Wappingers Falls Vacations from $1,256
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Your Wappingers Falls Vacation
Say farewell to planning worries and hello to a Wappingers Falls vacation package. With everything organized before you leave, you can focus on discovering the best of this city, starting with Poughkeepsie Waterfront, which is great for families, history and culture. If a sightseeing tour is on the agenda during your trip to Wappingers Falls, look around major attractions like Poughkeepsie Galleria, Bowdoin Park and Dutchess Stadium. That dream Wappingers Falls vacation is clicks away. Browse accommodations, flights and more on Expedia for an adventure that's tailored just for you.
The Latest Wappingers Falls vacation packages
Price found within the past 48 hours. Click for updated prices.
2 bedroom luxury Empire State VIEW
Manhattan
$1,256
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
6/10 (4 reviews)
After booking i was notified that the property was not available. I would not use this vendor ever again. Highly unprofessional.
Reviewed on Sep 11, 2026
Ink 48 Hotel
Manhattan
$1,442
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (1,767 reviews)
If neighborhood isn’t an issue then this is an affordable option with decent rooms. Don’t expect luxury.
Reviewed on Sep 16, 2026
Don't see what you're looking for?
See all available trips from Pretty Prairie to Wappingers Falls
View all tripsStay near popular Wappingers Falls attractions
Bowdoin Park
Perched above the Hudson River, this 301-acre park offers scenic trails through forests and wetlands. Explore the nationally recognized cross-country course or relax at riverside picnic spots with sweeping river views.
Poughkeepsie Galleria
8.4/10 (6 reviews)
This expansive shopping hub offers over 120 stores across two levels, including major anchors like Macy's and Target. Beyond retail therapy, enjoy entertainment at Regal Cinemas or burn energy at Bounce! Trampoline Park.
Dutchess Stadium
8.0/10 (1 review)
Dutchess Stadium offers an intimate baseball experience with the Hudson Valley Renegades, the Yankees' High-A affiliate. Enjoy evening games with fireworks on weekends or Sunday's "Bark in the Park" events.
Regal Galleria Mall
This modern 16-screen cinema anchors the Poughkeepsie Galleria with premium viewing formats including RealD 3D. Enhance your movie experience with stadium seating that guarantees perfect sightlines from every seat.
Wappingers Falls Hotel Deals
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$105 nightly
$129 total
Sep 20 - Sep 21
Total with taxes and fees
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
$97 nightly
$113 total
Oct 11 - Oct 12
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
$101 nightly
$117 total
Sep 28 - Sep 29
Total with taxes and 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.
Find the Best Wappingers Falls Vacation Packages
Wappingers Falls Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Population | 5,600 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | SplashDown Beach, Dia Beacon and Chance Theater |
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Frequently asked questions
How much does a Wappingers Falls vacation package cost?
You'll find cheap prices from $1,256 on Expedia for your Wappingers Falls break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Wappingers Falls costs.
What are the cheapest months to go to Wappingers Falls?
You can generally find reduced prices and better availability in December, January and February. Explore our cheap Wappingers Falls vacation packages and you could get some excellent off-season deals.
How many days is enough for Wappingers Falls?
With a well-organized itinerary, you can easily visit the main Wappingers Falls sights in a few days. But if you want to venture off the beaten track or go on day trips, think about booking your Wappingers Falls vacation for longer.
Is it worth booking a vacation package to Wappingers Falls?
During your Wappingers Falls vacation, you can look forward to enjoying some top-notch history and culture. Leave enough time in your itinerary to explore major attractions like Poughkeepsie Galleria and Bowdoin Park.
How to find the best Wappingers Falls package deals?
Start your search for a Wappingers Falls package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Wappingers Falls package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Wappingers Falls escape underway.
Is it cheaper to book a Wappingers Falls vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Wappingers Falls vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Wappingers Falls?
If you're planning an impromptu Wappingers Falls vacation, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Wappingers Falls vacation packages?
If you're anything like us, you love traveling the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Wappingers Falls trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.
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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.
