Find Historic Hotels in New Windsor, NY

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Check availability on New Windsor Historic Hotels

Our top choices for New Windsor historic hotels

Reception

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,000 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is NT$3,758
NT$4,251 total
includes taxes & fees
Feb 11 - Feb 12
Overlook Lodge at Bear Mountain
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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Top New Windsor Hotel Reviews

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"Clean, spacious room"
Lisa 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.
How many historical hotels will I find in New Windsor?
New Windsor is home to 14 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 Knox's Headquarters State Historic Site and New Windsor Cantonment State Historic Site in New Windsor might be worth a visit. A couple of additional sights to add to your agenda are National Purple Heart Hall of Honor and Schunnemunk State Park.
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.

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