelers frequently highlight its beautiful overall experience, great food, and good breakfast choices.

History and culture enthusiasts will also find the best vacation packages in West Point often center on The Thayer Hotel. Its great location places you about 2 miles from the United States Military Academy and about 1 mile from the West Point Museum, making it an ideal base for exploring the area's rich heritage.
How can I save money on a West Point vacation package?
When you bundle, you can save up to 30%*. To save money on a West Point package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Is West Point better suited for a beach vacation or a cultural trip?
West Point is primarily a cultural and historical destination, deeply rooted in the history of the United States Military Academy. Visitors on a West Point vacation can explore significant landmarks like the United States Military Academy itself, which has a rich history dating back to 1778, and the West Point Museum, showcasing military artifacts.

The area also offers abundant outdoor activities, with places like Bear Mountain State Park providing scenic trails and natural beauty. A West Point vacation package focuses on immersive historical experiences and engaging outdoor adventures in a central urban setting.
What are the top things to do in West Point?
A West Point vacation offers a blend of historical exploration, outdoor recreation, and artistic discovery:

Browse and book things to do in West Point on Expedia.
Do you need to rent a car in West Point, or is public transport enough?
For a West Point vacation package, renting a car offers the most flexibility to explore the area's attractions. While some hotels are within walking distance of central sights like the United States Military Academy and the West Point Museum, many other points of interest, such as the Storm King Art Center about 12 miles away or Bear Mountain State Park about 5 miles away, are more easily reached by car. A car allows you to fully experience the cultural and outdoor offerings of West Point and the surrounding Hudson Valley. Travelers booking West Point vacation packages with flights will find a rental car convenient for day trips and wider exploration.
Are West Point vacation package hotels conveniently located?
West Point vacation package hotels offer convenient access to the area's main attractions. The Thayer Hotel at West Point, a 3.5-star property, is located about 1 mile from central West Point and about a 10-minute walk from the West Point Museum. For those focusing on the military academy, Holiday Inn Express West Point by IHG is about a 5-minute walk from the United States Military Academy. Meanwhile, Overlook Lodge at Bear Mountain places you about a 5-minute walk from Bear Mountain State Park, ideal for outdoor enthusiasts. Consider your preferred activities when choosing a hotel to provide easy access to the sights you want to explore.
Are there vacation package hotels in West Point within walking distance of restaurants and shops?
West Point vacation package hotels can place you within walking distance of key attractions, which often include nearby dining and local shops. The Thayer Hotel at West Point, a 3.5-star property, is about 1 mile from central West Point and about a 10-minute walk from the West Point Museum, putting you close to the heart of the town's amenities. For those visiting the military academy, Holiday Inn Express West Point by IHG is about a 5-minute walk from the United States Military Academy, with some dining options typically found in the vicinity. Actual walking routes may differ from straight-line distances, so check the map for the selected hotel.
Can I change or cancel my West Point vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking West Point vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later West Point vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your West Point vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to West Point?
To find last-minute vacation packages to West Point, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on West Point vacation packages?
Free cancellation on a West Point vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a West Point vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your West Point getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my West Point vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.