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Find Historic Hotels in Highland, NY

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Check availability on Highland Historic Hotels

Our top choices for Highland historic hotels

Exterior
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1002)
"Clean room and friendly staff "
United States
Kelly
$84 nightly
The price is $95
Dec 24 - Dec 25
Total with taxes and fees
Courtyard by Marriott Poughkeepsie
Exterior
Hampton Inn Fishkill

Hampton Inn Fishkill

2.5 star property
Fishkill
8.6 out of 10, Excellent, (1001)
"The room was spotless & the staff was amazing "
United States
Kim
$90 nightly
The price is $101
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn Fishkill
Hypo-allergenic bedding, free WiFi, bed sheets
Roosevelt Inn of Hyde Park

Roosevelt Inn of Hyde Park

2.5 star property
Hyde Park
9.4 out of 10, Exceptional, (550)
"A very comfortable room, along with a good continental breakfast in their cute little shop. We'd definitely stay there again!"
United States
Beth
Roosevelt Inn of Hyde Park
Terrace/patio
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Kingston
9.4 out of 10, Exceptional, (22)
"This was a great stay away, just for a couple of quiet days. Inside the house was excellent. "
United States
Dennis M.
$204 nightly
The price is $228
Dec 11 - Dec 12
Total with taxes and fees
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Exterior detail
Inn the Woods Bed and Breakfast

Inn the Woods Bed and Breakfast

3.5 star property
Hyde Park
9.8 out of 10, Exceptional, (136)
"Harry was great, room clean and fresh, breakfast amazing "
United States
Frank
$183 nightly
The price is $207
Dec 31 - Jan 1, 2026
Total with taxes and fees
Inn the Woods Bed and Breakfast
Fridge, microwave, oven, stovetop
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Beacon
10.0 out of 10, Exceptional, (49)
"Great room and location. A nice home base for exploring the area. "
United States
Bob G.
$211 nightly
The price is $243
Dec 14 - Dec 15
Total with taxes and fees
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Property grounds
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Clinton Corners
8.2 out of 10, Very Good, (11)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
$171 nightly
The price is $193
Dec 10 - Dec 11
Total with taxes and fees
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Hiking
Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast

4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (338)
"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"
United States
Shawn
$224 nightly
The price is $253
Dec 10 - Dec 11
Total with taxes and fees
Journey Inn Bed & Breakfast
Property grounds
Private room on secluded 7 acres , access to entire house including patio, porch

Private room on secluded 7 acres , access to entire house including patio, porch

Clinton Corners
8.6 out of 10, Excellent, (30)
"It was just as advertised! Host was nice included fruit and coffee "
United States
matt w.
$182 nightly
The price is $206
Dec 10 - Dec 11
Total with taxes and fees
Private room on secluded 7 acres , access to entire house including patio, porch
Outdoor dining
Church Des Artistes a Hudson Valley retreat

Church Des Artistes a Hudson Valley retreat

Rondout
9.8 out of 10, Exceptional, (10)
"Beautiful, unique stay! Julie was really kind walking us through the ins and outs of the property during check-in. So much care and attention put into every room. And the book collection is amazing."
United States
Molly M.
$2,084 nightly
The price is $2,334
Dec 16 - Dec 17
Total with taxes and fees
Church Des Artistes a Hudson Valley retreat
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

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"The was extremely clean"
Dewayne 1-night trip
Posted 2 days ago
Holiday Inn Express Poughkeepsie by IHG

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 41 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 Berean Park Beach.
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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