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

This weekend
Jul 10 - Jul 12
Next weekend
Jul 17 - Jul 19

Our top choices for Highland historic hotels

Restaurant

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,008 reviews)
"It was reasonably priced, clean and convenient for an overnight. It’s also located close enough to downtown area to explore with limited time."
United States
Julie M
The price is NT$3,744
NT$4,194 total
includes taxes & fees
Jul 9 - Jul 10
Americas Best Value Inn New Paltz
Indoor pool

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,005 reviews)
"We stopped here for the night and it was perfect. Clean room and courteous staff."
United States
Kathleen
The price is NT$3,143
NT$3,712 total
includes taxes & fees
Jul 26 - Jul 27
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Exterior

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,008 reviews)
"The hotel was excellent. The breakfast was very good too."
United States
Shawnya
The price is NT$3,748
NT$4,353 total
includes taxes & fees
Jul 21 - Jul 22
Hyatt Place Poughkeepsie / Hudson Valley
Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed) | Desk, laptop workspace, blackout drapes, soundproofing

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
8.0 out of 10, Very Good, (1,003 reviews)
"A good spot for a good price"
United States
Brittany
The price is NT$2,947
NT$3,301 total
includes taxes & fees
Jul 12 - Jul 13
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Terrace/patio

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,002 reviews)
"It was great will definitely be back!!"
United States
Latisha
The price is NT$4,453
NT$4,988 total
includes taxes & fees
Jul 12 - Jul 13
Courtyard by Marriott Kingston
Double Room, 2 Double Beds | Desk, iron/ironing board, free cribs/infant beds, free rollaway beds

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
2.0 star property
Newburgh
5.6 out of 10, (1,001 reviews)
"Like the location"
United States
Vijayakumar
The price is NT$2,424
NT$2,863 total
includes taxes & fees
Jul 12 - Jul 13
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Free daily continental breakfast

Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
Lake Katrine
9.4 out of 10, Exceptional, (1,001 reviews)
"We had to have a late check in and they accommodated us and were so friendly. The staff was amazing!!"
United States
Nancy
The price is NT$4,325
NT$4,844 total
includes taxes & fees
Jul 19 - Jul 20
Holiday Inn Express & Suites Kingston-Ulster by IHG
Lobby

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
2.0 star property
Newburgh
4.8 out of 10, (1,011 reviews)
"It’s close to Dennys, this place needs serious update and cleaning."
United States
Albert
The price is NT$2,307
NT$2,725 total
includes taxes & fees
Jul 9 - Jul 10
Ramada by Wyndham Newburgh/West Point
Free daily buffet breakfast

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,007 reviews)
"The beds were super comfy!"
United States
Debra
The price is NT$3,389
NT$3,935 total
includes taxes & fees
Jul 21 - Jul 22
Hampton Inn & Suites Poughkeepsie
Exterior

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (883 reviews)
"Our stay for a day was great."
United States
Chime
The price is NT$3,332
NT$3,769 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn Express & Suites Montgomery by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Highland Hotel Reviews

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

8/10 Good
"Overall, we enjoyed our stay, but it came close to being a disaster for us. Before we stayed our first night we came close to asking to cancel our reservation. This issue is that the Beekman Arms has multiple properties so one needs to be careful when booking a room. The photos do not indicate whether the room is at the historical inn or at one of the neighboring properties close to the inn. When we checked in they directed us to a property that looked like 1980's apartments - though spacious - did not in any way have the same appeal as the main inn. This is the the Courtyard King Sofabed room and no where is there a description stating that the room is at a property a full block from the main inn. Thankfully, the staff re-booked us in a room at the inn at no extra charge. Once we were in one of the rooms at the Beekman Arms, our stay began to meet our expectations. The breakfast is a short walk from the inn and has a few good options, the staff are friendly, the bar and restaurant a bit dark but gives one a good perspective of the inn's long history, and the location makes it easy to walk around the small town. Would I book again? Possibly, but would stay for two not three nights."
Michael 3-night trip
Posted 13 hours ago
Beekman Arms and Delamater Inn

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 39 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 Franklin D Roosevelt Library & Museum 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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