The Best Historic Hotels in Highland, NY from NT$3,076 in 2026

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Our top choices for Highland historic hotels

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed) | Desk, laptop workspace, blackout drapes, soundproofing

1. SureStay Plus Hotel by Best Western Highland Poughkeepsie

Highland

Michael

NT$3,229 total

includes taxes & fees

Aug 25 - Aug 26

2. DoubleTree by Hilton Poughkeepsie Convention Center

Downtown Poughkeepsie

James

NT$4,129 total

includes taxes & fees

Aug 18 - Aug 19

3. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

Gregorio

NT$3,076 total

includes taxes & fees

Aug 9 - Aug 10

4. Quality Inn Hyde Park Poughkeepsie North

Hyde Park

Susan

NT$3,732 total

includes taxes & fees

Aug 31 - Sep 1

5. Hampton Inn & Suites Poughkeepsie

Crown Heights

Quincy

NT$3,968 total

includes taxes & fees

Aug 12 - Aug 13

6. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Hyde Park

Anastasia

NT$6,103 total

includes taxes & fees

Sep 6 - Sep 7

7. Quality Inn Poughkeepsie

Arlington

Juan Carlos

NT$3,635 total

includes taxes & fees

Aug 26 - Aug 27

8. Courtyard by Marriott Poughkeepsie

Poughkeepsie

Valerie

NT$4,040 total

includes taxes & fees

Aug 30 - Aug 31

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Top Highland Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent

"The motel was everything that we needed and very conveniently located, close to a grocery store and several nice restaurants and the Roosevelt presidential library."

Ramada by Wyndham Newburgh/West Point

10/10 Excellent

"Was there for a 5 day conference and this was the best location other than the Super 8 next door for the price. Hotel was convenient to everything and almost walking distance to: stores, dinning, etc. I did have one little issue...the shower had only hot scowling water."

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 39 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 Apple Greens Golf Course.

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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Room 1

Change your mind

Treat yourself

Be picky

Check availability on Highland Historic Hotels

Our top choices for Highland historic hotels

1. SureStay Plus Hotel by Best Western Highland Poughkeepsie

2. DoubleTree by Hilton Poughkeepsie Convention Center

3. Holiday Inn Express Poughkeepsie by IHG