The Best Historic Hotels in Highland, NY from AED 686 in 2026

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

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Our top choices for Highland historic hotels

A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

A red barn with a grassy yard and a small pond.

A cozy living room with a wooden floor, a floral sofa, a small table with a vase, and a large window with a view of greenery.

A kitchen with a checkered floor, wooden cabinets, a white refrigerator, and hanging plants.

1. Omega Special 1860s farm house 3 miles away

Clinton Corners

Kim B.

AED 496

AED 706 total

includes taxes & fees

18 Oct - 19 Oct

A cozy living room with a fireplace, wooden floors, and a comfortable seating area.

A room with large windows, a potted plant, and a hanging plant.

A red barn with a small window, surrounded by lush greenery and trees.

2. Private room on secluded 7 acres , access to entire house including patio, porch

Clinton Corners

Sharen B.

AED 496

AED 686 total

includes taxes & fees

18 Oct - 19 Oct

A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

An outdoor patio with a striped rug, seating, a fire pit, and string lights.

A bedroom with a large bed, a dark double door, a radiator, a small potted plant, and a view into the adjacent room.

A modern house entrance with a dark door, a staircase, and a light fixture above.

3. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Kingston

Clara L.

AED 504

AED 1,079 total

includes taxes & fees

3 Nov - 4 Nov

4. Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Clinton Corners

Dawn B.

AED 562

AED 773 total

includes taxes & fees

19 Oct - 20 Oct

A stone pathway leading to a white gate, surrounded by lush greenery and a red building.

A modern kitchen with white cabinets, a black countertop, and a window with a view of greenery.

A covered outdoor seating area with wicker furniture, a blue rug, and a view of a wooden deck and trees.

A wooden bench with a window above it, a pair of shoes on the floor, and a potted plant on the bench.

5. Modern Farmhouse; Quiet, Eclectic,Cozy, Fun, situated on a peaceful Creek.

Accord

Stuart V.

AED 952

AED 1,947 total

includes taxes & fees

3 Nov - 4 Nov

A building with a large arched window and a garden with tables and chairs.

A dark wooden double door with a decorative knocker, flanked by two white urns with green plants, leading to a stone staircase.

A room with a piano, a bed, a table, and a fireplace.

A formal dining room with a long table set for a meal, white walls, and a large window.

6. Church Des Artistes a Hudson Valley retreat

Rondout

Molly M.

AED 5,510

AED 9,083 total

includes taxes & fees

22 Oct - 23 Oct

A modern kitchen with a large island, a sink, and wooden stools.

A wooden dining table with a potted plant, a pendant light, and a wall-mounted clock.

A modern kitchen with a built-in island, stainless steel pots, hanging wine glasses, and a wooden dining table.

A modern living room with a large window, a dining area with a round table, and a cozy seating area with a fur throw.

7. Woodstock Historic Artist Estate - The Carriage House

Woodstock

AED 1,106

AED 2,357 total

includes taxes & fees

26 Oct - 27 Oct

A large tree with white blossoms in front of a white building.

A well-maintained lawn, a garden with flowers, and a house with a porch.

A two-story white house with a front porch, a chimney, and a well-maintained lawn.

8. Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets

Mountainville

Robert D.

AED 4,224

AED 4,936 total

includes taxes & fees

18 Oct - 19 Oct

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Top Highland Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent

"e"

Beekman Arms and Delamater Inn

10/10 Excellent

"A Wonderful Stay at the Beekman Arms and Delamater Inn! We loved our stay at the Beekman Arms. The location is perfect, with plenty of shopping and restaurants within easy reach. The inn also has a lovely restaurant, and our room was clean, spacious, and comfortable. We stayed in the Courtyard Suite and especially enjoyed the king-size bed and cozy fireplace, which made our stay extra special. The one thing I would mention to future guests is that the Courtyard Suite did not have an elevator. If you have difficulty climbing stairs or carrying luggage upstairs, be sure to ask about the room's location when making your reservation, as we were unaware that our room was on the second floor. Overall, we thoroughly enjoyed our stay and would definitely recommend the Beekman Arms to anyone looking for a charming place to stay in a wonderful location!"

Americas Best Value Inn New Paltz

10/10 Excellent

"The hotel is very comfortable, we really liked the stay, and especially Samantha who served us very well in all our needs."

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent

"Had a very nice stay. Breakfast was delish!"

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

8/10 Good

"Parking was great"

The Thayer Hotel at West Point

10/10 Excellent

"Amazing Place absolutely wonderful place to stay"

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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Highland Historic Hotels

Our top choices for Highland historic hotels

1. Omega Special 1860s farm house 3 miles away

2. Private room on secluded 7 acres , access to entire house including patio, porch

3. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

4. Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

5. Modern Farmhouse; Quiet, Eclectic,Cozy, Fun, situated on a peaceful Creek.

6. Church Des Artistes a Hudson Valley retreat

7. Woodstock Historic Artist Estate - The Carriage House

8. Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets

9. Woodstock historic artist estate - The Pond House

10. Woodstock Historic Artist Estate - The Museum House