Photo by Julie Miller

Find Historic Hotels in Chestertown, NY

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chestertown Historic Hotels

Our top choices for Chestertown historic hotels

Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
3.0 star property
Lake George
9.2 out of 10, Wonderful, (1000)
"Loved my stay, the room was comfy and nice and clean, plenty to do right in the hotel"
United States
Debbie
The price is NT$3,619
NT$4,017 total
includes taxes & fees
Dec 18 - Dec 19
Courtyard by Marriott Lake George

The Alpine Lodge

The Alpine Lodge
3.0 star property
North Creek
9.0 out of 10, Wonderful, (657)
"As described, clean, good location. "
United States
Julianne
The Alpine Lodge

The Inn of Lake George

The Inn of Lake George
2.5 star property
Lake George
9.6 out of 10, Exceptional, (105)
"We had a great time at the Inn. The owner was super friendly and even left us a baby champagne bottle as it was our wedding anniversary! It was easy to check in and check out and the bar area downstairs is amazing. "
United States
Sanjit
The Inn of Lake George

Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center
3.0 star property
Lake George
8.4 out of 10, Very Good, (1003)
"Clean room great customer service and the grounds were great for the Lake"
United States
ROBERT
The price is NT$3,765
NT$4,772 total
includes taxes & fees
Dec 15 - Dec 16
Fort William Henry Hotel and Conference Center

Surfside On The Lake

Surfside On The Lake
2.5 star property
Lake George
8.0 out of 10, Very Good, (738)
"Nice property and location. "
United States
robert
Surfside On The Lake
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.

Top Chestertown Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What should a history buff expect from a stay in Chestertown?
You'll probably want to seek out the places with historical relevance during your trip to Chestertown. Why not appreciate the lakeside during your visit?
How many historical hotels are located in Chestertown?
Chestertown is home to 113 hotels and other accommodations bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical sites and other places to visit in Chestertown?
Favorite places to visit include Loon Lake Beach, Friends Lake, and Loon Lake. A couple of additional sights to add to your agenda are Hudson River and Tripp Pond.
What is a historic hotel like in Chestertown?
Guests who book a historic hotel can enjoy a vacation in a building that has an official historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be transformed into a historic hotel as long as it's of special interest. Traditional architecture and period features are often found in the guestrooms or communal spaces of historic hotels in Chestertown, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. overall though the terms are similar. The architecture and building of a historic hotel is generally what's most significant. For a heritage hotel, often it's the cultural value along with how it inspired the community.
Do historic hotels in Chestertown have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, while every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the popular amenities found at a contemporary hotel will also be available in a historic hotel. When you choose a historic hotel in Chestertown, don't worry that you'll find yourself staying at a place that is rundown or uncomfortable.