New Windsor Vacations 2026

Top New Windsor hotels deals

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

915 Union Ave New Windsor NY

Free cancellation

Reserve now, pay when you stay

CA $124

CA $147 total

Aug 16 - Aug 17

includes taxes & fees

Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and New Windsor Cantonment State Historic Site are located nearby.

Pool

Pet-friendly

Homewood Suites Stewart Airport

180 Breunig Rd New Windsor NY

Free cancellation

Reserve now, pay when you stay

CA $256

CA $303 total

Aug 23 - Aug 24

includes taxes & fees

Stay at this hotel in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Hamilton Fish Bridge and National Purple Heart Hall of Honor are located nearby.

Pool

Hot tub

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY

Free cancellation

Reserve now, pay when you stay

CA $153

CA $178 total

Sep 7 - Sep 8

includes taxes & fees

Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions SplashDown Beach and Bananas Comedy Club are located nearby.

Pool

Breakfast included

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

Free cancellation

CA $148

CA $175 total

Sep 8 - Sep 9

includes taxes & fees

Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orange County Community College and Paramount Theatre are located nearby.

Pool

Breakfast included

La Quinta Inn & Suites by Wyndham Middletown-Goshen

551 Route 211 E Middletown NY

Free cancellation

Reserve now, pay when you stay

CA $173

CA $204 total

Aug 31 - Sep 1

includes taxes & fees

Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds are located nearby.

Pool

Breakfast included

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

Free cancellation

CA $108

CA $125 total

Sep 9 - Sep 10

includes taxes & fees

Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Locust Grove and McCann Golf Course are located nearby.

Breakfast included

Parking included

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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.

Stay near popular New Windsor attractions

Kristi Babcock Memorial Park

7.2/10 (9 reviews)

Kristi Babcock Memorial Park is just one of the places to see in New Windsor, so why not enjoy the other things to explore during your travels? You can attend a sporting event while in the area.

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New Windsor Vacations

It's always a wise idea to learn a thing or two about your destination before you rush off on your travels. Circle New Windsor on your map now and start packing your bags for your next great adventure!

New Windsor is a neighborhood in Newburgh. You'll find it 4 miles (6 kilometers) southwest of the downtown area.

Ready to meet some of the locals? 29,000 people reside in Newburgh.

Places to visit in New Windsor

Be sure to get on your most avant-garde outfit before heading to Storm King Art Center. Putting on a variety of festivals, performances and exhibits throughout the year, it's a major part of the cultural landscape. Want some more nearby options? You don't have to be a prodigy to admire the vast lecture halls and intriguing stories of New York Military Academy. But that's not all. The world as we know it has been indelibly marked by war. Visit National Purple Heart Hall of Honor to learn more about the great battles of the past.

Where do you fly into for New Windsor?

Flying into LaGuardia Airport (LGA)? New Windsor is 50 miles (80 kilometers) from here. Grab a cup of coffee, wave down a cab and you'll be there in no time!

Frequently asked questions

How much are vacation packages to New Windsor?

is all you need to spend for a fantastic escape in New Windsor. Bundle your flights and hotel into a Travelocity package and watch the savings add up. With prices as good as these, there's never been a better time to travel.

How long should my New Windsor vacation be?

There are no firm rules when it comes to how long you should spend in New Windsor, but the majority of travelers decide to stay for around 2 nights. Got some flexibility with your travel dates? Extend your trip by a couple of extra nights. Then you'll have enough time to check out the area's off-the-beaten-path gems too.

Where can I get the best vacation package deals for New Windsor?

Look no further than Travelocity. With access to 400 airline partners and a massive 1,000,000 properties worldwide, selecting the ultimate New Windsor package deal couldn't be simpler.

Why should I purchase my New Windsor vacation bundle with Travelocity?

We've got destinations for every type of traveler, first-rate service and 24/7 customer support. On top of that, we'll match any lower price you happen to find with our Price Match Guarantee.

Will I save money on my New Windsor car rental if I book it with hotels and flights?

Combining your hotel, car and flight into a New Windsor vacation package is an excellent way to score an amazing deal. Plus, having your own wheels gives you freedom to find your way to all those big-name sights you're hoping to see. Located 80 kilometers from New Windsor, Times Square is one attraction that should be on your must-do list. Buckle up and make a day trip of it.

Which airport is best for New Windsor?

John F. Kennedy Intl. Airport (JFK) is 97 kilometers from downtown and is the beginning point for many adventures. Alternatively, Liberty Intl. Airport (EWR) is 88 kilometers away from central New Windsor and LaGuardia Airport (LGA) is 80 kilometers away from central New Windsor.

What is there to do in New Windsor?

You'll feel a certain magic as you stroll the streets of New Windsor. Kristi Babcock Memorial Park and National Purple Heart Hall of Honor are just a couple of attractions that make this city such a sought-after destination, so put them on your must-see list.

Where should I stay when visiting New Windsor?

The Homewood Suites Stewart Airport is the top choice of many visitors. Book soon to avoid missing out.