West Point Holidays

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Top hotels in West Point

The Thayer Hotel at West Point

The Thayer Hotel at West Point

3.5 out of 5
674 Thayer Road West Point NY
Fully refundableReserve now, pay when you stay
The price is S$355 per night from 17 Aug to 18 Aug
S$355
17 Aug - 18 Aug
includes taxes & fees
9/10 Wonderful! (776 reviews)
"Unique experience and they made our anniversary celebration extra special!"

Reviewed on 26 Jul, 2026

The Thayer Hotel at West Point
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
The price is S$161 per night from 9 Aug to 10 Aug
S$161
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (1,021 reviews)
"Muy bueno!"

Reviewed on 27 Jul, 2026

Hyatt Place Poughkeepsie / Hudson Valley
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
The price is S$213 per night from 2 Aug to 3 Aug
S$213
2 Aug - 3 Aug
includes taxes & fees
8.4/10 Very good! (1,027 reviews)
"We stayed in one of the stone cottages and were given two keys to our room and only one of the two worked. Walls are pretty thin you could hear other people's conversations. The room itself was cozy and clean and has a romantic vibe making it an ideal location for a weekend getaway with your ..."

Reviewed on 27 Jul, 2026

Overlook Lodge at Bear Mountain
See all 717 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)
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.
See properties

What to do in West Point

7 Hour Private Shopping Tour in Woodbury Common Premium Outlets

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

S$1,008
per traveller
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

S$71
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
See all activities in West Point

Frequently asked questions

How much does a West Point holiday package cost?
You can snap up a holiday package to this destination on Expedia. But how much your holiday to West Point costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to West Point?
January, February and October are the best times to look for cheap West Point holiday packages. Choosing to travel in quieter periods means you'll typically find lower prices on hotels and flights.
How many days is enough for West Point?
The ideal duration for your West Point holiday depends on what you'd like to see and do. Usually, a handful of days to a week will give you time to tick off all the major sights and discover some hidden gems along the way.
Is it worth booking a holiday package to West Point?
West Point is a good holiday destination with attractions like Michie Stadium among the many things to keep you busy. Whether you're travelling with the family or planning a trip with friends, a West Point holiday promises a good time for everyone.
How to find the best West Point package deals?
Use Expedia's filters to find some tempting West Point package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for West Point package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a West Point holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still get the flexibility to create a customised West Point holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to West Point?
If you're planning an impromptu West Point getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking ahead.
How to plan a trip to West Point?

  1. Pick your travel dates: The things you want to do in West Point and your preferred season will help you decide when to get away.
  2. Budget wisely: Besides the cost of your stay, you'll need to consider other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that may come up during your trip to West Point.
  3. Decide your trip length: Consider how long you'd like to spend exploring West Point. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a West Point holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.