New Windsor Holiday Packages

Save when you book New Windsor package deals

Choose two or more items and save on your trip:

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

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$213 per night from 22 Feb to 23 Feb
AU$213
22 Feb - 23 Feb
includes taxes & fees
Homewood Suites Stewart Airport: Pet-friendly hotel with free breakfast and free WiFi. Guests love the helpful staff!
the room was clean and the hotel staff was nice.

Reviewed on 29 Jan 2026

Opens in a new windowHomewood Suites Stewart Airport
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is AU$169 per night from 16 Feb to 17 Feb
AU$169
16 Feb - 17 Feb
includes taxes & fees
Courtyard by Marriott Poughkeepsie: Business-friendly hotel with free WiFi and a bar/lounge. Located in the suburbs.
Very friendly, kind staff and clean room

Reviewed on 2 Feb 2026

Opens in a new windowCourtyard by Marriott Poughkeepsie
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$155 per night from 8 Feb to 9 Feb
AU$155
8 Feb - 9 Feb
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!
VERY CLEAN FRIENDLY STAFF!!!!

Reviewed on 27 Jan 2026

Opens in a new windowRed Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Don't see what you're looking for?
See all available properties in New Windsor
View all properties
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.