New Windsor 2024 Holidays

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Top Flight + Hotel Deals in New Windsor

Price found within the past 48 hours. Click for updated prices.
Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
per person
19 Jun - 26 Jun
Return flight included
Dublin (DUB) to Newburgh (SWF)
6/10 (1,005 reviews)
quiet and efficient

Reviewed on 14 Apr 2024

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
per person
19 Jun - 26 Jun
Return flight included
Dublin (DUB) to Newburgh (SWF)
5.4/10 (1,000 reviews)
Smooth, efficient, comfortable, quiet.

Reviewed on 13 Apr 2024

Top hotels in New Windsor

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 €138 per night from 7 May to 8 May
€138
per night
7 May - 8 May
8.2/10 Very Good! (1,002 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 €170 per night from 19 May to 20 May
€170
per night
19 May - 20 May
9.2/10 Wonderful! (921 reviews)
"Always an amazing stay here!"

Reviewed on 23 Apr 2024

Homewood Suites Stewart Airport
La Quinta Inn & Suites by Wyndham Middletown
La Quinta Inn & Suites by Wyndham Middletown
2.5 out of 5
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is €139 per night from 9 May to 10 May
€139
per night
9 May - 10 May
9.2/10 Wonderful! (366 reviews)
"Clean, friendly staff Only negative: Breakfast! Only a few items available. Most everything needed to be restocked. Coffee too weak...tasted like hot water."

Reviewed on 1 May 2024

La Quinta Inn & Suites by Wyndham Middletown
See all 989 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 €1,047, 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.

Popular places to visit

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 New Windsor Cantonment State Historic Site

New Windsor Cantonment State Historic Site

You can find out about the history of New Windsor when you stop by New Windsor Cantonment State Historic Site. You can attend a sporting event while in the area.

New Windsor Cantonment 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

€43
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

€1,014
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

€42
Per adult
90% of travellers recommend
Woodbury Common Premium Outlets Shopping Tour from Midtown
See all activities in New Windsor

More trip options

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