Find hotels in Chester Shores, Chestertown from ₩115,081

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Filter by

Popular filters
Popular filters
Price per night
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveler experience
Traveler experience

Discover 1,129 Chester Shores hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Restaurant
The Fern Lodge
3.5 star property
9.8 out of 10, Exceptional, (42)
"Paradise just simply heavenly. And so well appointed. Feel so at home"
The price is ₩819,543
per night
May 26 - May 27
The Fern Lodge
Exterior
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
3.0 star property
9.6 out of 10, Exceptional, (14)
"John and Yvonne were the perfect hosts hosts...Tvicolorfulsunse"
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
Front of property
Silver Bay Inn and Conference Center
3.0 star property
9.6 out of 10, Exceptional, (38)
"Excellent "
The price is ₩115,081
per night
May 16 - May 17
Silver Bay Inn and Conference Center
Save an average of 15% on thousands of hotels when you're signed in
Front of property - evening/night
Boathouse Waterfront Lodging
3.5 star property
9.4 out of 10, Exceptional, (17)
"Fantastic views and premium lake access. Close enough to walk to great coffee, food, shops. We loved it and will com back!"
Boathouse Waterfront Lodging
Luxury Studio Suite, 1 King Bed, Lake View (#1) | Lake view
Chateau Rooms
4.5 star property
9.2 out of 10, Wonderful, (38)
"The owner upgraded our room so we were facing Lake George. Our room was beautiful with a balcony. We sat in the room and watched three deer by the lake. The manager was very prompt and helpful with a small issue we had. "
Chateau Rooms
Exterior
Pine Tree Motel & Cabins
2.0 star property
9.0 out of 10, Wonderful, (113)
"Cutest cabins, friendly owners, dog friendly ❤️ supporting small businesses definitely going back next year. "
The price is ₩239,402
per night
May 16 - May 17
Pine Tree Motel & Cabins
Premier Room | 1 bedroom, premium bedding, individually decorated
Friends Lake Inn
4.0 star property
9.0 out of 10, Wonderful, (77)
"The food was made to order and very good prices were fair. The cost to stay there is overpriced."
The price is ₩385,806
per night
May 16 - May 17
Friends Lake Inn
Exterior
Lodge at Schroon Lake
2.0 star property
8.8 out of 10, Excellent, (139)
"Walking distance to dining options that have more budget friendly price"
The price is ₩161,630
per night
May 21 - May 22
Lodge at Schroon Lake
Exterior
Best Western Plus Ticonderoga Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (590)
"Everything was good except the person in the front desk was no really nice when I arrived, I don’t know she say is not room clean and was 8pm!"
The price is ₩255,804
per night
May 26 - May 27
Best Western Plus Ticonderoga Inn & Suites
Standard Room, 1 Bedroom, Non Smoking (two full) | Free WiFi, bed sheets
Circle Court Motel
2.5 star property
8.6 out of 10, Excellent, (176)
"Excellent "
The price is ₩131,329
per night
May 15 - May 16
Circle Court Motel
Deluxe Cabin | Individually decorated, individually furnished, laptop workspace
Maple Leaf Motel
2.5 star property
8.6 out of 10, Excellent, (314)
"This is my second stay here. It's a charming place and a good value. The rooms are large and the beds are comfortable. It's definitely dated but I really like this place. "
The price is ₩176,473
per night
May 16 - May 17
Maple Leaf Motel
Exterior
Super 8 by Wyndham Ticonderoga
2.5 star property
8.0 out of 10, Very Good, (890)
"Perfect stop for our trip to VT for the eclipse. Gym was great way to start moving again after hours in the car!"
The price is ₩115,118
per night
Jun 2 - Jun 3
Super 8 by Wyndham Ticonderoga
Interior
Lakefront Bolton Alderbrook Chalet w/ Fire Pit!
3.5 star property
Lakefront Bolton Alderbrook Chalet w/ Fire Pit!
Interior
Adirondack Mountains Cottage Near Gore Mountain!
3.5 star property
Adirondack Mountains Cottage Near Gore Mountain!
Interior
Upstate Escape Near Schroon River & North Creek!
3.0 star property
Upstate Escape Near Schroon River & North Creek!
Interior
Adirondack Park Home ~ 10 Mi to Gore Mountain
3.0 star property
Adirondack Park Home ~ 10 Mi to Gore Mountain
Interior
Rustic Adirondacks Home w/ Hot Tub & Lake Access!
3.0 star property
Rustic Adirondacks Home w/ Hot Tub & Lake Access!
Interior
Bolton Landing Cottage With Deck - Walk to Beach!
3.0 star property
Bolton Landing Cottage With Deck - Walk to Beach!
Interior
Recently Renovated Bolton Abode w/ Fire Pit!
3.5 star property
Recently Renovated Bolton Abode w/ Fire Pit!
Interior
Pet-friendly Bolton Vacation Rental w/ Game Room!
3.0 star property
Pet-friendly Bolton Vacation Rental w/ Game Room!
Don't see what you're looking for?
See all available properties in Chester Shores
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.

Frequently asked questions

What is Chester Shores like?

Travelers will be sure to enjoy their time in Chestertown's Chester Shores neighborhood. Consider a visit to Loon Lake as part of your Chester Shores travel plans.

If I need to cancel my hotel reservation in Chester Shores, will I receive a refund?

Yes! You'll find that most hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then filter by "fully refundable" to view top deals in Chester Shores.

Where can I learn more about changing or cancelling my trip to Chester Shores?

For additional details about picking new dates or cancelling your trip to Chester Shores, click here.

What are the top things to see and do in Chester Shores?

Loon Lake is an attraction you might want to check out while you're in Chester Shores. While you're out sightseeing in Chestertown, be sure to visit other sights like Loon Lake Beach or Friends Lake.