New Windsor Vacations from $320

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Your New Windsor Vacation

Experience the excitement and buzz of New Windsor with a tailor-made New Windsor vacation package. From its spectacular views to its rich history, you'll never have a dull moment in this city. Make your trip to New Windsor even more fun by including some sightseeing. Storm King Art Center, Dia Beacon and Algonquin Park are some of the big attractions you'll want to explore. No matter your travel plans or budget, putting together the ultimate tailored New Windsor vacation is easy with Expedia.

The Latest New Windsor Vacation Packages

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
per person
Jun 3 - Jun 8
Roundtrip flight included
Charlotte (CLT) to Newburgh (SWF)
5.4/10 (1,000 reviews)
Smooth, efficient, comfortable, quiet.

Reviewed on Apr 13, 2024

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2.5 out of 5
per person
Jun 3 - Jun 8
Roundtrip flight included
Charlotte (CLT) to Newburgh (SWF)
5.6/10 (1,005 reviews)
Nice staff ! They are very helpful . Nice place for couple nights.

Reviewed on Apr 8, 2024

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
per person
May 23 - May 27
Roundtrip non-stop flight included
San Francisco (SFO) to Newburgh (SWF)
6.4/10 (1,000 reviews)
It was easy to access - not very far off the highway. The staff was very friendly.

Reviewed on Apr 5, 2024

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
per person
Jun 3 - Jun 8
Roundtrip flight included
Charlotte (CLT) to Newburgh (SWF)
6/10 (1,005 reviews)
quiet and efficient

Reviewed on Apr 14, 2024

Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
per person
May 20 - May 23
Roundtrip non-stop flight included
Los Angeles (LAX) to Newburgh (SWF)
9.6/10 Exceptional! (16 reviews)
Good environment view, but the room is just okay in consideration of the price.

Reviewed on Feb 25, 2024

Prices and availability subject to change. Additional terms may apply.

New Windsor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
8,900
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Brotherhood Winery, Palaia Vineyards Winery and Storm King State Park

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 $109 per night from Apr 21 to Apr 22
$109
$123 total
includes taxes & fees
Apr 21 - Apr 22
8.2/10 Very Good! (1,000 reviews)
"Clean, quiet and safe. Wish for better pillows!"

Reviewed on Apr 13, 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 $136 per night from Apr 25 to Apr 26
$136
$154 total
includes taxes & fees
Apr 25 - Apr 26
9.2/10 Wonderful! (917 reviews)
"Very decent"

Reviewed on Apr 13, 2024

Homewood Suites Stewart Airport
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is $123 per night from Apr 23 to Apr 24
$123
$143 total
includes taxes & fees
Apr 23 - Apr 24
8/10 Very Good! (932 reviews)
"Still under construction so not quite up to doubletree standards just yet. Out of the cookies on check in. 😔"

Reviewed on Apr 14, 2024

DoubleTree by Hilton Poughkeepsie
See all 986 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.

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Frequently asked questions

How much does a New Windsor vacation package cost?
The most affordable New Windsor vacation package is $320, 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 vacation 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 vacation 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 vacation?
Savvy travelers 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 vacation 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 vacation 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 vacation 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 vacation 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

5/5(1 review)

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 with a stop at 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 Taste the Hudson Valley with Gourmet Beacon Food Tour

Taste the Hudson Valley with Gourmet Beacon Food Tour

$135
Per adult
Taste the Hudson Valley with Gourmet Beacon Food Tour
See all activities in New Windsor

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