A steel bridge over a river with a town in the background.

West Point Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your West Point Vacation

The adventure-packed city of West Point is calling. Discover its hot spots and hidden treasures with a West Point vacation package that's custom made for you. A trip to West Point wouldn't be complete without seeing a few top attractions, such as Chelsea. Your perfect West Point vacation is just clicks away. Search flights, accommodations and more on Expedia for an adventure that's tailored to suit your travel style.

Top West Point vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 17 - Dec 23

    Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort + Flight

    Williamsburg
    6 nights
    3.0 star property
    8.8/10 - Excellent (479 reviews)
    Roundtrip • Toronto (YYZ) - Richmond (RIC)
    YYZ - RIC • 1 stop RIC - YYZ • 1 stop
    CA $1,246
    CA $1,059
    per traveller
    found 23 hours ago
    Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort
  • Dec 17 - Dec 23

    Holiday Inn Express Williamsbrg Busch Gardens Area by IHG + Flight

    Williamsburg
    6 nights
    2.5 star property
    9.2/10 - Wonderful (1,314 reviews)
    "Our stay started out on a bad note, as the young lady who checked us in was not at all pleasant nor welcoming. Not even a smile….we were tired after a long drive and a pleasant welcome would have been appreciated. The room was very clean and comfortable. We slept well. Breakfast was very nice, with many choices. All in all, a nice hotel, and we would stay again."
    Reviewed November 7, 2026
    Roundtrip • Toronto (YYZ) - Richmond (RIC)
    YYZ - RIC • 1 stop RIC - YYZ • 1 stop
    CA $1,165
    CA $1,075
    per traveller
    found 23 hours ago
    Holiday Inn Express Williamsbrg Busch Gardens Area by IHG
  • Dec 24 - Dec 27

    Kingsmill Resort + Flight

    Kingsmill
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,001 reviews)
    "We stayed for 4 nights and never received any room service to clean the room even after calling twice. Best we got was a maintenance man who came to the room with a garbage bag full of towels. Their excuse was that they were too busy with 300 check ins. It appeared like those that used Expedia to book a room was on the bottom of the priority list."
    Reviewed November 6, 2026
    Roundtrip • Calgary (YYC) - Richmond (RIC)
    YYC - RIC • 1 stop RIC - YYC • 2 stops
    CA $1,626
    CA $1,526
    per traveller
    found 11 hours ago
    Kingsmill Resort
  • Dec 17 - Dec 23

    Holiday Inn Express Gloucester by IHG + Flight

    Gloucester
    6 nights
    3.5 star property
    7.2/10 - Good (759 reviews)
    Roundtrip • Toronto (YYZ) - Richmond (RIC)
    YYZ - RIC • 1 stop RIC - YYZ • 1 stop
    CA $1,146
    CA $1,082
    per traveller
    found 23 hours ago
    Holiday Inn Express Gloucester by IHG
  • Dec 24 - Dec 27

    Kings Creek Plantation by TripForth + Flight

    Williamsburg
    3 nights
    3.5 star property
    8.6/10 - Excellent (44 reviews)
    "Beautiful property!!"
    Reviewed August 2, 2026
    Roundtrip • Calgary (YYC) - Richmond (RIC)
    YYC - RIC • 1 stop RIC - YYC • 2 stops
    CA $1,861
    CA $1,774
    per traveller
    found 11 hours ago
    Kings Creek Plantation by TripForth

Discover the most popular places to visit in West Point

West Point Hotel Deals

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.

Frequently Asked Questions

How much does a West Point vacation package cost?

You'll find cheap prices from CA $1,059 on Expedia for your West Point escape. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to West Point costs.

What are the cheapest months to go to West Point?

Plan your trip for the off-peak season and you're likely to find cheap West Point vacation packages. Remember that public holidays and major local events can impact prices, so do your research before you go.

How many days is enough for West Point?

Typically, a handful of days is enough to explore the major attractions during your West Point vacation. But if you prefer to have more time to chill out or go on day tours, think about extending your trip.

How to find the best West Point package deals?

Use Expedia's filter tool to help you find some tempting West Point package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for West Point package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.

Is it cheaper to book a West Point vacation as a package?

An Expedia vacation package could land you great savings when compared to arranging flights and accommodations separately. Better still, you can customize your West Point trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.

When to book a vacation package to West Point?

If you have your West Point travel dates finalized, book as soon as you can to bag some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for setting off on a whim.

How to plan a trip to West Point?

  1. Pick your travel dates: What you'd like to do in West Point and your preferred season will help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and meals to flights and experiences. Your hotel will probably be the largest expense during your trip to West Point.
  3. Decide how long to go for: Now that you know more about West Point, you can figure out the ideal length of your vacation. Pull together a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customized West Point vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.