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Find Historic Hotels in Chestertown, NY

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Check availability on Chestertown Historic Hotels

Our top choices for Chestertown historic hotels

Room, Multiple Beds, Lake View (Balcony) | Premium bedding, desk, laptop workspace, blackout drapes
Courtyard by Marriott Lake George

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
$107 nightly
The price is $119
Dec 15 - Dec 16
Total with taxes and fees
Courtyard by Marriott Lake George
Premium Room | Premium bedding, down comforters, individually decorated
The Alpine Lodge

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
$169 nightly
The price is $187
Dec 14 - Dec 15
Total with taxes and fees
The Alpine Lodge
Bar (on property)
The Inn of Lake George

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
$116 nightly
The price is $129
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Inn of Lake George
Aerial view
Fort William Henry Hotel and Conference Center

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
$133 nightly
The price is $147
Dec 14 - Dec 15
Total with taxes and fees
Fort William Henry Hotel and Conference Center
Property grounds
Camp RiverWood on the Hudson River

Camp RiverWood on the Hudson River

Camp RiverWood on the Hudson River
North Creek
9.8 out of 10, Exceptional, (6)
"Beautiful cabin, clean, great location."
United States
Kyle D.
$229 nightly
The price is $254
Dec 13 - Dec 14
Total with taxes and fees
Camp RiverWood on the Hudson River
Interior
RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR

RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR

RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR
North River
9.2 out of 10, Wonderful, (63)
"See you next year amazing stay great food loved the bird camp cabin—- Brian, Darlene, Gracie and Hayden "
United States
Brian W.
$240 nightly
The price is $266
Dec 14 - Dec 15
Total with taxes and fees
RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR
Exterior
Beautiful cottage on quiet country road walking distance to charming North Creek

Beautiful cottage on quiet country road walking distance to charming North Creek

Beautiful cottage on quiet country road walking distance to charming North Creek
North Creek
9.8 out of 10, Exceptional, (50)
"It was a nice place, comfortable, nice location. Could have been cleaner but we had a nice relaxing time. "
United States
Mary M.
$221 nightly
The price is $245
Dec 14 - Dec 15
Total with taxes and fees
Beautiful cottage on quiet country road walking distance to charming North Creek
BBQ/picnic area
Surfside On The Lake

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
$224 nightly
The price is $249
Jan 7 - Jan 8, 2026
Total with taxes and fees
Surfside On The Lake
Property grounds
Lake George Water Front Cabin Spectacular Views

Lake George Water Front Cabin Spectacular Views

Lake George Water Front Cabin Spectacular Views
Ticonderoga
9.6 out of 10, Exceptional, (35)
"Very nice time …. Lake fantastic!"
United States
William B.
$1,017 nightly
The price is $1,129
Dec 13 - Dec 14
Total with taxes and fees
Lake George Water Front Cabin Spectacular Views
Outdoor dining
Spacious ADK 5BR Lodge, Sleeps 14, Near Gore, Firepit, Fireplace, Pets

Spacious ADK 5BR Lodge, Sleeps 14, Near Gore, Firepit, Fireplace, Pets

Spacious ADK 5BR Lodge, Sleeps 14, Near Gore, Firepit, Fireplace, Pets
North Creek
10.0 out of 10, Exceptional, (29)
"Lots of room and beautiful cabin"
United States
Lisa M.
$856 nightly
The price is $950
Dec 15 - Dec 16
Total with taxes and fees
Spacious ADK 5BR Lodge, Sleeps 14, Near Gore, Firepit, Fireplace, Pets
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 Chestertown Hotel Reviews

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

10/10 Excellent
"The staff was accomodating and friendly. The room was clean. I have never had a bad stay at this hotel. Plenty of options for breakfast. This hotel is really a "home away from home" kind of place!!"
Kristy 2-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

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.

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