Find hotels in Chester Shores, Chestertown from ¥6,543

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

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 ¥18,405
¥24,672 total
includes taxes & fees
May 28 - May 29
Lodge at Schroon Lake
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 ¥27,262
¥30,261 total
includes taxes & fees
May 26 - May 27
Pine Tree Motel & Cabins
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 ¥29,129
¥32,916 total
includes taxes & fees
May 26 - May 27
Best Western Plus Ticonderoga Inn & Suites
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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 ¥14,955
¥16,899 total
includes taxes & fees
May 26 - May 27
Circle Court 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 ¥13,147
¥14,856 total
includes taxes & fees
Jun 2 - Jun 3
Super 8 by Wyndham Ticonderoga
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 ¥20,096
¥22,708 total
includes taxes & fees
May 26 - May 27
Maple Leaf Motel
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!
Property grounds
Camping Classic ADK style Creekside
8.0 out of 10, Very Good, (1)
"This was a wonderful site that I would love to visit again. The river flowing by was so beautiful. I would like to stay again when we don’t have so much rain. The river was too raging for any swimming. The only downside was there was a bit of a steep walk down to the site from the parking area, but you do have to go downhill to be near a river."
The price is ¥6,543
¥10,509 total
includes taxes & fees
May 16 - May 17
Camping Classic ADK style Creekside
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
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 ¥43,933
¥48,765 total
includes taxes & fees
May 16 - May 17
Friends Lake Inn
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 ¥93,304
¥103,567 total
includes taxes & fees
May 26 - May 27
The Fern Lodge
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
Property grounds
Unplug at Davey Fallls! Water view, Private waterfall & large swimming area.
8.4 out of 10, Very Good, (5)
"Very disappointed. Should have been told there was no waterfall due to drought. It was not private and secluded as there were people camping on property and using the outdoor shower, we didn’t not expect to share. The sewer situation in the camper was so smelly it was gagging. Vent in bathroom and on air conditioner, filthy. I have pictures of all the discrepancies. In all felt like a bait and switch. Have never had an issue with any other VRBO property we have stayed at."
Unplug at Davey Fallls! Water view, Private waterfall & large swimming area.
Aerial view
Condo with private community beach/pond access - on-site tennis & golf nearby
9.0 out of 10, Wonderful, (6)
"The stay was great! The property had all basic necessities to last our time there. There was a bit of confusion about trash disposal but the neighbors were kind. Our WiFi service was a bit spotty but otherwise no other complaints. Would recoommend!"
The price is ¥8,101
¥29,231 total
includes taxes & fees
May 15 - May 16
Condo with private community beach/pond access - on-site tennis & golf nearby
WATERFRONT and AFFORDABLE
8.0 out of 10, Very Good, (22)
"Glenda is a great host and provides nice extra touches such as amenities baskets with toothpaste, Tylenol, etc that are often forgotten when packing. She provided pool floats which we used in the river and the outside lighting has been upgraded which was perfect at night."
WATERFRONT and AFFORDABLE
Exterior
Rangers Retreat Adirondack Mountains getaway
The price is ¥50,629
¥79,020 total
includes taxes & fees
May 15 - May 16
Rangers Retreat Adirondack Mountains getaway
Property grounds
SKI TIME! Adirondack Waterfront Log Cabin
9.2 out of 10, Wonderful, (68)
"This was a 5-day, large family, vacation. There were a few minor issues, but nothing we couldn't overcome. We absolutely loved the location. There were a couple of days that we didn't even leave the property. The mosquitos were horribly, horribly bad! We went through a lot of insect spray and tiki torch fuel, but we were prepared for them. Thanks, Lisa"
SKI TIME! Adirondack Waterfront Log Cabin
Outdoor dining
Cozy Adirondack Cabin w/ Deck [~15 minutes to Gore Mountain]
10.0 out of 10, Exceptional, (4)
"The cabin was perfect for our needs. It was nice and remote enough with plenty to see within a half hour drive. We loved Gore Mt.!"
Cozy Adirondack Cabin w/ Deck [~15 minutes to Gore Mountain]
Front of property
Silver Bay Inn and Conference Center
3.0 star property
9.6 out of 10, Exceptional, (38)
"Excellent "
The price is ¥13,140
¥14,586 total
includes taxes & fees
May 16 - May 17
Silver Bay Inn and Conference Center
Aerial view
Secluded gem with forest view, beach access & W/D
8.4 out of 10, Very Good, (8)
"Condo was great but they didn't allow dogs despite what the title says, not dog friendly. House was nice size for the two of us. Bedroom is upstairs with king sized bed that was very hard to get out of!! The bed frame sits on the floor so each morning was a struggle to get up and out of the bed. Bed was comfortable and slept well but hard for senior citizens to get out of."
The price is ¥8,101
¥30,446 total
includes taxes & fees
May 15 - May 16
Secluded gem with forest view, beach access & W/D
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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.

What's the best accommodation in Chester Shores?

For your stay in Chester Shores, Lakefront Home with WiFi, Dock, Lake Views From the Deck, and Screened-In Porch is one of the top choices based on our traveler data.

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.