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Check availability on Highland Historic Hotels

Our top choices for Highland historic hotels

Exterior
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1004)
"Clean room and friendly staff "
United States
Kelly
The price is 2.296.601 ₫
2.598.031 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Courtyard by Marriott Poughkeepsie
Exterior
Hampton Inn Fishkill

Hampton Inn Fishkill

Hampton Inn Fishkill
2.5 star property
Fishkill
8.6 out of 10, Excellent, (1004)
"Clean, friendly, nice pool!"
United States
Kate
The price is 2.357.107 ₫
2.666.477 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn Fishkill
Exterior detail
Inn the Woods Bed and Breakfast

Inn the Woods Bed and Breakfast

Inn the Woods Bed and Breakfast
3.5 star property
Hyde Park
9.8 out of 10, Exceptional, (136)
"Harry was great, room clean and fresh, breakfast amazing "
United States
Frank
The price is 4.814.181 ₫
5.446.075 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Inn the Woods Bed and Breakfast
Hiking
Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (338)
"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"
United States
Shawn
The price is 5.892.768 ₫
6.666.194 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Journey Inn Bed & Breakfast
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 I expect on my historical trip to Highland?
The historical places in Highland are likely at the top of your sightseeing list. While you're visiting this family-friendly area, why not also explore all there is to see and do?
How many historical hotels are there in Highland?
In Highland, you'll find 41 hotels and other lodging options bookable on Expedia but not many designated as historic hotels.
What are the most important historical sites and other places to visit in Highland?
Highland is notable for landmarks like Walkway Over the Hudson State Historic Park. A couple of additional sights to add to your itinerary are Franklin D Roosevelt Library & Museum and Berean Park Beach.
What is a historic hotel like in Highland?
Guests who choose a historic hotel can stay in a building that has an officially recognised historic designation. A castle, stately home, palace or even a pub, lodge, old police station or skyscraper can be identified as a historic hotel as long as it's of special interest. Traditional architecture and period features are often found within the guestrooms or public spaces of historic hotels in Highland, giving a sense of history.
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. overall though the terms are similar. The architecture and building of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value along with how it shaped the community.
Do historic hotels in Highland have modern facilities?
Hotels include modern conveniences and safety features you've come to expect, while every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the usual amenities found in a hotel will also be available in a historic hotel. When you choose a historic hotel in Highland, don't worry that you'll find a place that is rundown or uncomfortable.