Town of Wappinger Vacation Packages

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

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Top Town of Wappinger Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was CA $1,053, price is now CA $644 per person
CA $644
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,500 reviews)
The staff were very welcoming, and the check in process was very easy. All accommodations included as promised. The restaurant and bar on site was good as well!

Reviewed on Jul 27, 2026

Residence Inn Marriott New York Downtown Manhattan/WTC Area

Residence Inn Marriott New York Downtown Manhattan/WTC Area

3.5 out of 5
Manhattan
Price was CA $2,328, price is now CA $1,308 per person
CA $1,308
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,007 reviews)
Very professionel, helpful, and friendly staff. Guy at the front door did a great job at Jelling out with Parking on the street. Person at the check in country found there ajasent rooms. Excellent service.

Reviewed on Jul 28, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $4,548, price is now CA $2,673 per person
CA $2,673
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,213 reviews)

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was CA $3,487, price is now CA $2,074 per person
CA $2,074
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (714 reviews)
Super friendly staff. Central for the needs I was going to New York., and very clean and Lovely room

Reviewed on Jul 28, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,637, price is now CA $1,586 per person
CA $1,586
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (3,768 reviews)
Great hotel for your money! Clean, new and close to timesquare.

Reviewed on Jul 28, 2026

Town of Wappinger 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 $158 per night from Aug 3 to Aug 4
CA $158
CA $183 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (1,021 reviews)
"Muy bueno!"

Reviewed on Jul 27, 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 $185 per night from Aug 2 to Aug 3
CA $185
CA $227 total
Aug 2 - Aug 3
includes taxes & fees
8.4/10 Very good! (1,027 reviews)
"We stayed in one of the stone cottages and were given two keys to our room and only one of the two worked. Walls are pretty thin you could hear other people's conversations. The room itself was cozy and clean and has a romantic vibe making it an ideal location for a weekend getaway with your ..."

Reviewed on Jul 27, 2026

Overlook Lodge at Bear Mountain
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Aug 11 to Aug 12
CA $162
CA $189 total
Aug 11 - Aug 12
includes taxes & fees
DoubleTree by Hilton Poughkeepsie Convention Center
See all 1,021 properties in Town of Wappinger
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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Frequently asked questions

How much does a Town of Wappinger vacation package cost?
Get set to book, because a getaway to Town of Wappinger starts from only CA $644. When you bundle your flights, hotels and car rentals into a travel package, you'll score the best deals.
How do I get a cheap travel package to Town of Wappinger?
Just think of all the wonderful things you could do in Town of Wappinger with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your airfare and hotel bookings into a Town of Wappinger vacation package. You have loads of choice when you book your trip with Expedia too. In fact, you can choose from over 550 air carriers and 1,000,000 hotel options worldwide. Whether you're taking a vacation with the entire family or embarking on a solo adventure, planning a getaway to Town of Wappinger is better with a package.
What are the top hotels in Town of Wappinger?
Check out Dutchess County 3 Bedroom, Family And Dog Friendly 8 Mins Beacon And Metro North and Bougie Bessie - Delivered To You in Wappingers Falls. Any good Town of Wappinger itinerary should include this city!
How far in advance should I book my Town of Wappinger vacation?
Travelers can normally compare international airfares on Expedia up to a year in advance of departure. Booking last minute? With a stroke of luck, it's still possible to score a cheap ticket only weeks before your journey.
What does an Expedia Town of Wappinger travel package include?
Expedia has everything you need to plan your Town of Wappinger escape, but how your package is structured is totally up to you. Select from a combination of rental cars, hotels and flights. Searching for a few activities to keep you on the go? Once you've made your booking, you can add them on too. No matter your style or budget, there's a package to match your needs.
What should I know before booking a Town of Wappinger travel package?
Bundling your bookings into a Town of Wappinger vacation package is the easiest way to organize your trip. Not only that, you'll get great discounts just for combining your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Town of Wappinger Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our vacation packages give you the freedom to take your pick of available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Town of Wappinger vacation package?
Plans can change in the blink of an eye, so yes. You may be able to cancel or amend your Town of Wappinger vacation package for free within 24 hours of booking. For older bookings, you can still cancel or make changes, but your car rental company, airline or hotel may charge additional fees. Looking for more information? Have a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.