Wappingers Falls Vacations from $456
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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.
Sound View Greenport
Save 100% on your flight
Price was $1,747, price is now $943 per person
$943
per person
Dec 26 - Jan 2
just found
Roundtrip flight included
Miami (MIA) to New York (NYC)
8.4/10 Very Good! (579 reviews)
Way too overpriced for what you get!
Let’s start with the positives. A magnificent view and a decent bed…
The rooms are less than average, with terrible decor, and very noisy, to the point that we could hear clearly the couple next door for the whole night…. just like a cheap motel, except that it costs us almost $800 for the night.
Reviewed on Oct 5, 2025
Harpoon House
Price was $1,579, price is now $886 per person
$886
per person
Dec 26 - Jan 2
just found
Roundtrip flight included
Miami (MIA) to New York (NYC)
8.4/10 Very Good! (143 reviews)
We were looking for a quick overnight in the East End, and the Harpoon House exceeded our expectations in every way. The room was spacious (a suite!) and well-appointed, blending the charm of the original 1648 (!) building with modern amenities and furnishings. We didn't take advantage of the on-property restaurant (formerly Blu Mar), but the menu - by acclaimed chef Rocco DiSpirito - looked excellent, if a bit pricey. Location was ideal, within easy walking distance of all Main Street shops and restaurants, and less than a mile to the beach. And, although things were a bit quieter than in the height of summer - not a bad thing! - we loved being out there for the fall harvest season, with wineries and farms in full swing. All-in-all, our stay at the Harpoon House made for a perfect fall weekend in the Hamptons - highly recommended.
Reviewed on Oct 20, 2025
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See all available trips from Des Moines to Wappingers Falls
View all tripsDiscover 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.
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.
Fun Central
Enjoy a stop at Fun Central, an entertaining place to visit in Wappingers Falls. Amble around the area's riverfront or attend a sporting event.
Wappingers Falls Hotel Deals
The Crossroads Hotel, Newburgh
5 Lakeside Rd, Newburgh, NY
$109 nightly
The price is $129 total per night from Oct 26 to Oct 27
$129 total
Oct 26 - Oct 27
Total with taxes and fees
7/10 Good! (638 reviews)
Location was good and staff was friendly
Reviewed on Oct 23, 2025
Hampton Inn & Suites Poughkeepsie
2361 South Rd, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $128 total per night from Nov 2 to Nov 3
$128 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (1,038 reviews)
I can not say enough about the staff. They were friendly, funny, kind, attentive, helpful and competent. I did not have high expectations of our stay. I needed a safe, clean place for a one night stay with my two young kids and did not want to pay a fortune. But I was very surprised at the quality ...
Reviewed on Oct 20, 2025
Wildflower Farms, Auberge Collection
2702 Main St, Gardiner, NY
$1,149 nightly
The price is $1,286 total per night from Nov 25 to Nov 26
$1,286 total
Nov 25 - Nov 26
Total with taxes and fees
9.4/10 Exceptional! (54 reviews)
Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect ...
Reviewed on Sep 16, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
