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) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Hotels in Chester Shores, Chestertown ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## 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®ionId=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®ionId=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®ionId=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®ionId=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®ionId=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®ionId=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®ionId=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®ionId=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®ionId=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®ionId=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®ionId=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. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Cabin Rentals in Adirondack](https://www.expedia.ca/Adirondack-Cabins.d6349269-aaCabins.Travel-Guide-Accommodation) - [Castles in Adirondack](https://www.expedia.ca/Adirondack-Castles.d6349269-aaCastles.Travel-Guide-Accommodation) - [Chalets in Adirondack](https://www.expedia.ca/Adirondack-Chalets.d6349269-aaChalets.Travel-Guide-Accommodation) - [Holiday Park Resorts in Adirondack](https://www.expedia.ca/Adirondack-Holiday-Parks.d6349269-aaHolidayParks.Travel-Guide-Accommodation) - [Family Hotels in Adirondack](https://www.expedia.ca/Adirondack-Hotels-Family-Hotel.0-0-d6349269-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Adirondack](https://www.expedia.ca/Adirondack-Hotels-Luxury-Hotel.0-0-d6349269-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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