The Best Historic Hotels in Highland, NY from AED 661 in 2026

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Highland Historic Hotels

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Highland historic hotels

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

Kingston

Clara L.

AED 357

AED 898 total

includes taxes & fees

21 Sep - 22 Sep

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

Clinton Corners

Sharen B.

AED 496

AED 661 total

includes taxes & fees

20 Sep - 21 Sep

Coffee/tea maker, fridge, microwave, toaster

3. Omega Special 1860s farm house 3 miles away

Clinton Corners

Kim B.

AED 496

AED 681 total

includes taxes & fees

20 Sep - 21 Sep

4. Riverfront stone cottage Private dock & boats Personal spa private resort

Gardiner

Paul T.

AED 1,653

AED 2,937 total

includes taxes & fees

28 Sep - 29 Sep

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

Clinton Corners

Dawn B.

AED 562

AED 740 total

includes taxes & fees

20 Sep - 21 Sep

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

Accord

Stuart V.

AED 998

AED 2,003 total

includes taxes & fees

22 Sep - 23 Sep

7. Church Des Artistes a Hudson Valley retreat

Rondout

Molly M.

AED 5,510

AED 9,079 total

includes taxes & fees

28 Sep - 29 Sep

Coffee/tea maker, fridge, microwave, oven

8. Woodstock Historic Artist Estate - The Museum House

Woodstock

Strati P.

AED 2,013

AED 3,464 total

includes taxes & fees

28 Sep - 29 Sep

View all properties

Top Highland Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

8/10 Good

"The room was large and clean if not a bit outdated, especially the bathroom and the carpet in the room. A few times while walking the hall there was a slight odor of dampness."

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

8/10 Good

"Clean room everything works"

The Thayer Hotel at West Point

10/10 Excellent

"Lovely place with a great restaurant and dining room!!"

SureStay Plus Hotel by Best Western Highland Poughkeepsie

8/10 Good

"Very clean room. Hotel stairs carpets were okay. Nice breakfast and very friendly staff. Nice comfortable bed and large pillow selection."

Ramada by Wyndham Newburgh/West Point

10/10 Excellent

"Non"

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 46 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 Apple Greens Golf Course 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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Highland Historic Hotels

Our top choices for Highland historic hotels

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

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

3. Omega Special 1860s farm house 3 miles away

4. Riverfront stone cottage Private dock & boats Personal spa private resort

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

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

7. Church Des Artistes a Hudson Valley retreat

8. Woodstock Historic Artist Estate - The Museum House

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