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.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,831, price is now CA $1,119 per person
CA $1,119
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $2,681, price is now CA $1,531 per person
CA $1,531
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on Nov 6, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,566, price is now CA $1,494 per person
CA $1,494
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
Everything and staff great

Reviewed on Nov 8, 2026

Eurostars The Chemists’ Club Hotel

Eurostars The Chemists’ Club Hotel

4 out of 5
Manhattan
Price was CA $3,020, price is now CA $1,759 per person
CA $1,759
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (555 reviews)
Large room and very clean overall property! Staff was very friendly and was able to accommodate an early check in (without request).

Reviewed on Nov 8, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,379, price is now CA $1,402 per person
CA $1,402
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,435 reviews)
The hotel was nice and the staff was helpful. We said the temperature in our room to 60 and it never got below 70. They did send someone up to change the filter but it didn’t affect it much. Other than that we had a pleasant stay.

Reviewed on Nov 8, 2026

Ready to book your vacation to Wappingers Falls?

 

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Wappingers Falls Hotel Deals

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Nov 29 to Nov 30
CA $132
CA $153 total
Nov 29 - Nov 30
includes taxes & fees
9/10 Wonderful! (1,159 reviews)
"Clean and spacious - was pleasantly surprised by the rooms"

Reviewed on Nov 8, 2026

Hyatt Place Poughkeepsie / Hudson Valley
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
The price is CA $151 per night from Nov 9 to Nov 10
CA $151
CA $179 total
Nov 9 - Nov 10
includes taxes & fees
Overlook Lodge at Bear Mountain
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

2.5 out of 5
835 Route 52 Fishkill NY
Fully refundable
The price is CA $138 per night from Nov 29 to Nov 30
CA $138
CA $160 total
Nov 29 - Nov 30
includes taxes & fees
Comfort Suites Fishkill near Interstate 84
See all 1,055 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.
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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.
See properties

Frequently asked questions

How much does a Wappingers Falls vacation package cost?
Offering excellent value package deals from CA $1,119 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.