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Find Historic Hotels in Middletown, NY

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Check availability on Middletown Historic Hotels

Top Middletown Historic Hotels

Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1002)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
The price is NT$3,691
NT$4,176 total
includes taxes & fees
Nov 19 - Nov 20
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 Middletown Hotel Reviews

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

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

10/10 Excellent
"Everything was good "
Shontia 1-night trip
Posted 3 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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Frequently asked questions

What should a history enthusiast expect from a trip to Middletown?
A trip to the historical sites in Middletown is probably first on your sightseeing list. During your stay, you can visit the shops and restaurants.
How many historical hotels are located in Middletown?
In Middletown, there are 43 hotels and other lodging options bookable on Expedia though not many historic hotels to choose from.
What are the most important historical sites and other places to visit in Middletown?
Middletown is notable for landmarks like Paramount Theatre. The picturesque setting of Highland Lake and Thomas Bull Memorial Park exemplify the area's natural beauty. Additionally, in the area you'll find LEGOLAND® New York and Woodbury Common Premium Outlets.
What is a historic hotel like in Middletown?
Guests who choose a historic hotel can enjoy a vacation in a building that has an official historic designation. A castle, a palace or even a pub or an old police station can be transformed into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically preserved in the public spaces and guestrooms of such hotels in Middletown, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The architecture and actual building of historic hotels tend to be the most significant aspect. For a heritage hotel, it's mainly the cultural value and how it shaped the community.
Do historic hotels in Middletown have modern facilities?
Hotel interiors feature the modern conveniences and safety features you expect to find, but every effort is made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the amenities found at a contemporary hotel will be available in a historic hotel. Rest assured that when you select a historic hotel in Middletown, you won't find yourself staying at a place that's uncomfortable or rundown.