The Best Historic Hotels in Highland, NY from NT$2,908 in 2026

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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

Robert

NT$3,404 total

includes taxes & fees

Jul 19 - Jul 20

Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Charlie

NT$4,359 total

includes taxes & fees

Jul 26 - Jul 27

Hampton Inn & Suites Poughkeepsie

Crown Heights

Quincy

NT$4,456 total

includes taxes & fees

Jul 23 - Jul 24

Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

Dan

NT$2,908 total

includes taxes & fees

Aug 9 - Aug 10

Home2 Suites By Hilton Poughkeepsie

Poughkeepsie

Genevieve Xyra

NT$5,819 total

includes taxes & fees

Aug 13 - Aug 14

DoubleTree by Hilton Poughkeepsie Convention Center

Downtown Poughkeepsie

Michelle

NT$4,803 total

includes taxes & fees

Jul 26 - Jul 27

Americas Best Value Inn New Paltz

New Paltz

Julie M

NT$4,232 total

includes taxes & fees

Jul 20 - Jul 21

Homewood Suites by Hilton Poughkeepsie

Poughkeepsie

Audie

NT$5,203 total

includes taxes & fees

Aug 9 - Aug 10

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Top Highland Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent

"Staff was very helpful. Location was perfect for visiting Hyde Park. Room was clean and spacious. No elevator, so pack light."

Beekman Arms and Delamater Inn

10/10 Excellent

"Excellent location! Rhinebeck is a cool town with a great assortment of shops, bars and restaurants & numerous nearby sites and attractions. Beekman Arms is a charming historical inn with lots of character. When we arrived, costumed period actors interacted with diners & guests in preparation for an upcoming US 250th celebration, so fun! The main floor has a parlor/sitting room, several dining rooms with different ambiances, and a historic bar with excellent cocktails and service. At dinner, the service and food (large portions!) were fantastic- Pat took great care of us. We stayed in a large room in the main building; it was clean & comfortable, housekeeping staff were very friendly. Breakfast was somewhat limited but it was nice to grab a coffee & pastry before setting out for the day. There was an incident the 2nd night of our stay due to a loud wedding after-party congregating in the lounge which happened to be directly below our room. Management graciously followed up with us in the morning and went above and beyond to acknowledge our frustration. They were sincerely apologetic and assured us that the situation we encountered is not typical. Based on their response, I feel certain this was a one-off occurrence and not something guests should be concerned about. I only bring it up to show how obvious it is that they care about the experience of their guests. We look forward to returning and recommend it to anyone looking for a unique place to stay! Cool antique barn too!"

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 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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