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

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Check availability on Highland Historic Hotels

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, (1,017 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$3,762
NT$4,213 total
includes taxes & fees
Jul 16 - Jul 17
Americas Best Value Inn New Paltz
Exterior

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (125 reviews)
"Very nice accommodations & staff."
United States
Laurie
The price is NT$4,426
NT$5,007 total
includes taxes & fees
Jul 14 - Jul 15
Tin Brook Bed & Breakfast
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, (885 reviews)
"Our stay for a day was great."
United States
Chime
The price is NT$3,004
NT$3,399 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn Express & Suites Montgomery by IHG
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, (1,014 reviews)
"Good, well maintained property with a very good breakfast & staff"
United States
Robert
The price is NT$2,961
NT$3,316 total
includes taxes & fees
Jul 19 - Jul 20
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (170 reviews)
"Did you ever want to experience what it would be like to stay at a bed in breakfast? Well this is the place to go! So quaint and cute! Located right in the heart of the town of Montgomery. Plenty of things to walk to and see in the area. Brianna the manager was wonderful. Very helpful and informative. The breakfast choices were delicious. Would definitely stay here again and recommend it to others."
United States
roxanne
The price is NT$3,831
NT$4,464 total
includes taxes & fees
Jul 15 - Jul 16
Borland House Inn
Classic Room, 1 King Bed, Balcony | Free WiFi

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
8.8 out of 10, Excellent, (8 reviews)
"Carrie the owner was a star 10 out of 10. the property, the house and the suite were amazing, beautiful and the surrounding woods so tranquil. already looking forward to coming back for another stay."
United States
Robert
The price is NT$6,101
NT$6,902 total
includes taxes & fees
Jul 15 - Jul 16
The Harlow House
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, (1,003 reviews)
"Lovely staff and clean hotel. Rooms are big and comfy."
United States
Natalie
The price is NT$3,905
NT$4,374 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Inn Express & Suites Kingston-Ulster by IHG
Exterior detail

Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (419 reviews)
"The room was clean and air conditioned! Really nice location. Just a little outdated"
United States
Christina
The price is NT$3,557
NT$4,024 total
includes taxes & fees
Jul 20 - Jul 21
Rhinebeck Village Inn
Suite, 1 King Bed, Non Smoking | Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,014 reviews)
"Very good stay"
Canada
Gabriel
The price is NT$3,497
NT$4,043 total
includes taxes & fees
Jul 26 - Jul 27
Quality Inn & Suites Fishkill South near I-84
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, (1,014 reviews)
"This stay was amazing!"
United States
Glenda
The price is NT$3,157
NT$3,729 total
includes taxes & fees
Aug 2 - Aug 3
Red Roof Inn & Suites Newburgh – Stewart Airport/ 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

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"Great stay everything was good"
Jeffrey 2-night trip
Posted 2 hours ago
DoubleTree by Hilton Poughkeepsie Convention Center

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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