Photo by Wanderlustfemale

Find Historic Hotels in New Windsor, NY

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on New Windsor Historic Hotels

Top New Windsor Historic Hotels

Overlook Lodge at Bear Mountain
Restaurant

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1002)
"Would like to stay here again."
The price is NT$4,238
NT$4,794 total
includes taxes & fees
Aug 25 - Aug 26
Overlook Lodge at Bear Mountain
Courtyard by Marriott Poughkeepsie
Exterior

Courtyard by Marriott Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1005)
"It a nice relaxing place to stay"
The price is NT$3,411
NT$3,858 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard by Marriott Poughkeepsie
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.

Top New Windsor Hotel Reviews

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"Check in staff was excellent, welcoming and informative! . Location was great! Loved the map for reference. Breakfast staff was great! ... Omelettes a little overdone, but potatoes where excellent... Good variety of choices and reasonably priced. Our room as clean and we loved our view. Parking was a bonus"
Paul 1-night trip
Posted 2 days ago
DoubleTree by Hilton Poughkeepsie Convention Center

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.
What's the best accommodation in New Windsor to learn about local history?
Based on our travel expertise, Econo Lodge Near Stewart Inter is a top hotel on Expedia for those interested in history, and it features free parking and free WiFi. A couple of other options near historic sites include Windsor Motel and Red Roof Inn & Suites Newburgh – Stewart Airport.
How many historical hotels will I find in New Windsor?
New Windsor is home to 11 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, in the area you'll find Woodbury Common Premium Outlets and LEGOLAND® New York.
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.