The Best Historic Hotels in Highland, NY from NT$3,236 in 2026

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

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Recommended hotels in Highland

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$3,818 total

includes taxes & fees

Aug 16 - Aug 17

2. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Charlie

NT$4,207 total

includes taxes & fees

Aug 16 - Aug 17

3. Hampton Inn & Suites Poughkeepsie

Crown Heights

Quincy

NT$4,474 total

includes taxes & fees

Aug 20 - Aug 21

4. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

Gregorio

NT$3,236 total

includes taxes & fees

Aug 31 - Sep 1

5. DoubleTree by Hilton Poughkeepsie Convention Center

Downtown Poughkeepsie

James

NT$4,823 total

includes taxes & fees

Aug 16 - Aug 17

6. Homewood Suites by Hilton Poughkeepsie

Poughkeepsie

Audie

NT$5,534 total

includes taxes & fees

Sep 1 - Sep 2

7. Home2 Suites By Hilton Poughkeepsie

Poughkeepsie

Sandra

NT$5,248 total

includes taxes & fees

Aug 18 - Aug 19

8. Courtyard by Marriott Poughkeepsie

Poughkeepsie

Valerie

NT$4,738 total

includes taxes & fees

Aug 23 - Aug 24

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Top Highland Hotel Reviews

Beekman Arms and Delamater Inn

8/10 Good

"This place was built in 1767! There has been no updates except for the bathroom. The bathroom knobs did not work so I was not able to take a shower. The windows were not too good in keeping out the sound. The door knobs didn’t turn to close so the door only slammed shut! We won’t be returning, but the location was superb!"

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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Check availability on Highland Historic Hotels

Recommended hotels in Highland

1. SureStay Plus Hotel by Best Western Highland Poughkeepsie