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

Our top choices for Highland historic hotels

In-room safe, desk, iron/ironing board, free cribs/infant beds

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,002 reviews)
"Hotel is outdated, needs repair, but staff is great "
United States
Natalya
The price is NT$2,446
NT$2,768 total
includes taxes & fees
Jul 12 - Jul 13
Super 8 by Wyndham Montgomery Maybrook
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, (1,012 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$3,745
NT$4,194 total
includes taxes & fees
Jul 21 - Jul 22
Americas Best Value Inn New Paltz
Property entrance

Village Motel

Village Motel
2.0 star property
Ellenville
6.8 out of 10, (220 reviews)
"Great staff, clean. "
United States
Joline
The price is NT$2,709
NT$3,034 total
includes taxes & fees
Jul 12 - Jul 13
Village Motel
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, (1,009 reviews)
"The room was clean and the breakfast was good"
United States
giselle
The price is NT$2,948
NT$3,302 total
includes taxes & fees
Jul 12 - Jul 13
SureStay Plus Hotel by Best Western Highland Poughkeepsie
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, (1,009 reviews)
"This stay was amazing!"
United States
Glenda
The price is NT$3,157
NT$3,729 total
includes taxes & fees
Jul 26 - Jul 27
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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, (1,004 reviews)
"Nice hotel for being on a major highway. Older building in need of a renovation. Staff was very friendly and helpful. Would stay here again as the rooms were nice and clean. property for the most part was very clean."
United States
Casey
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
Apartment, 2 Double Beds (Ground Floor) | Living area | Flat-screen TV

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (279 reviews)
"Not a 5 star, but a decent motel for a good price. Lady at check in was very nice, friendly, and helpful."
United States
Richard
The price is NT$3,044
NT$3,299 total
includes taxes & fees
Jul 11 - Jul 12
Countryside Motel
Lobby

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
2.0 star property
Newburgh
4.8 out of 10, (1,013 reviews)
"It was a good place to stay and had smoking rooms which we could appreciate"
United States
Florence
The price is NT$2,607
NT$3,080 total
includes taxes & fees
Jul 12 - Jul 13
Ramada by Wyndham Newburgh/West Point
Exterior

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (312 reviews)
"great stay !"
United States
reagan
The price is NT$2,724
NT$3,218 total
includes taxes & fees
Jul 12 - Jul 13
Cadet Motel
Lobby

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point
2.0 star property
Newburgh
6.2 out of 10, (1,005 reviews)
"Rooms are clean everything was good"
United States
Nancy
The price is NT$3,013
NT$3,559 total
includes taxes & fees
Jul 12 - Jul 13
Howard Johnson by Wyndham Newburgh/West Point
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.
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Top Highland Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent
"It was very clean."
Ismael cruz 6-night trip
Posted 5 hours ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie

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 38 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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