The Best Historic Hotels in Highland, NY from NT$2,965 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$2,883

NT$3,229 total

includes taxes & fees

Aug 16 - Aug 17

Suite, 1 Bedroom | Hypo-allergenic bedding available, in-room safe, desk, blackout drapes

2. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

Gregorio

NT$2,554

NT$2,965 total

includes taxes & fees

Sep 7 - Sep 8

In-room safe, desk, laptop workspace, blackout drapes

3. DoubleTree by Hilton Poughkeepsie Convention Center

Downtown Poughkeepsie

James

NT$3,519

NT$4,122 total

includes taxes & fees

Aug 17 - Aug 18

Desk, soundproofing, iron/ironing board, cribs (surcharge)

4. Quality Inn Hyde Park Poughkeepsie North

Hyde Park

Susan

NT$2,738

NT$3,097 total

includes taxes & fees

Sep 7 - Sep 8

Premium bedding, pillowtop beds, in-room safe, desk

5. Hampton Inn & Suites Poughkeepsie

Crown Heights

Quincy

NT$3,411

NT$3,961 total

includes taxes & fees

Aug 20 - Aug 21

6. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Charlie

NT$3,386

NT$3,932 total

includes taxes & fees

Aug 20 - Aug 21

7. Americas Best Value Inn New Paltz

New Paltz

Michael

NT$3,391

NT$3,798 total

includes taxes & fees

Aug 16 - Aug 17

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

Hyde Park

Anastasia

NT$5,450

NT$6,165 total

includes taxes & fees

Aug 19 - Aug 20

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Top Highland Hotel Reviews

Spark by Hilton Fishkill

8/10 Good

"All good. Nice clean room."

SureStay Plus Hotel by Best Western Highland Poughkeepsie

8/10 Good

"Place was clean, convenient. Bedding was nice. Hot water was good. No complaints"

Beekman Arms and Delamater Inn

10/10 Excellent

"Loved this historic inn. Great staff and extremely clean. Bed was very comfortable. Also enjoyed the tavern.."

Studio 6 Extended Stay Fishkill Westage Center NY

10/10 Excellent

"Great staff"

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

8/10 Good

"Room was comfortable and clean."

Ramada by Wyndham Newburgh/West Point

10/10 Excellent

"I'm glad I didn't pay any attention to the negative rew"

Americas Best Value Inn New Paltz

8/10 Good

"Comfortable king mattress. Clean room. Easy parking. Good value."

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent

"Clean room, useful staff, average breakfast, convenient location."

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 42 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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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

3. DoubleTree by Hilton Poughkeepsie Convention Center