Wappingers Falls Vacations from $247

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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.
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $438, price is now $247 per person
$247
per person
Feb 19 - Feb 22
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (5,413 reviews)
Was crowded due to the holiday season. Expected better prepardeness from a name brand chain like Sheraton for the holiday rush. The staff was overwhelmed all the time and evidently ‘doing their job’. Guests were there on vacation. There should have been some empathy from the staff in their interactions. Supremely disappointing

Reviewed on Jan 5, 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $641, price is now $319 per person
$319
per person
Feb 19 - Feb 22
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Staff was really nice, rooms were clean will definitely be staying here again

Reviewed on Jan 4, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $1,891, price is now $1,011 per person
$1,011
per person
Mar 24 - Mar 27
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
This hotel was FABULOUS! The view you see if the view you get! STUNNING magazine worthy view of the Brooklyn bridge. Almost kid free. The rooftop bar and lounge had stunning views of the Brooklyn bridge and Hudson river. Just minutes away from Manhattan and close enough to walk to the Bridge. Room service was excellent. Very clean room.

Reviewed on Jan 3, 2026

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $669, price is now $360 per person
$360
per person
Feb 26 - Mar 1
just found
Roundtrip flight included
Miami (MIA) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
Very nice property. Clean. Friendly. Great rooms

Reviewed on Jan 4, 2026

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Save 100% on your flight
Price was $781, price is now $440 per person
$440
per person
Mar 13 - Mar 15
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (2,346 reviews)
Room was very clean, staff were extremely helpful and polite.

Reviewed on Jan 4, 2026

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Discover the most popular places to visit in Wappingers Falls

Poughkeepsie Galleria

You can do some window-shopping at Poughkeepsie Galleria during your trip to Wappingers Falls. Stroll along the riverfront or attend a sporting event in the area.

Poughkeepsie Galleria

Bowdoin Park

Explore the great outdoors at Bowdoin Park, a lovely green space in Wappingers Falls. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Bowdoin Park

Stony Kill Farm Environmental Education Center

Take a campus tour or just explore the area of Stony Kill Farm Environmental Education Center, during your trip to Wappingers Falls. Amble around the area's riverfront or attend a sporting event.

Stony Kill Farm Environmental Education Center

Wappingers Falls Hotel Deals

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $120 total per night from Jan 25 to Jan 26
$120 total
Jan 25 - Jan 26
Total with taxes and fees
9.2/10 Wonderful! (1,021 reviews)
The rooms were large and very clean. The beds were comfortable. The staff were very friendly. The breakfast was great with a lot of options. The room temperature was excellent.

Reviewed on Jan 2, 2026

Hampton Inn Harriman Woodbury
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $118 total per night from Jan 16 to Jan 17
$118 total
Jan 16 - Jan 17
Total with taxes and fees
8.8/10 Excellent! (1,005 reviews)
All good. Thanks.

Reviewed on Dec 29, 2025

Hampton Inn & Suites Poughkeepsie
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
$98 nightly
The price is $111 total per night from Jan 6 to Jan 7
$111 total
Jan 6 - Jan 7
Total with taxes and fees
8.4/10 Very Good! (1,008 reviews)
My reservation was not what I was expecting, the ladies at reception were very kind to accommodate me. There was a lot of construction around the property, so I didn’t get to appreciate the true beauty

Reviewed on Jan 1, 2026

Overlook Lodge at Bear Mountain
See all 1,046 properties in Wappingers Falls
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 $247 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.