The Best Historic Hotels in Highland, NY from NT$3,597 in 2026

A suspension bridge over a river with autumn foliage and distant hills.

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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$3,600 total

includes taxes & fees

Aug 2 - Aug 3

2. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

Kenice

NT$3,597 total

includes taxes & fees

Aug 19 - Aug 20

3. DoubleTree by Hilton Poughkeepsie Convention Center

Downtown Poughkeepsie

James

NT$4,823 total

includes taxes & fees

Aug 9 - Aug 10

4. Hampton Inn & Suites Poughkeepsie

Crown Heights

Quincy

NT$4,475 total

includes taxes & fees

Aug 9 - Aug 10

5. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Charlie

NT$4,038 total

includes taxes & fees

Aug 4 - Aug 5

6. Quality Inn Hyde Park Poughkeepsie North

Hyde Park

Susan

NT$3,823 total

includes taxes & fees

Aug 30 - Aug 31

7. Courtyard by Marriott Poughkeepsie

Poughkeepsie

Valerie

NT$4,040 total

includes taxes & fees

Aug 19 - Aug 20

8. Best Western Plus The Inn & Suites At The Falls

Red Oaks Mill

Alfred

NT$4,003 total

includes taxes & fees

Aug 2 - Aug 3

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Top Highland Hotel Reviews

Beekman Arms and Delamater Inn

10/10 Excellent

"Everything was ok and very nice. Loved the setup the rustic look. Everything was clean and beautiful. Breakfast was of good qlaytit and served well in a nice beautiful setting .. Only issue we faced in the overnight taya was that the hot water was broken. They promptly called the bldganagement to fix it. However we had to leave and took shower in luck warm water. Will stay again and will recommend . Must visit and stay if you come this way"

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"They were SUPER dog friendly which was great to see and we could walk around the property to give our pup some exercise and others were doing the same. It was very clean and very comfortable and everything we needed and looking for."

Quality Inn Poughkeepsie

8/10 Good

"Staff, room and parking were great. Breakfast was very disappointing. Space is part of the problem and the coffee maker wasn't working, so staff was having to refill a thermo container. Food choices were very limited mainly due to the space. Its also not practical to have the single desk staff also dealing with the breakfast. Again,room and staff were great. I didn't use the pool or other amenities"

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. Holiday Inn Express Poughkeepsie by IHG