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

Find Historic Hotels in Highland, NY

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Check availability on Highland Historic Hotels

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Top Highland Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"Room was clean and comfortable. Breakfast was good and coffee was available 24rs a day in the lobby"
Kenneth 1-night trip
Posted 9 hours ago
Holiday Inn Express Poughkeepsie by IHG
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"Beautiful hotel. Comfy beds. Yummy food!"
Tamar 1-night trip
Posted 10 hours ago
DoubleTree by Hilton Poughkeepsie Convention Center
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"Staff was very friendly and helpful! Our TV did have a line down the middle, but it is was still watchable. I am sure they would have swapped our room or replaced it or fixed it for us if we had asked, but we were only there for one night, so did not worry about it. For the price, this hotel was a great deal! The hotels closer to the CIA campus were charging much more than usual due to move in and family weekend, and we were trying to save money. It ended up being much cheaper to rent a car and pay for this hotel, than to pay for a hotel within walking distance and take an Uber to and from train station like we have done in the past."
Amanda 1-night trip
Posted 12 hours ago
Quality Inn Hyde Park Poughkeepsie North
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

10/10 Excellent
"This Red Roof Inn is very clean and the staff is friendly. Minor complain is that the floors feels like there is a film on it that feels a bit slippery, probably from build up of cleaning agent, but room is clean. I enjoyed my stay."
Adrienne 1-night trip
Posted 2 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

8/10 Good
"The service was OK and the breakfast tasted OK, but the staff was a little lax in making sure all the food and supplies were replenished."
Nadine 2-night trip
Posted 3 days ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Spark by Hilton Fishkill

Spark by Hilton Fishkill

8/10 Good
"Very nice and quiet."
Theresa 1-night trip
Posted 3 days ago
Spark by Hilton Fishkill

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 47 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 Berean Park Beach and Franny Reese State Park.
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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