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Find Historic Hotels in New Windsor, NY

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Pick from 4 New Windsor Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Countryside Inn & Suites

2.0 star property
5.2 out of 10, (165)
"Space room was great. I was there for 3 nights I left in second night because there’s a lot noise in the middle of the night "
Countryside Inn & Suites

Windsor Motel

2.0 star property
5.0 out of 10, (139)
"I have stayed in many hotels around the world, this was the most disgusting plaice i stayed in "
Windsor Motel

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

2.0 star property
8.4 out of 10, Very Good, (1007)
"My stay was great as always when I stay there definitely would recommend them to friends and family."
The price is SAR 398
SAR 447 total
includes taxes & fees
1 Dec - 2 Dec
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Homewood Suites Stewart Airport

3.0 star property
9.4 out of 10, Exceptional, (952)
"Such a nice experience! easy and very cordial check-in! easy check out! clean rooms! great breakfast buffet! "
The price is SAR 507
SAR 571 total
includes taxes & fees
1 Dec - 2 Dec
Homewood Suites Stewart Airport
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.
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Frequently asked questions

What should a history enthusiast expect from a trip to New Windsor?
You’re already probably planning a visit to sights of historical relevance while you’re staying in New Windsor. While you’re here, you can visit the shops and lakeside. And also relish a stop at the top-notch restaurants in this family-friendly area.
How many historical hotels will I find in New Windsor?
New Windsor is home to 9 hotels and other lodging options bookable on Expedia though not many historic hotels to choose from.
What are the must-see historical places and other sights in New Windsor?
Landmarks like New Windsor Cantonment State Historic Site and Knox’s Headquarters State Historic Site in New Windsor might be worth a visit. Additionally, you’ll find Woodbury Common Premium Outlets in the area.
What is a historic hotel like in New Windsor?
Guests who choose a historic hotel can stay in a place that has an officially recognized historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel provided that it has special significance. Traditional architecture and period features are often preserved in the guestrooms or communal spaces of these historic hotels in New Windsor, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
“Heritage hotel” is more common in Asia and Europe, while “historic hotel” is a term often used in the U.S. though overall the terms are quite similar. The building and architecture of a historic hotel is generally what’s most important. For a heritage hotel, often it’s the cultural value as well as how it shaped the community.
Do historic hotels in New Windsor have modern facilities?
Hotels have the safety features and modern conveniences you might expect, but every effort is made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found in any hotel will be available in a historic hotel. Rest assured that when you select a historic hotel in New Windsor, you won’t be staying at a place that’s uncomfortable or rundown.