Wappingers Falls Vacations from $725
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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.
Seven Beach Lane
$1,225
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
9.4/10 Exceptional! (32 reviews)
This hotel is in a great location close to town and restaurants. The rooms are well appointed and clean. The rooms by the pool are larger than the rooms in the house. We have stayed in both and I prefer the pool rooms although louder than the others. Nice pool and restaurant/bar on site. There is also a hotel shuttle to the beach and they were nice enough to drive us to dinner also.
Reviewed on Aug 21, 2026
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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
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$99 nightly
$115 total
Sep 13 - Sep 14
Total with taxes and fees
9/10 Wonderful! (1,054 reviews)
"It’s a smaller hotel but had everything we needed. The breakfast was good, not amazing. Our room had an issue with the bathroom lock and you can see there were previous issues. Otherwise it was nice enough and easy to get to for our purposes."
Reviewed on Aug 23, 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
$95 nightly
$110 total
Sep 21 - Sep 22
Total with taxes and fees
8.8/10 Excellent! (1,018 reviews)
"Clean, staff was helpful, breakfast was well prepared . Pool was not operational."
Reviewed on Aug 23, 2026
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$125 nightly
$154 total
Aug 25 - Aug 26
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 $725 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.