Town of Wappinger Holidays

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    Save up to S$134 when you book a flight and hotel together*

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Top hotels in Town of Wappinger

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is S$130 per night from 8 Feb to 9 Feb
S$130
8 Feb - 9 Feb
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
Friendly staff and updated & very clean room

Reviewed on 19 Jan, 2026

Courtyard by Marriott Poughkeepsie
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 S$167 per night from 27 Jan to 28 Jan
S$167
27 Jan - 28 Jan
includes taxes & fees
9.2/10 Wonderful! (1,041 reviews)
Yes

Reviewed on 16 Jan, 2026

Hampton Inn Harriman Woodbury
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 S$152 per night from 25 Jan to 26 Jan
S$152
25 Jan - 26 Jan
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
very beautiful building. But the ventilation/air conditioning machine is very old and makes noise all night. hard to find the front desk. However, the front desk staff informed me that the hotel does not provide breakfast. Very lucky I took a lot of food with me.

Reviewed on 19 Jan, 2026

Overlook Lodge at Bear Mountain
See all 998 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 holiday package cost?
Get set to book, because a getaway to Town of Wappinger starts from only . 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 holiday 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 holiday 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 holiday?
Travellers 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 holiday package is the easiest way to organise 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 holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our holiday 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 holiday package?
Plans can change in the blink of an eye, so yes. You may be able to cancel or amend your Town of Wappinger holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.