The Best Historic Hotels in Highland, NY from NT$2,609 in 2026

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Our top choices for Highland historic hotels

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

A modern dining area with wooden tables and chairs, a kitchen area with appliances, and a large wall mural.

A room with a dark blue wall, a round wooden table with a plant, and four patterned chairs.

A hotel reception area with a wooden reception desk, a clock on the wall, and a coffee machine in the background.

1. SureStay Plus Hotel by Best Western Highland Poughkeepsie

Highland

Heather

NT$2,551

NT$2,857 total

includes taxes & fees

Nov 1 - Nov 2

A building entrance with a covered porch, stone pillars, and a mailbox.

A hotel dining area with wooden tables and chairs, a kitchen counter, a refrigerator, and a television on the wall.

A hotel lobby with a check-in counter, two armchairs, a small table, and a mirror.

A hotel room with a flat-screen TV, a mini-fridge, a microwave, a desk with a lamp, and a chair.

2. Quality Inn Hyde Park Poughkeepsie North

Hyde Park

Ron

NT$2,307

NT$2,609 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a bed, a TV on a wooden stand, a dining area with chairs, and a patterned carpet.

Two HP desktop computers on a desk with a lamp, keyboard, and mouse.

A modern living room with a dining area, a TV mounted on the wall, and a patterned carpet.

A lobby with a wooden bench, a reception desk, and a colorful artwork on the wall.

3. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

Bernadette

NT$2,778

NT$3,225 total

includes taxes & fees

Nov 8 - Nov 9

A modern gym with treadmills, elliptical machines, and weightlifting equipment.

A hotel room with two beds, a desk, a chair, a TV, and a large window with curtains.

A conference room with multiple tables and chairs, chandeliers, a whiteboard, and an exit sign.

A spacious lobby with a reception desk, seating area, and a large window.

4. DoubleTree by Hilton Poughkeepsie Convention Center

Downtown Poughkeepsie

Elaine

NT$3,508

NT$4,109 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel lobby with wooden flooring, yellow chairs, a long dining table, and pendant lighting.

An indoor swimming pool with clear water, a lifeguard chair, and a sunlit area with lounge chairs.

A reception area with a wooden floor, a reception desk, and a wall with a welcome sign.

A hotel room with a large bed, a sofa, a desk, and a TV. There are windows with curtains, a lamp, and a picture on the wall.

5. Hampton Inn & Suites Poughkeepsie

Crown Heights

Sanford

NT$3,115

NT$3,618 total

includes taxes & fees

Nov 8 - Nov 9

A hotel reception area with a reception desk, a waiting area with sofas, and a glass door entrance.

A hotel room with two beds, a desk, a chair, and a TV.

An indoor swimming pool with clear pool rules, a lifeguard chair, and a poolside area with lounge chairs.

A hotel corridor with a vending machine, a refrigerator, and a door.

6. Quality Inn Poughkeepsie

Arlington

stacey

NT$2,958

NT$3,435 total

includes taxes & fees

Nov 1 - Nov 2

A Courtyard by Marriott hotel with a modern design, large windows, and a well-maintained lawn.

A courtyard with outdoor seating, a small tree, and a building with balconies.

A reception area with two wooden reception desks, a wall-mounted screen, and a vending machine labeled "market".

A modern hotel room with a sofa, armchair, ottoman, flat-screen TV, and large windows with sheer curtains.

7. Courtyard by Marriott Poughkeepsie

Poughkeepsie

Celine

NT$3,094

NT$3,500 total

includes taxes & fees

Nov 9 - Nov 10

A courtyard with a fire pit, outdoor seating, and a covered area with string lights.

A hotel lobby with a reception desk, seating area, and a stone fireplace.

A spacious hotel lobby with a high ceiling, wooden beams, and a large seating area with sofas and round tables.

A gym with exercise equipment, dumbbells, treadmills, and a bench.

8. Homewood Suites by Hilton Poughkeepsie

Poughkeepsie

Tammie

NT$3,901

NT$4,530 total

includes taxes & fees

Nov 8 - Nov 9

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Top Highland Hotel Reviews

Beekman Arms and Delamater Inn

8/10 Good

"This was my first time at this property. My room was not in the Beekman Arms but in its sister property a few blocks away. The room was large and nicely decorated, it was very clean and the bed was comfortable. The bathroom was very nice and soap, shampoo and towels were supplied in abundance. Breakfast was included and consisted of all sorts of breads, fruit, yogurt, hard boiled eggs, juiced coffee and teas. This was served in a separate building near the residential building Our room was on the third floor so the lack of an elevator pushed my 94 year old body a bit. I would definitely come back to the Beeckman Arms but next time I’ll request a downstairs room."

Kingston Regency Inn

10/10 Excellent

"Good"

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

8/10 Good

"very basic no frills imn he room except soap nd shampoo , a container for ice but no glasses. one desk chair only in a room wih two bed for tr wo guests"

The Thayer Hotel at West Point

10/10 Excellent

"Incredible staff. Great location. Attention to guests superlative.West Point tours were fantastic. Only complaint was that it is extremely pricey. Which is understandable considering where we stayed. We ate there for 2 dinners, one lunch, and 1 breakfast. Meals are expensive but were great except for a breakfast that was stone-cold for $24 each."

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent

"Very clean and quiet hotel. The bed was vey comfortable, spacious and clean. I only stayed for 1 night but will definitely come back."

Red Roof Inn PLUS+ Poughkeepsie

10/10 Excellent

"Very clean hotel and friendly staff."

Studio 6 Extended Stay Fishkill Westage Center NY

10/10 Excellent

"Wonderful staff"

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 49 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 Franny Reese State Park 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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Change your mind

Treat yourself

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Check availability on Highland Historic Hotels

Our top choices for Highland historic hotels

1. SureStay Plus Hotel by Best Western Highland Poughkeepsie

2. Quality Inn Hyde Park Poughkeepsie North

3. Holiday Inn Express Poughkeepsie by IHG