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

Find Historic Hotels in Highland, NY

  • 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
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Top Highland Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

8/10 Good
"Room was clean... Bed/ Sheets were comfortable. Close to Vanderbilt National Park and probably cleanest and most affordable option near Rhinebeck and the great restaurants on the area. Bathroom fixtures could use some updates."
Marie 1-night trip
Posted 4 hours ago
Quality Inn Hyde Park Poughkeepsie North
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"It was quiet and front desk was helpful."
Bernadette 1-night trip
Posted 5 hours ago
Holiday Inn Express Poughkeepsie by IHG
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"The place is immaculate, staff rating A++ in courtesy and helpfulness. Was confused there was no place to park when I pulled up, you have to swipe your room key to get in their parking garage. So I parked in no parking, ran in and checked i, and parked in garage. Also, within 2 blocks of getting there, we saw 2 guys laying on sidewalk, I assume addicts, so that was a concern. But no issues when we walked 6 minutes to local restaurant, then later, 3 minute walk to local Opera house, with 1 pan handler on street. It was a good base point for visiting New Paultz street market, and local mountains and trails."
Glen 2-night trip
Posted 9 hours ago
DoubleTree by Hilton Poughkeepsie Convention Center
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent
"Very clean room and lobby.... noise from room above a bit above normal but nothing terrible."
Karen 2-night trip
Posted 10 hours ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie
The Thayer Hotel at West Point

The Thayer Hotel at West Point

8/10 Good
"The hotel itself was beautiful. Dinner at MacArthur‘s was excellent. The DJ music on the rooftop bar needs to be updated. There should be some background music when there is no DJ as well."
Michele 1-night trip
Posted 15 hours ago
The Thayer Hotel at West Point
Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

10/10 Excellent
"Wonderful staff"
Julio 3-night trip
Posted 17 hours ago
Studio 6 Extended Stay Fishkill Westage Center NY
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Awesome hotel. Staff is amazing and room was so comfortable."
Susan 1-night trip
Posted 3 days ago
Courtyard by Marriott Kingston

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.

Explore a world of travel with Expedia