The Best Historic Hotels in Highland, NY from NT$2,725 in 2026

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Recommended hotels in Highland

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

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Highland

Brittany

NT$3,301 total

includes taxes & fees

Jul 12 - Jul 13

Americas Best Value Inn New Paltz

New Paltz

Julie M

NT$4,194 total

includes taxes & fees

Jul 9 - Jul 10

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

New Windsor

Kathleen

NT$3,712 total

includes taxes & fees

Jul 26 - Jul 27

Village Motel

Ellenville

Joline

NT$3,025 total

includes taxes & fees

Jul 20 - Jul 21

Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

Nancy

NT$4,844 total

includes taxes & fees

Jul 19 - Jul 20

Courtyard by Marriott Kingston

Kingston

Latisha

NT$4,988 total

includes taxes & fees

Jul 12 - Jul 13

Double Room, 2 Double Beds | Desk, iron/ironing board, free cribs/infant beds, free rollaway beds

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Newburgh

Vijayakumar

NT$2,863 total

includes taxes & fees

Jul 12 - Jul 13

Ramada by Wyndham Newburgh/West Point

Newburgh

Albert

NT$2,725 total

includes taxes & fees

Jul 9 - Jul 10

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Top Highland Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"The room was clean and the breakfast was good"

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent

"Unfortunately the air conditioning was not working when we arrived. The staff told us before we checked in & we had the option to go elsewhere. We decided to stay because tge location was perfect for us. The parking garage was very clean & felt safe being there. The staff was outstanding, always available when needed. They did ensure that we had a room air conditioner in tge room & also a fan if needed; we had both on the second day."

Beekman Arms and Delamater Inn

8/10 Good

"Overall, we enjoyed our stay, but it came close to being a disaster for us. Before we stayed our first night we came close to asking to cancel our reservation. This issue is that the Beekman Arms has multiple properties so one needs to be careful when booking a room. The photos do not indicate whether the room is at the historical inn or at one of the neighboring properties close to the inn. When we checked in they directed us to a property that looked like 1980's apartments - though spacious - did not in any way have the same appeal as the main inn. This is the the Courtyard King Sofabed room and no where is there a description stating that the room is at a property a full block from the main inn. Thankfully, the staff re-booked us in a room at the inn at no extra charge. Once we were in one of the rooms at the Beekman Arms, our stay began to meet our expectations. The breakfast is a short walk from the inn and has a few good options, the staff are friendly, the bar and restaurant a bit dark but gives one a good perspective of the inn's long history, and the location makes it easy to walk around the small town. Would I book again? Possibly, but would stay for two not three nights."

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 38 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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