Title: 10 Best Hotels in Chester Shores, Chestertown for 2025 | Expedia.ca

  

[Chester Shores Travel Guide](https://expedia.ca/Chestertown-Chester-Shores.dx553248635976471458)[Vacation Rentals in Chestertown](https://expedia.ca/Chestertown-Vacation-Rentals.d89045.Travel-Guide-VacationRentals)[Flights to Chestertown](https://expedia.ca/Cheap-Flights-To-Chestertown.d89045.Travel-Guide-Flights)[Chester Shores Car Rentals](https://expedia.ca/Car-Rentals-In-Chester-Shores.d553248635976471458.Car-Rental-Guide)[Chester Shores Vacations](https://expedia.ca/Chester-Shores.d553248635976471458.Destination-Travel-Guides)

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# Hotels in Chester Shores, Chestertown

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## Go beyond your typical stay in Chester Shores

Castle

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Shores%2C+Chestertown%2C+New+York%2C+United+States+of+America&regionId=553248635976471458&latLong=43.664352%2C-73.848049&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&lodging=CASTLE)

Chalet

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Shores%2C+Chestertown%2C+New+York%2C+United+States+of+America&regionId=553248635976471458&latLong=43.664352%2C-73.848049&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&lodging=CHALET)

Cabin

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Shores%2C+Chestertown%2C+New+York%2C+United+States+of+America&regionId=553248635976471458&latLong=43.664352%2C-73.848049&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&lodging=CABIN)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Shores%2C+Chestertown%2C+New+York%2C+United+States+of+America&regionId=553248635976471458&latLong=43.664352%2C-73.848049&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&amenities=PETS)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Shores%2C+Chestertown%2C+New+York%2C+United+States+of+America&regionId=553248635976471458&latLong=43.664352%2C-73.848049&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&lodging=COTTAGE)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Shores%2C+Chestertown%2C+New+York%2C+United+States+of+America&regionId=553248635976471458&latLong=43.664352%2C-73.848049&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&travelerType=family_friendly)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Shores%2C+Chestertown%2C+New+York%2C+United+States+of+America&regionId=553248635976471458&latLong=43.664352%2C-73.848049&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Shores%2C+Chestertown%2C+New+York%2C+United+States+of+America&regionId=553248635976471458&latLong=43.664352%2C-73.848049&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&lodging=APARTMENT)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Shores%2C+Chestertown%2C+New+York%2C+United+States+of+America&regionId=553248635976471458&latLong=43.664352%2C-73.848049&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&amenities=WATER_PARK)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Chester+Shores%2C+Chestertown%2C+New+York%2C+United+States+of+America&regionId=553248635976471458&latLong=43.664352%2C-73.848049&adults=2&startDate=2025-11-01&d1=2025-11-01&endDate=2025-11-03&d2=2025-11-03&amenities=POOL)

## Check prices for these dates

Tonight

[Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976471458&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=553248635976471458&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976471458&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976471458&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Chester Shores hotels and places to stay

![Suite, Lake View | Lake view](https://images.trvl-media.com/lodging/2000000/1200000/1194100/1194009/f69be4ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1200000/1194100/1194009/1fc13319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, Multiple Beds, Lake View | Lake view](https://images.trvl-media.com/lodging/2000000/1200000/1194100/1194009/956c0868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dock](https://images.trvl-media.com/lodging/2000000/1200000/1194100/1194009/bf098b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Georgian Lakeside Resort

28.4 km from Chester Shores

8.6/10

Excellent

(1015)

"My daughters and I we truly enjoyed staying here "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Diocepher

CA $150

CA $167 total

includes taxes & fees

Oct 24 - Oct 25

[](https://www.expedia.ca/Lake-George-Hotels-The-Georgian-Lakeside-Resort.h1194009.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/a8530560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/3dd62919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/ff93fb28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/59b5e6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fort William Henry Hotel and Conference Center

29.2 km from Chester Shores

8.4/10

Very good

(1005)

"a very nice place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

william

CA $142

CA $185 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/4993b753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/b8213718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/1d7dc909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/7f753327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lodges At Cresthaven

26.8 km from Chester Shores

9.4/10

Exceptional

(512)

"Great place to stay"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

ROLAND

CA $190

CA $211 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Lake-George-Hotels-Lodges-At-Cresthaven.h1320727.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8280000/8274700/8274618/8a7bfedf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/9000000/8280000/8274700/8274618/6314a2d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sport court](https://images.trvl-media.com/lodging/9000000/8280000/8274700/8274618/517cdb88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/9000000/8280000/8274700/8274618/f0b8c635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Juliana Resort

23.7 km from Chester Shores

8.8/10

Excellent

(179)

"Lake view and access was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly

[](https://www.expedia.ca/Lake-George-Hotels-The-Juliana-Resort.h8274618.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/3f808d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/5b03322e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/4dfecf21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/80e9c724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Resort Lake George - Adirondack Area by IHG

29.8 km from Chester Shores

9.2/10

Wonderful

(1005)

"We enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Audrey

CA $136

CA $151 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Lake-George-Hotels-Holiday-Inn-Lake-George-Turf.h1178.Hotel-Information)

![Premium Chalet, Multiple Beds | Terrace/patio](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/060fd21f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/80567dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 1 Queen Bed](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/8e37493d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/ff51d882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lodge at Schroon Lake

20.2 km from Chester Shores

9.0/10

Wonderful

(395)

"Beautiful property. We had a great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beth

CA $167

CA $232 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Schroon-Lake-Hotels-Lodge-At-Schroon-Lake.h92466918.Hotel-Information)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/5000000/4580000/4572000/4571987/daeeb60e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/5000000/4580000/4572000/4571987/dc44b8fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/5000000/4580000/4572000/4571987/c4825ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4580000/4572000/4571987/6c64ab08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Lake George

29.1 km from Chester Shores

8.0/10

Very good

(1028)

"Great staff and location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anthony

CA $83

CA $92 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Lake-George-Hotels-Howard-Johnson-By-Wyndham-Lake-George.h4571987.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/11000000/10130000/10128900/10128851/0c2b60c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/11000000/10130000/10128900/10128851/d1f2976a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers, beach umbrellas, beach volleyball](https://images.trvl-media.com/lodging/11000000/10130000/10128900/10128851/ccd08ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/11000000/10130000/10128900/10128851/a0abce9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Scotty's Lakeside Resort

28 km from Chester Shores

8.6/10

Excellent

(975)

"Loved our stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marie

[](https://www.expedia.ca/Lake-George-Hotels-Scottys-Lakeside-Resort.h10128851.Hotel-Information)

![Room, Non Smoking, Lake View (Balcony, 2 King Beds)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/f47df569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Non Smoking, Lake View (Balcony)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/db6cb3e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/6dc91933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/4d9439b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Lake George

28.5 km from Chester Shores

9.2/10

Wonderful

(1012)

"Great place to stay for enjoying the Lake George area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa

CA $167

CA $185 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/a069ae03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/47594c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/f450d89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/ac07d29e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super 8 by Wyndham Lake George/Warrensburg Area

21 km from Chester Shores

8.6/10

Excellent

(1005)

"Nice place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patty

CA $91

CA $101 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information)

![Premium Room](https://images.trvl-media.com/lodging/6000000/5180000/5179400/5179323/c5361517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room | Private kitchen](https://images.trvl-media.com/lodging/6000000/5180000/5179400/5179323/1ecb8cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room | Private kitchen](https://images.trvl-media.com/lodging/6000000/5180000/5179400/5179323/78896fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 Bedroom](https://images.trvl-media.com/lodging/6000000/5180000/5179400/5179323/0a92b8c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Alpine Lodge

11.8 km from Chester Shores

9.0/10

Wonderful

(645)

"Always love staying here!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jodi

CA $154

CA $186 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9860000/9856500/9856468/dfc19a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9860000/9856500/9856468/b27aed01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/10000000/9860000/9856500/9856468/fae76586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/10000000/9860000/9856500/9856468/90be45c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn on the Hill

27.7 km from Chester Shores

8.8/10

Excellent

(332)

"Clean cozy rooms close to the village nice pool no complaints "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JOHN

[](https://www.expedia.ca/Lake-George-Hotels-Inn-On-The-Hill.h9856468.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803757/a4d97fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast served](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803757/b0b160e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803757/9445b03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803757/b509a607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marine Village Resort

28.5 km from Chester Shores

8.8/10

Excellent

(917)

"We will be staying here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

katie

CA $858

CA $1,048 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Lake-George-Hotels-Marine-Village-Resort.h2803757.Hotel-Information)

![Historic Mansion with Lakeview](https://images.trvl-media.com/lodging/92000000/91500000/91494000/91493917/19175dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Three-Bedroom Cottage | Private kitchen](https://images.trvl-media.com/lodging/92000000/91500000/91494000/91493917/9699c4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Three-Bedroom Villa Center | Living area](https://images.trvl-media.com/lodging/92000000/91500000/91494000/91493917/bff8fbf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lakefront Two Queen Efficiency](https://images.trvl-media.com/lodging/92000000/91500000/91494000/91493917/7957fef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Depe Dene Lakeside Resort

25.5 km from Chester Shores

8.8/10

Excellent

(402)

"Good spot for family vacations"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mihir

[](https://www.expedia.ca/Lake-George-Hotels-Depe-Dene-Lakeside-Resort.h91493917.Hotel-Information)

![BBQ/picnic area](https://images.trvl-media.com/lodging/19000000/18600000/18593000/18593000/fcfb357c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/19000000/18600000/18593000/18593000/9ed092a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Suite, Balcony, Lake View](https://images.trvl-media.com/lodging/19000000/18600000/18593000/18593000/ed7ef43a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/19000000/18600000/18593000/18593000/7907f95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Surfside On The Lake

28.3 km from Chester Shores

8.0/10

Very good

(721)

"Very nice too , loved 3rd floor balcony "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debra

CA $111

CA $159 total

includes taxes & fees

Oct 23 - Oct 24

[](https://www.expedia.ca/Lake-George-Hotels-Surfside-On-The-Lake.h18593000.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/300000/297200/297101/c8567461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/300000/297200/297101/ea29e7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/300000/297200/297101/a9b4fdde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/300000/297200/297101/42b7dab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Lake George

29.2 km from Chester Shores

9.2/10

Wonderful

(681)

"My husband and i stayed here octoberfest weekend it was great the heated pool and hot tub were still open. We will definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Juliette

CA $155

CA $172 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Lake-George-Hotels-Quality-Inn-Lake-George.h297101.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/5000000/4330000/4320900/4320879/74c7371d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 2 Bedrooms, Kitchen, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/5000000/4330000/4320900/4320879/6b1eda1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/5000000/4330000/4320900/4320879/382005dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 2 Bedrooms, Kitchen, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/5000000/4330000/4320900/4320879/7b9fe68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Motel Montreal

28.2 km from Chester Shores

7.2/10

Good

(499)

"Very surprised how nice it was for the price, nice kitchenette,comfortable bed, and great pool"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gregg

CA $48

CA $170 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Lake-George-Hotels-The-Motel-Montreal.h4320879.Hotel-Information)

![Luxury Cabin, 1 Bedroom, Lake View | Living area](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/f7b9a081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/ca48d4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Cabin, 1 Bedroom, Lake View](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/f8528e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 2 Bedrooms, Non Smoking, Lake View | Private kitchen](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/e2de35ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Trout House Village Resort

29.8 km from Chester Shores

9.8/10

Exceptional

(17)

"Beautiful views and wonderful staff. Provides an atmosphere for activities and relaxation while being able to access anywhere on the lake."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John

CA $164

CA $218 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Hague-Hotels-Trout-House-Village-Resort.h108598337.Hotel-Information)

![Private beach, beach volleyball, sailing, kayaking](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/9205018c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/0c7cc18a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/dddb7afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/72d8a398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silver Bay YMCA Inn and Conference Center

27.7 km from Chester Shores

8.8/10

Excellent

(128)

"Awesome place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin

CA $125

CA $139 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Silver-Bay-Hotels-Silver-Bay-Inn-And-Conference-Center.h96493210.Hotel-Information)

![Lunch, dinner served; German cuisine, garden views ](https://images.trvl-media.com/lodging/9000000/8380000/8378700/8378633/5482b498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/9000000/8380000/8378700/8378633/73784ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/9000000/8380000/8378700/8378633/83552bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds | View from room](https://images.trvl-media.com/lodging/9000000/8380000/8378700/8378633/a9ce9a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gore Mountain Lodge

11.7 km from Chester Shores

9.2/10

Wonderful

(206)

"hi, everything was great, would go back again, great location!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

david

CA $188

CA $209 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Lake-George-Hotels-Gore-Mountain-Lodge.h8378633.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-01&endDate=2025-11-02&regionId=553248635976471458&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Chester Shores Hotel Reviews

## 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.

### How many hotels will I find in the Chester Shores area?

> Book one of Expedia's 5 hotels and other accommodations in Chester Shores and start exploring everything Chestertown has to offer.

### 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.

### 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.

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-   [Car rentals near Ridge Runner Glades](https://www.expedia.ca/Car-Rentals-In-Ridge-Runner-Glades.d553248635996618140.Car-Rental-Guide)

-   [Adirondack Vacation Rentals](https://www.expedia.ca/Adirondack-Vacation-Rentals.d6349269.Travel-Guide-VacationRentals)

-   [Book Hotels in Chester Shores on Expedia.com](https://www.expedia.com/Chester-Shores-Chestertown-Hotels.0-n553248635976471458-0.Travel-Guide-Filter-Hotels)

-   Explore a world of travel with Expedia

### Hotels in top Chestertown neighborhoods

-   [Hotels in Chester Shores](https://expedia.ca/Chester-Shores-Chestertown-Hotels.0-n553248635976471458-0.Travel-Guide-Filter-Hotels)

### Hotels near popular Chestertown Attractions

-   [Hotels near Lake George](https://expedia.ca/Lake-George-Hotels.0-l642804417676009472-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Gore Mountain Ski Resort](https://expedia.ca/Gore-Mountain-Ski-Resort-Hotels.0-l6326108-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Million Dollar Beach](https://expedia.ca/Million-Dollar-Beach-Hotels.0-l6247910-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Lake George Steamboat Company](https://expedia.ca/Lake-George-Steamboat-Company-Hotels.0-l6171515-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Fort William Henry Museum](https://expedia.ca/Fort-William-Henry-Museum-Hotels.0-l6064463-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Shepard's Beach Park](https://expedia.ca/Shepards-Beach-Park-Hotels.0-l553248621554160470-0.Travel-Guide-Filter-Hotels)
-   [Hotels near The Sagamore Golf Club](https://expedia.ca/The-Sagamore-Golf-Club-Hotels.0-l828201277410185216-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Lake George Dog Beach](https://expedia.ca/Lake-George-Dog-Beach-Hotels.0-l6064457-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Hudson River](https://expedia.ca/Hudson-River-Hotels.0-l681942362185793536-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Adirondack Winery](https://expedia.ca/Adirondack-Winery-Hotels.0-l6217555-0.Travel-Guide-Filter-Hotels)

### More ways to book

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### Expedia's Latest Trends

Hotels

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-   [Upper East Side hotels](https://expedia.ca/Upper-East-Side-New-York-Hotels.0-n800076-0.Travel-Guide-Filter-Hotels)
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-   [Financial District hotels](https://expedia.ca/Financial-District-New-York-Hotels.0-n553248633429418894-0.Travel-Guide-Filter-Hotels)
-   [Central New York City hotels](https://expedia.ca/Central-New-York-City-New-York-Hotels.0-n553248633938969338-0.Travel-Guide-Filter-Hotels)
-   [Manhattan hotels](https://expedia.ca/Manhattan-New-York-Hotels.0-n129440-0.Travel-Guide-Filter-Hotels)
-   [Midtown hotels](https://expedia.ca/Midtown-New-York-Hotels.0-n6203489-0.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Manhattan](https://expedia.ca/Manhattan-New-York-Hotels-Cheap-Hotels.0-n129440-0-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with Free Parking in Manhattan](https://expedia.ca/Manhattan-New-York-Hotels-Hotels-With-Free-Parking.0-n129440-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
-   [Meatpacking District hotels](https://expedia.ca/Meatpacking-District-New-York-Hotels.0-n6141727-0.Travel-Guide-Filter-Hotels)
-   [Chelsea hotels](https://expedia.ca/Chelsea-New-York-Hotels.0-n6142489-0.Travel-Guide-Filter-Hotels)
-   [East Village hotels](https://expedia.ca/East-Village-New-York-Hotels.0-n6142500-0.Travel-Guide-Filter-Hotels)
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Packages

-   [Theater District Vacations](https://expedia.ca/Theater-District.d6157019.Destination-Travel-Guides)

General

-   [Visit Manhattan](https://expedia.ca/New-York-Manhattan.dx129440)
-   [Visit Downtown Buffalo](https://expedia.ca/Buffalo-Downtown-Buffalo.dx6056533)
-   [Visit Downtown Niagara Falls](https://expedia.ca/Niagara-Falls-Downtown-Niagara-Falls.dx553248633938968497)
-   [Visit Downtown Brooklyn](https://expedia.ca/New-York-Downtown-Brooklyn.dx6140148)
-   [Visit Central New York City](https://expedia.ca/New-York-Central-New-York-City.dx553248633938969338)
-   [Visit Hell's Kitchen](https://expedia.ca/New-York-Hells-Kitchen.dx6203474)
-   [Visit Greenwich Village](https://expedia.ca/New-York-Greenwich-Village.dx110832)
-   [Visit Coney Island](https://expedia.ca/Coney-Island.dx91883)
-   [Visit Lower East Side](https://expedia.ca/New-York-Lower-East-Side.dx553248631819633287)