New Windsor Holidays

Book a Hotel + Flight or Car together to unlock savings

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Our pick of the best New Windsor Hotel Deals

Red Roof Inn & Suites Newburgh – Stewart Airport
Red Roof Inn & Suites Newburgh – Stewart Airport
2 out of 5
915 Union Ave, New Windsor, NY
Fully refundableReserve now, pay when you stay
The price is NZ$242 per night from 15 May to 16 May
NZ$242
per night
15 May - 16 May
8.2/10 Very Good! (1,001 reviews)
"The juice machine, the view & the dinning below ."

Reviewed on 30 Apr. 2024

Red Roof Inn & Suites Newburgh – Stewart Airport
Homewood Suites Stewart Airport
Homewood Suites Stewart Airport
3 out of 5
180 Breunig Rd, New Windsor, NY
Fully refundableReserve now, pay when you stay
The price is NZ$302 per night from 28 May to 29 May
NZ$302
per night
28 May - 29 May
9.2/10 Wonderful! (922 reviews)
Great stay at Homewood Suites SWF
"Excellent two days at the Homewood Suites SWF - courteous staff and great breakfast options for the morning, Would recommend if in the area"

Reviewed on 5 May 2024

Homewood Suites Stewart Airport
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
The price is NZ$264 per night from 28 May to 29 May
NZ$264
per night
28 May - 29 May
8.6/10 Excellent! (1,004 reviews)
"The food in the breakfast buffet was cold. Our room was quiet and the bed was comfortable. The hotel location was in a good area and easy to find."

Reviewed on 9 May 2024

HYATT house Fishkill/Poughkeepsie
See all 987 properties in New Windsor
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 New Windsor holiday package cost?
The most affordable New Windsor holiday package is , so your dream trip can become a reality — without it costing a fortune. Combine flights, hotels, car rentals and more to build a package that suits your travel style.
How do I get a cheap travel package to New Windsor?
Bundle your bookings with Expedia to save big on your next getaway. With more than 550 airlines and 1 000 000 properties across the globe, your New Windsor holiday package can be customized exactly to suit your travel style. With all those extra dollars, why not include one or more interesting experiences and tours? It’s an easy way to unlock even more savings. That holiday you’ve always dreamed of in New Windsor is much closer than you thought!
Where should I stay in New Windsor?
With so much to explore in New Windsor, it’d be handy for you to secure a room in a hotel near its attractions. Dia Beacon, Mount Saint Marys College Newburgh and Kristi Babcock Memorial Park are some fascinating ones to add to your itinerary.
What are the top hotels in New Windsor?
Many people like to stay at Red Roof Inn & Suites Newburgh – Stewart Airport in Vails Gate. If it’s your first time visiting New Windsor, you’ll get a warm welcome here.
How far in advance should I book my New Windsor holiday?
Savvy travellers always book early. Air carriers usually advertise flight tickets nearly 12 months in advance, and this is your chance to land some rock-bottom prices. Boss just told you to use up some holiday time next week? No problem! Expedia are never short of fantastic bargains to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia New Windsor travel package include?
It comes down to what sort of getaway you’re contemplating. New Windsor travel deals can include flights, car rentals and hotels. You can mix and match to find the bundle that works for you! You can also add on activities and experiences after you’ve booked to pick up even bigger discounts.
What should I know before booking a New Windsor travel package?
You can save big by bundling your hotels, airfares and rental cars. Once you’ve made your booking, add on fun stuff like activities or sightseeing tours. Your next unforgettable adventure is only a few clicks away.
Can I choose my airline with a New Windsor Expedia holiday package?
The choice is all yours! Expedia has access to more than 550 airlines throughout the world, so you can design your New Windsor adventure according to your needs and budget.
If I'm not able to travel, can I cancel my New Windsor holiday package?
Because we understand life can throw you a few curveballs, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you’ve booked your New Windsor holiday package in the last 24 hours, you may be able to change or cancel it for no charge. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in New Windsor

Image for Kristi Babcock Memorial Park

Kristi Babcock Memorial Park

Explore the great outdoors at Kristi Babcock Memorial Park, a lovely green space in New Windsor. You can attend a sporting event while in the area.

Kristi Babcock Memorial Park
Image for National Purple Heart Hall of Honor

National Purple Heart Hall of Honor

Rich with history, National Purple Heart Hall of Honor is a cultural attraction worth visiting in New Windsor. You can attend a sporting event while in the area.

National Purple Heart Hall of Honor
Image for Knox's Headquarters State Historic Site

Knox's Headquarters State Historic Site

You can spend an afternoon browsing the exhibits at Knox's Headquarters State Historic Site in New Windsor. Visit the shops and top-notch restaurants in this family-friendly area.

Knox's Headquarters State Historic Site

What to do in New Windsor

Image for Shopping Excursion to Woodbury Common Premium Outlets

Shopping Excursion to Woodbury Common Premium Outlets

NZ$76
Per adult
78% of travellers recommend
Shopping Excursion to Woodbury Common Premium Outlets
Image for Limo Tour NYC to Woodbury Common Premium Outlets

Limo Tour NYC to Woodbury Common Premium Outlets

NZ$1,783
Per adult
Limo Tour NYC to Woodbury Common Premium Outlets
Image for Woodbury Common Premium Outlets Shopping Tour from Midtown

Woodbury Common Premium Outlets Shopping Tour from Midtown

NZ$73
Per adult
90% of travellers recommend
Woodbury Common Premium Outlets Shopping Tour from Midtown
See all activities in New Windsor

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.