Town of Wappinger Vacations & Trips from ￥369,136

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Town of Wappinger

Panoramic view from Bear Mountain
FlightsFlightsHotelsHotels

Wappingers Falls

Wappingers Falls

The Latest Town of Wappinger Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Price was ￥520,998, price is now ￥369,136 per person
￥369,136
per person
Jun 8 - Jun 15
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (2,395 reviews)
Great location and spacious for a NYC hotel room!

Reviewed on Mar 25, 2026

The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥1,371,545, price is now ￥895,807 per person
￥895,807
per person
Jun 8 - Jun 15
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,009 reviews)
Outstanding stay. Beautiful room, incredible staff, and great food in the hotels it’s classic, historical, updated and special

Reviewed on Mar 24, 2026

Interfaith 21

Interfaith 21

2 out of 5
Manhattan
Price was ￥560,430, price is now ￥388,786 per person
￥388,786
per person
Jun 8 - Jun 15
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (32 reviews)
The room was very clean and staff super friendly! Recommended!

Reviewed on Mar 20, 2026

Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Price was ￥631,670, price is now ￥450,230 per person
￥450,230
per person
May 8 - May 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,843 reviews)
Wish there were fridges in all of the rooms. Front desk were super polite and helpful.

Reviewed on Mar 25, 2026

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3.5 out of 5
Queens
Price was ￥566,629, price is now ￥404,556 per person
￥404,556
per person
Jun 8 - Jun 15
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (201 reviews)
The Best location. Convenient. Subway just around the corner. Restaurants and groceries…. Can’t be better. Great apartment.

Reviewed on Mar 26, 2026

Town of Wappinger Hotel Deals

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
Fully refundableReserve now, pay when you stay
The price is ￥18,950 per night from Apr 5 to Apr 6
￥18,950
￥23,332 total
Apr 5 - Apr 6
includes taxes & fees
9.2/10 Wonderful! (1,074 reviews)
The room is small but fairly clean. I didn’t see any stains anywhere. Bathroom has a nice size, no closet. Small cabinet with a mini fridge and tv, so the side. The staff were super nice and gave cookies when checking in. The shuttle bus was supposed to run from 9 to 9 but stopped at 5pm (the driver ...

Reviewed on Mar 21, 2026

Hampton Inn Harriman Woodbury
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is ￥20,712 per night from Apr 2 to Apr 3
￥20,712
￥24,052 total
Apr 2 - Apr 3
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Clean room with comfortable bed and nice bathroom. Friendly staff.

Reviewed on Mar 23, 2026

Hampton Inn & Suites Poughkeepsie
Courtyard by Marriott Fishkill

Courtyard by Marriott Fishkill

3 out of 5
17 Westage Drive Fishkill NY
Fully refundableReserve now, pay when you stay
The price is ￥19,001 per night from Mar 30 to Mar 31
￥19,001
￥21,496 total
Mar 30 - Mar 31
includes taxes & fees
8.8/10 Excellent! (760 reviews)
Staff was very nice . Gave us water bottles , and i loved that they didn’t come knocking on the door as soon as it was checkout time

Reviewed on Mar 18, 2026

Courtyard by Marriott Fishkill
See all 982 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.

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 ￥369,136. 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.