The Best Historic Hotels in Highland, NY in 2026

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Top Highland Hotel Reviews

Beekman Arms and Delamater Inn

8/10 Good

"The Beekman Arms is a beautiful, historic hotel, and there is much to like about it. However, be warned: There is no elevator, and in its several buildings, the stairs are steep. Also be warned: the complementary breakfast is served in only one of the buildings (not the main one), and a walk of a block or two, depending on where you are staying, may be necessary, at times in the rain. On our second day there, the breakfast was disappointing, with the variety of breads and pastries present on our first day replaced by only one kind of bread and a soft roll. There were also no herbal teas available and only one variety of instant oatmeal. Our room on the second floor of the main house was charming but tiny, taken up mostly by a four-poster bed that, for my wife, was about chest high. The stool provided to enable her to get into it was helpful, but some might be put off. The huge, thick mattress was, however, quite comfortable. We got an unusually good rate on the room, due (according to the hotel) to the 250th anniversary year of the U.S. I would say it is questionable whether, with all its quirks and the tiny room, our stay would have been worth the higher, usual rate. But it was interesting to stay at an historic site decorated with authentic memorabilia of its illustrious past."

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"Staff was super friendly, rooms where super clean, out side of the hotel needed a little update inside was beautiful,"

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent

"All was good! Thank you!"

Studio 6 Extended Stay Fishkill Westage Center NY

8/10 Good

"Clean room and spacious. Easy access to shopping in Fishkill, NY"

Americas Best Value Inn New Paltz

8/10 Good

"Breakfast is somehow dull"

Ramada by Wyndham Newburgh/West Point

8/10 Good

"Nice place to stay."

The Thayer Hotel at West Point

10/10 Excellent

"My family and I loved our stay at the Hotel Thayer. The accommodations were excellent as was the location. We dined at the Zulu restaurant overlooking the Hudson and the Patton restaurant. We enjoyed both our meals. We toured West Point and took in the sites of the Hudson Valley. We would definitely return to this hotel. My only complaint was that breakfast was not included in our stay, something I always enjoy."

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent

"Breakfast bar was amazing everyday"

Frequently asked questions

What should a history buff expect from a stay in Highland?

The historical places in Highland are likely a big part of your travel plans. While you are here in this family-friendly area, why not also discover all of the sights in the area?

How many historical hotels are there in Highland?

In Highland, you'll find 42 hotel accommodations bookable on Expedia but not many designated as historic hotels.

What are the top 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 agenda are Franklin D Roosevelt Library & Museum and Berean Park Beach.

What is a historic hotel like in Highland?

Guests who book a historic hotel can stay in a building that has an officially recognized historic designation. A stately home, palace or even a 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 preserved in the communal spaces and guestrooms of historic hotels in Highland, 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, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The physical building and architecture of historic hotels tend to be what's most important. For a heritage hotel, it's mainly the cultural value and 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, though efforts have been made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the popular amenities found at a contemporary hotel will be available in a historic hotel. When you choose a historic hotel in Highland, don't worry that you'll find a place that's uncomfortable for guests or simply rundown.

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Find Historic Hotels in Highland, NY

Change your mind

Treat yourself

Be picky

Check availability on Highland Historic Hotels

Top Highland Hotel Reviews

Beekman Arms and Delamater Inn

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Holiday Inn Express Poughkeepsie by IHG

Studio 6 Extended Stay Fishkill Westage Center NY

Americas Best Value Inn New Paltz

Ramada by Wyndham Newburgh/West Point

The Thayer Hotel at West Point

DoubleTree by Hilton Poughkeepsie Convention Center

Frequently asked questions

Explore a world of travel with Expedia