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
Homewood Suites Stewart Airport: Pet-friendly hotel with free breakfast and free WiFi. Guests love the helpful staff!
"Great room nice price"

Reviewed on 9 Jun. 2025

Homewood Suites Stewart Airport
HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Fully refundableReserve now, pay when you stay
HYATT house Fishkill/Poughkeepsie: Pet-friendly hotel with free breakfast and free WiFi. Guests love the helpful staff!
"I really liked the location. So close to highway exit, easy to park. Close to shops and resturants and they even have a bar with snack (finger food)."

Reviewed on 12 Jun. 2025

HYATT house Fishkill/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
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Pet-friendly hotel with free WiFi and free parking. Guests love the helpful staff!
"The room was nice, however some of the business should have been replaced or repaired. The staff was great, very friendly and helpful. The laundry facilities and computer station need immediate attention."

Reviewed on 11 Jun. 2025

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