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$242 per night from 15 Apr to 16 Apr
AU$242
includes taxes & fees
15 Apr - 16 Apr
Homewood Suites Stewart Airport: Pet-friendly hotel with free breakfast and free WiFi. Guests love the helpful staff!
"great"

Reviewed on 31 Mar. 2025

Homewood Suites Stewart Airport
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$195 per night from 13 Apr to 14 Apr
AU$195
includes taxes & fees
13 Apr - 14 Apr
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Pet-friendly hotel with free WiFi and free parking. Guests love the helpful staff!
"The staff was so helpful and kind. They had treats for my yorkie and she loved meeting them. The room was clean, and the beds were very comfortable."

Reviewed on 3 Apr. 2025

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is AU$213 per night from 14 Apr to 15 Apr
AU$213
includes taxes & fees
14 Apr - 15 Apr
Overlook Lodge at Bear Mountain: Historic hotel with free WiFi and free parking. Located in the mountains.
"Check in was at a separate building but all went well."

Reviewed on 2 Apr. 2025

Overlook Lodge at Bear Mountain
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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.