Wappingers Falls Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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 $1,692, price is now CA $984 per person
CA $984
per person
Jan 13 - Jan 16
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
Save 100% on your flight
Price was CA $8,770, price is now CA $4,580 per person
CA $4,580
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) 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

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Price was CA $3,716, price is now CA $2,105 per person
CA $2,105
per person
Feb 4 - Feb 7
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,006 reviews)

Eurostars The Chemists’ Club Hotel

Eurostars The Chemists’ Club Hotel

4 out of 5
Manhattan
Price was CA $3,557, price is now CA $2,196 per person
CA $2,196
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (555 reviews)
Noise in my room and toilet didn’t work

Reviewed on Nov 11, 2026

LGA AIRPORT

LGA AIRPORT

2 out of 5
Queens
Price was CA $1,788, price is now CA $1,126 per person
CA $1,126
per person
Jan 15 - Jan 19
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (2 reviews)
The best airbnb Ive stayed at in New York with the best price for our family of 6. The place was so clean, amenities looked brand new. It had a homey feel to it, my kids didnt want to leave. We will definently be booking again in the future.

Reviewed on Dec 24, 2025

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 $133 per night from Dec 13 to Dec 14
CA $133
CA $154 total
Dec 13 - Dec 14
includes taxes & fees
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 $152 per night from Nov 22 to Nov 23
CA $152
CA $180 total
Nov 22 - Nov 23
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 $147 per night from Nov 29 to Nov 30
CA $147
CA $170 total
Nov 29 - Nov 30
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Nice enough place. Well maintained."

Reviewed on Nov 11, 2026

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 $984 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.