Town of Wappinger Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Town of Wappinger

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 3.138.387 ₫ per night from 18 Dec to 19 Dec
3.138.387 ₫
3.550.333 ₫ total
18 Dec - 19 Dec
includes taxes & fees
8.2/10 Very Good! (1,023 reviews)
We loved the view and how clean the room was. The staff were very pleasant and attentive, thank you. Total relaxation and de-stressing. Please put a more noticeable sign on the turn to the place, especially at nighttime.Thank you.

Reviewed on 28 Nov 2025

Overlook Lodge at Bear Mountain
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 2.510.900 ₫ per night from 11 Dec to 12 Dec
2.510.900 ₫
3.091.545 ₫ total
11 Dec - 12 Dec
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
Our stay was excellent! Hotel was spotless, I’m extremely attentive to this detail with hotels and in all areas of the property it was a 10/10 in cleanliness. Staff was great, location was excellent for shopping, and there’s a Dunkin’ Donuts at the beginning of the road leading to the property. Tons ...

Reviewed on 28 Nov 2025

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 2.616.202 ₫ per night from 26 Dec to 27 Dec
2.616.202 ₫
3.038.170 ₫ total
26 Dec - 27 Dec
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Staff and service is excellent

Reviewed on 1 Dec 2025

Hampton Inn & Suites Poughkeepsie
See all 987 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 1null000null000 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.