New Windsor Holiday Packages

Save when you book New Windsor package deals

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Book your New Windsor holiday

Wotif will help you save some dollarydoos!

What's the secret, you may wonder? Simple, we can combine your hotels and flights into one neat little package.

This way, you'll have extra spending money for shopping and sightseeing in New Windsor.

How does a spare sound? Well, that's what you could save if you book today. And don't forget — you can mix and match from more than 550 airlines and 665,000 properties.

Some of the most competitive deals on the market are on Wotif. So pack your bags, dig out your passport and get moving!

New Windsor Accommodation

Our comprehensive database lists 15 accommodations in New Windsor. However, you won't find any of them situated right in the heart of the neighbourhood. Have a squiz at your options on Wotif — you're sure to find a terrific place not too far away.

At the Cromwell Manor Historic Inn (174 Angola Road) and the Caldwell House Bed & Breakfast (25 Orrs Mills Road) you'll be treated to a restful night's sleep in a handy location.

Car Hire in New Windsor

Both Avis at 1130 First Street and Budget at 1130 First Street are just a short cab ride from Stewart International Airport.

Eager to hire a vehicle in the heart of the city? Enterprise (2367 Route 32) is the closest outlet you'll find. It's only 2 kilometres away.

Holidays to New Windsor

Getting lost someplace new can be exhilarating and all. But if you'd prefer to arrive in New Windsor with a bit of local knowledge under your belt, keep reading.

So, how do you get to this unique neighbourhood from the middle of Newburgh? Easy. Venture southwest for 7 kilometres.

It's the people that can make an adventure truly unforgettable. So while you're visiting New Windsor, why not get out of town and meet some of the 29 000 people that call Newburgh their home?

Top New Windsor hotels

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 29 June to 30 June
AU$177
29 June - 30 June
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley: Pet-friendly hotel with free breakfast and free WiFi. Located in the historical district.
"Lots of outside the room noise and the beds creaked badly. Very noisy. Nothing around to walk to nor do they have transportation to and from anywhere"

Reviewed on 22 June 2026

Opens in a new windowHyatt Place Poughkeepsie / Hudson Valley
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

2 out of 5
915 Union Ave New Windsor NY
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 12 July to 13 July
AU$181
12 July - 13 July
includes taxes & fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Pet-friendly hotel with free WiFi and free parking. Guests love the helpful staff!
"Walked into room saw a centipede the size of a baseball walking around, bunch of smears and weird marks on the headboards of the bed, had to fiddle around with the A/C for 10 minutes to get it to work."

Reviewed on 21 June 2026

Opens in a new windowRed Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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 AU$388 per night from 30 June to 1 July
AU$388
30 June - 1 July
includes taxes & fees
Homewood Suites Stewart Airport: Pet-friendly hotel with free breakfast and free WiFi. Guests love the helpful staff!
Opens in a new windowHomewood Suites Stewart Airport
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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.