Wappingers Falls Vacation Packages
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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.
Top Wappingers Falls Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Seven Beach Lane
CA $1,295
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (29 reviews)
Property was extremely conveniently located to Main Street. The pool was clean with plenty of towels. Staff was pleasant. Great overall experience.
Reviewed on Aug 11, 2026
Sound View Greenport
CA $2,043
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (675 reviews)
I love this place amazing views and fun activities. I am afraid they are a bit understaffed so not everything is running smoothly. They do really really want to do a good job. Love the location so many things to do on the north fork. The Old Mill Inn is a must food is amazing and the setting beautiful plus all the food on property is very good. get a good rate and enjoy!
Reviewed on Aug 12, 2026
Ready to book your vacation to Wappingers Falls?
Wappingers Falls Hotel Deals
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
CA $153
CA $178 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (1,024 reviews)
"Not professional and not helpful"
Reviewed on Aug 12, 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
CA $115
CA $133 total
Sep 9 - Sep 10
includes taxes & fees
Ramada by Wyndham Newburgh/West Point
1289 Route 300 Newburgh NY
Fully refundableReserve now, pay when you stay
CA $100
CA $118 total
Aug 20 - Aug 21
includes taxes & 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.
Stay near popular Wappingers Falls attractions
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.
Poughkeepsie Galleria
8.4/10 (6 reviews)
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.
Dutchess Stadium
8.0/10 (1 review)
Catch an event at Dutchess Stadium during your trip to Wappingers Falls. Amble around the area's riverfront or attend a sporting event.
Regal Galleria Mall
You can take time to visit Regal Galleria Mall during your travels to Wappingers Falls. Discover the area's waterfalls and countryside.
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.
Frequently asked questions
How much does a Wappingers Falls vacation package cost?
Offering excellent value package deals from CA $1,295 on Expedia, you'll be surprised at how little a vacation to Wappingers Falls costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Wappingers Falls?
The off-season is the best time to travel to Wappingers Falls if you're trying to keep costs down. Another tip for finding cheap Wappingers Falls vacation packages? Try to avoid visiting during public holidays and any major festivals or events.
How many days is enough for Wappingers Falls?
The ideal duration of your Wappingers Falls vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you enough time to check out all the major sights and explore some hidden treasures along the way.
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 room in your schedule to check out major sights like Poughkeepsie Galleria and Bowdoin Park.
How to find the best Wappingers Falls package deals?
Bagging a cheap Wappingers Falls package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most affordable Wappingers Falls package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Wappingers Falls vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a personalized Wappingers Falls vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Wappingers Falls?
If you've got your Wappingers Falls vacation dates confirmed, book as early as you can to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Wappingers Falls?
- Choose when to get away: Check your calendar and get packing. Your favourite time of year and the type of activities available will also help you decide when to vacation in Wappingers Falls.
- Set your budget: Consider expenses like flights, food and transportation when calculating how much to save for your trip to Wappingers Falls. Then, select a property that matches your budget, whether that's a low-cost stay or a high-end retreat.
- Decide how long to go away for: Now that you're up to speed on Wappingers Falls, you can figure out the ideal length of your vacation. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Wappingers Falls vacation 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.
