Title: Book The Best Hotels in Chestertown, NY for 2026 from CA $91 - Fully Refundable Options - Expedia.ca [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)[Chestertown Car Rentals](https://expedia.ca/Car-Rentals-In-Chestertown.d89045.Car-Rental-Guide)[Chestertown Vacation Packages](https://expedia.ca/Chestertown.d89045.Destination-Travel-Guides) ![A winter scene](https://images.trvl-media.com/place/89045/03fff121-2e0b-4e9d-87bf-e8549eff3948/ski-resort-winter-log-cabins-pine-trees-beginner-area.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Julie Miller # Find hotels in Chestertown, NY from CA $91 - ![](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 Chestertown Pool [](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=HOT_TUB) Cabin [](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=CABIN) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&travelerType=family_friendly) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=COTTAGE) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=APARTMENT) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=PETS) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=WATER_PARK) ## Check prices for these dates Tonight [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chestertown hotels ![Lake view](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/f2181584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/c74c01f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, Hot Tub, Lake View (Birch)](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/9867809e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, Hot Tub, Lake View (Forest)](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/0c9e1948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Fern Lodge [](https://www.expedia.ca/Lake-George-Hotels-The-Fern-Lodge.h1538972.Hotel-Information) Chestertown 9.8/10 Exceptional (50) "Our room was beautiful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura Traveling with partner CA $728 CA $809 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Lake-George-Hotels-The-Fern-Lodge.h1538972.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/85a37759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/a4ce53b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/8e42b71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/ffb6051c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Lake George [](https://www.expedia.ca/Lake-George-Hotels-The-George-NY.h82499882.Hotel-Information) Lake George 9.0/10 Wonderful (1705) "The hotel was very good and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gloria Traveling for leisure CA $133 CA $148 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Lake-George-Hotels-The-George-NY.h82499882.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/8b8d1fb3.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) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/a8530560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/7c36798c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fort William Henry Hotel and Conference Center [](https://www.expedia.ca/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.Hotel-Information) Lake George 8.4/10 Very good (1003) "Room was clean & decent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean Traveling for leisure CA $156 CA $200 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.Hotel-Information) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/2f07bb66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/790ff6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/75b79163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Hotel Double Queen Bed)](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/d17a446d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Queensbury Hotel [](https://www.expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) Glens Falls 9.4/10 Exceptional (1447) "Very convenient and close to other locations." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William Traveling for business CA $129 CA $143 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/fcd6f5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/3719d452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/b21a208f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/a8a5ec23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Six Flags Great Escape Lodge & Indoor Waterpark [](https://www.expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) Queensbury 7.8/10 Good (1406) "Good deal for a decent room and indoor water park included with our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kodi Traveling for leisure CA $178 CA $198 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/f906342d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/1f0c1d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/65d0a65c.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 [](https://www.expedia.ca/Lake-George-Hotels-Lodges-At-Cresthaven.h1320727.Hotel-Information) Lake George 9.4/10 Exceptional (544) "Lovely room and attentive/friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon-Paul Traveling for leisure CA $218 CA $242 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Lake-George-Hotels-Lodges-At-Cresthaven.h1320727.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/30000/26400/26327/f077fd7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/30000/26400/26327/348805ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/26400/26327/fca7b443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (1 King Bed, 1 Queen Bed, Large)](https://images.trvl-media.com/lodging/1000000/30000/26400/26327/f1576fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Inn & Suites at the Outlets of Lake George [](https://www.expedia.ca/Lake-George-Hotels-Clarion-Inn-Suites-At-The-Outlets-Of-Lake-George.h26327.Hotel-Information) Lake George 8.4/10 Very good (1001) "Beautiful balcony room, breakfast was up kept well" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose Traveling for leisure CA $104 CA $116 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Lake-George-Hotels-Clarion-Inn-Suites-At-The-Outlets-Of-Lake-George.h26327.Hotel-Information) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/6dc91933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/e9dffaf0.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) ![Room, 1 King Bed, 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) ### Courtyard by Marriott Lake George [](https://www.expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.Hotel-Information) Lake George 9.2/10 Wonderful (1000) "The room was clean and modern" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen Traveling for leisure CA $147 CA $164 total includes taxes & fees Dec 18 - Dec 19 [](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) ![Room, 1 Double Bed, Accessible, Non Smoking (Bathtub) | BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/480bcdc2.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) ### Super 8 by Wyndham Lake George/Warrensburg Area [](https://www.expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information) Lake George 8.6/10 Excellent (1002) "I liked the comfortable bed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael Traveling solo CA $98 CA $109 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/8795775f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/e16443c1.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/2a07a8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Resort Lake George - Adirondack Area by IHG [](https://www.expedia.ca/Lake-George-Hotels-Holiday-Inn-Lake-George-Turf.h1178.Hotel-Information) Lake George 9.2/10 Wonderful (1001) "Excellent Hotel, nice and clean rooms, excellent service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Levis Traveling with family CA $151 CA $168 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Lake-George-Hotels-Holiday-Inn-Lake-George-Turf.h1178.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/8b1d260e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/66a73c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/0dae3ead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/2f2dc01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Lake George (Queensbury), NY [](https://www.expedia.ca/Lake-George-Hotels-Country-Inn-Suites-By-Radisson.h1503683.Hotel-Information) Queensbury 9.0/10 Wonderful (1317) "Friendly staff...clean rooms comfy beds great hotel great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tarah Traveling for leisure CA $120 CA $134 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Lake-George-Hotels-Country-Inn-Suites-By-Radisson.h1503683.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/7a626a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, One King Bed, Non-Smoking](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/9670914a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/0f42a582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/201ef456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Lake George [](https://www.expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.Hotel-Information) Lake George 8.8/10 Excellent (1000) "Very clean, hotel staff exceptionally friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn Traveling for leisure CA $131 CA $146 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.Hotel-Information) ![Cabin, 1 Bedroom, Non Smoking, Lake View](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/f9b80062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cabin](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/aef23bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/c1a259a1.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) ### Trout House Village Resort [](https://www.expedia.ca/Hague-Hotels-Trout-House-Village-Resort.h108598337.Hotel-Information) Hague 9.8/10 Exceptional (18) "Main house room is clean and quaint" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Manuel Traveling with partner CA $206 CA $263 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Hague-Hotels-Trout-House-Village-Resort.h108598337.Hotel-Information) ![Premium Chalet, Multiple Beds | Exterior](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/12893ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/f0107f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/d2c65e57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/03c1202a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lodge at Schroon Lake [](https://www.expedia.ca/Schroon-Lake-Hotels-Lodge-At-Schroon-Lake.h92466918.Hotel-Information) Schroon Lake 9.0/10 Wonderful (414) "I got a room with a queen bed and bunk beds for the kids, and we all loved it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Isaac Traveling with small children [](https://www.expedia.ca/Schroon-Lake-Hotels-Lodge-At-Schroon-Lake.h92466918.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/5f75ab9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/ce98cda7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/b3fb7cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/ff1d0734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western of Lake George [](https://www.expedia.ca/Lake-George-Hotels-Best-Western-Of-Lake-George.h24945.Hotel-Information) Lake George 7.8/10 Good (1000) "The rooms are update and very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany Traveling for leisure CA $82 CA $91 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lake-George-Hotels-Best-Western-Of-Lake-George.h24945.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 bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/6000000/5180000/5179400/5179323/d0e08473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/6000000/5180000/5179400/5179323/8b8b80c5.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) ### The Alpine Lodge [](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.Hotel-Information) North Creek 9.0/10 Wonderful (657) "Easy check in location were great some area attraction available would be nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark Traveling for leisure CA $186 CA $221 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1650000/1640200/1640103/93d3500a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1650000/1640200/1640103/811bc1b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1650000/1640200/1640103/7ffc671a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1650000/1640200/1640103/fd5660d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Lake George [](https://www.expedia.ca/Lake-George-Hotels-Comfort-Inn-Suites.h1640103.Hotel-Information) Lake George 8.8/10 Excellent (1001) "Our room was proper, tidy and clean." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Arno CA $139 CA $155 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Lake-George-Hotels-Comfort-Inn-Suites.h1640103.Hotel-Information) ![Indoor pool, open 7:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/580000/571000/570937/1916d9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/580000/571000/570937/318da22a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/580000/571000/570937/e4b47ebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/580000/571000/570937/994a0a03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Queensbury - Lake George [](https://www.expedia.ca/Lake-George-Hotels-Sleep-Inn-Suites-Queensbury-Glens-Falls.h570937.Hotel-Information) Queensbury 8.4/10 Very good (1000) "Overall, a good hotel close to shopping and within driving distance of Lake George." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan Traveling with family CA $106 CA $118 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Sleep-Inn-Suites-Queensbury-Glens-Falls.h570937.Hotel-Information) ![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) ![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) ![Meeting facility](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/4f56d257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Bay YMCA Inn and Conference Center [](https://www.expedia.ca/Silver-Bay-Hotels-Silver-Bay-Inn-And-Conference-Center.h96493210.Hotel-Information) Silver Bay 8.8/10 Excellent (136) "room was clean good lake view" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John Traveling solo CA $121 CA $134 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Silver-Bay-Hotels-Silver-Bay-Inn-And-Conference-Center.h96493210.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14409/978feb27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14409/8d964f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/14500/14409/2878dbca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast on weekends](https://images.trvl-media.com/lodging/1000000/20000/14500/14409/cb001e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Lake George [](https://www.expedia.ca/Lake-George-Hotels-Mod-Inn-Suites.h14409.Hotel-Information) Lake George 6.2/10 (1008) "The rooms are nice an big and confortable." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Caroline Traveling for leisure CA $89 CA $99 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Lake-George-Hotels-Mod-Inn-Suites.h14409.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=2025-12-27&endDate=2025-12-28®ionId=89045&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChestertown-Hotels.d89045.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChestertown-Hotels.d89045.Travel-Guide-Hotels) ## Where to stay in Chestertown Find the best Chestertown areas and neighborhoods for the activities you enjoy most. - Chester Shores [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976471458) ![Chester Shores map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:acoiGllwaMaKiMcAeClAqZbGcNzAy%40jA%60Bj%40vClBt%40g%40lBL%7E%40fB%3FJ%60JuBpUHfK%7BDdA&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=6oH3CHLqktekrze35ZyWeVXKfRY=) ### Chester Shores When in Chester Shores, you can plan a visit to Loon Lake Beach and Loon Lake, some noteworthy sights in the nearby area. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976471458) ## Learn more about Chestertown Nestled in the Adirondacks, this charming town offers hiking trails and kayaking on Friends Lake during summer months. Winter visitors can hit the slopes at nearby Gore Mountain in North Creek or explore the Natural Stone Bridge and Caves in Pottersville. [See all hotels in Chestertown](https://www.expedia.ca/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28&adults=2®ionId=89045) ![A winter scene](https://images.trvl-media.com/place/89045/03fff121-2e0b-4e9d-87bf-e8549eff3948.jpg?impolicy=fcrop&w=900&h=736&p=1&q=high) Photo by Julie Miller ### Stay near popular Chestertown attractions [](https://expedia.ca/Friends-Lake-Hotels.0-l553248635976195601-0.Travel-Guide-Filter-Hotels) #### Friends Lake 4/5(1 review) Commune with nature and explore the great outdoors at Friends Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976195601) [](https://expedia.ca/Loon-Lake-Hotels.0-l553248635976196050-0.Travel-Guide-Filter-Hotels) #### Loon Lake Commune with nature and explore the great outdoors at Loon Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976196050) [](https://expedia.ca/Loon-Lake-Beach-Hotels.0-l553248621554184980-0.Travel-Guide-Filter-Hotels) #### Loon Lake Beach If a restful vacation is part of your travel plans, Loon Lake Beach might be the perfect place to seek out during your trip to Chestertown. While you're in the area, stroll along the lakeside. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621554184980) [](https://expedia.ca/Tripp-Pond-Hotels.0-l553248635976197390-0.Travel-Guide-Filter-Hotels) #### Tripp Pond Commune with nature and explore the great outdoors at Tripp Pond during your travels in Chestertown. While you're in the area, stroll along the lakeside. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976197390) ## More cheap stays in Chestertown ![Best Western of Lake George](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/e1f93c73_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western of Lake George 2452 State Route 9N Lake George NY CA $82 CA $91 total Dec 14 - Dec 15 includes taxes & fees 7.6/10 Good! (1,000 reviews) [](https://expedia.ca/Lake-George-Hotels-Best-Western-Of-Lake-George.h24945.Hotel-Information) ![Baymont by Wyndham Queensbury / Lake George](https://images.trvl-media.com/lodging/1000000/30000/23700/23630/cf943129_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Baymont by Wyndham Queensbury / Lake George 1 Abbey Ln Queensbury NY CA $102 CA $113 total Dec 14 - Dec 15 includes taxes & fees 7.4/10 Good! (1,021 reviews) [](https://expedia.ca/Lake-George-Hotels-Baymont-By-Wyndham-Queensbury-Lake-George.h23630.Hotel-Information) ![Sleep Inn & Suites Queensbury - Lake George](https://images.trvl-media.com/lodging/1000000/580000/571000/570937/318da22a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sleep Inn & Suites Queensbury - Lake George 906 State Route 9 Queensbury NY CA $106 CA $118 total Jan 5 - Jan 6, 2026 includes taxes & fees 8.4/10 Very Good! (1,001 reviews) [](https://expedia.ca/Lake-George-Hotels-Sleep-Inn-Suites-Queensbury-Glens-Falls.h570937.Hotel-Information) ![Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area](https://images.trvl-media.com/lodging/39000000/38860000/38858800/38858716/1cc266b6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area 21 BIG BOOM ROAD Queensbury NY CA $128 CA $142 total Jan 11 - Jan 12, 2026 includes taxes & fees 9.4/10 Exceptional! (467 reviews) [](https://expedia.ca/Lake-George-Hotels-Fairfield-Inn-Suites-By-Marriott-Queensbury-Glens-FallsLake-George-Area.h38858716.Hotel-Information) ![Hampton Inn & Suites Lake George](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/201ef456_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Lake George 2133 Route 9 Lake George NY CA $131 CA $146 total Jan 5 - Jan 6, 2026 includes taxes & fees 8.8/10 Excellent! (1,000 reviews) [](https://expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.Hotel-Information) ![Depe Dene Lakeside Resort](https://images.trvl-media.com/lodging/92000000/91500000/91494000/91493917/19175dfd_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Depe Dene Lakeside Resort 3494 Lake Shore Drive Lake George NY [Get rates](https://expedia.ca/Hotel-Search?startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&selected=91493917&PinnedHotelID=91493917&HadPinnedHotel=true®ionId=89045) 8.8/10 Excellent! (421 reviews) [](https://expedia.ca/Lake-George-Hotels-Depe-Dene-Lakeside-Resort.h91493917.Hotel-Information) ## Hotels in Chestertown with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 3 properties [](https://expedia.ca/4Star-Chestertown-Hotels.s40-0-d89045.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 186 properties [](https://expedia.ca/3Star-Chestertown-Hotels.s30-0-d89045.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 151 properties [](https://expedia.ca/2Star-Chestertown-Hotels.s20-0-d89045.Travel-Guide-Filter-Hotels) ## Find out more about Chestertown ### Top reasons to visit Chestertown - **Outdoor Adventures:** Chestertown is a haven for outdoor enthusiasts, offering skiing, hiking, and scenic exploration. - **Charming Lakes and Beaches:** Enjoy stunning lakes and inviting beaches, perfect for relaxation and recreation. - **Romantic Getaways:** The picturesque setting makes it an ideal destination for couples looking for a romantic retreat. - **Unique Accommodations:** Choose from cozy lodges and agritourism properties to enhance your stay. - **Festivals and Events:** Participate in local holiday events and festivals for a taste of community spirit. ### Find great hotels near Chestertown Explore a variety of lodging options in Chestertown, New York, where you can find cozy lodges and unique agritourism properties. Ideal for adventurous families and pet-friendly getaways, Chestertown offers a range of hotels and vacation rentals. Whether you're seeking luxurious rooms or spacious suites, you'll discover the perfect accommodation to enhance your stay in this charming destination. - **[Super 8 by Wyndham Lake George/Warrensburg Area: ](https://www.expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information)** This motel is an ideal choice for business travellers seeking a pet-friendly environment. Located 19.3km from Chestertown, it offers practical amenities tailored for professionals, including business services and facilities. The motel is accommodating to pets, allowing dogs on the premises, which is perfect for those travelling with furry companions. The service animal fee is waived, ensuring a stress-free experience. With its convenient location, guests can enjoy easy access to local attractions while enjoying a comfortable and budget-friendly stay. - **[The Alpine Lodge: ](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.Hotel-Information)** Nestled 16.1km from Chestertown, The Alpine Lodge is a charming 3-star accommodation perfect for those seeking adventure and romance. This lodge offers a plethora of outdoor activities such as skiing, hiking, and kayaking, making it a favourite for adventure enthusiasts. For couples, romance packages enhance the experience, featuring amenities like champagne service to celebrate special moments. Its city-centre location allows guests to explore local attractions easily. The Alpine Lodge combines thrilling activities with romantic touches, ensuring a memorable getaway. - **[North Creek Lodge at Gore Mountain: ](https://www.expedia.ca/Lake-George-Hotels-Black-Mountain-Lodge.h7510444.Hotel-Information)** Positioned 16.1km from Chestertown, North Creek Lodge at Gore Mountain is a 3.5-star lodge that caters to adventure seekers. With a range of outdoor activities available, including hiking, snowboarding, and mountain climbing, it's a perfect base for those looking to explore the great outdoors. The lodge's proximity to Gore Mountain makes it an ideal choice for winter sports enthusiasts. Guests will appreciate the comfortable accommodations that provide a restful retreat after a day of adventure, ensuring an exhilarating stay in a scenic location. ### Where to stay in and around Chestertown Chestertown, New York, offers a picturesque escape perfect for outdoor enthusiasts and couples alike. Surrounded by stunning scenery, this charming town is ideal for a weekend getaway or a romantic retreat. Nearby, explore family-friendly adventures and trendy recreation options that cater to all tastes. Embrace the relaxing atmosphere of Kent County, where you can unwind and create lasting memories in a serene setting. - **[Brant Lake: ](https://www.expedia.ca/Brant-Lake-Hotels.d6347839.Travel-Guide-Hotels)** Nestled only 4.8km from Chestertown, Brant Lake is a picturesque destination that draws visitors with its stunning outdoor scenery and romantic ambiance. This city is particularly popular during the summer months, from June to August, when the natural beauty of the lake and mountains comes alive. Outdoor enthusiasts can enjoy a range of activities such as skiing in the winter and basking on the beach in the warmer months. Brant Lake’s ski resorts and fields are perfect for adventurous travellers looking to hit the slopes. Don’t miss the chance to explore the serene lakeside, where breathtaking views await. - **[The Glen: ](https://www.expedia.ca/The-Glen-Hotels.d553248635975850312.Travel-Guide-Hotels)** A charming village located within the Chestertown area, The Glen is a delightful spot for those seeking a blend of outdoor adventure and romantic settings. Just like its neighbouring areas, The Glen experiences a seasonal influx of visitors, peaking from June to August. Here, you can enjoy skiing at local resorts during winter or relaxing at the nearby beaches and parks during summer. The village's natural surroundings provide an inviting atmosphere, making it ideal for leisurely strolls and picnics amidst nature’s beauty. - **[Chester Shores: ](https://www.expedia.ca/Chester-Shores-Chestertown-Hotels.0-n553248635976471458-0.Travel-Guide-Filter-Hotels)** Situated around Chestertown, Chester Shores is a tranquil neighbourhood that offers a serene escape for those who appreciate the great outdoors. The area welcomes a seasonal crowd, especially during the summer months. Chester Shores is known for its scenic landscapes, including lakes, beaches, and mountains, making it a perfect spot for romantic getaways. Visitors can partake in various activities like skiing and enjoying the picturesque surroundings. With its inviting atmosphere and proximity to nature, Chester Shores promises a memorable experience for all who visit. ### Things to do near Chestertown Chestertown, New York, is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can enjoy skiing at local resorts, exploring scenic landscapes, and participating in holiday events and festivals. Don't miss the chance to embark on house tours and engage in various outdoor activities that showcase the area's natural beauty and charm. **Shopping** In Chestertown, you can enjoy local shops for unique gifts. If you're up for a drive, the [Outlets at Lake George](https://www.expedia.ca/Outlets-At-Lake-George-Hotels.0-l6210494-0.Travel-Guide-Filter-Hotels) and [Adirondack Outlet Mall](https://www.expedia.ca/Adirondack-Outlet-Mall-Hotels.0-l6173782-0.Travel-Guide-Filter-Hotels), both 33.8km away, offer a variety of stores in a fun, family-friendly atmosphere. [The Shirt Factory](https://www.expedia.ca/The-Shirt-Factory-Hotels.0-l553248621532665348-0.Travel-Guide-Filter-Hotels), located 40.2km away, features local artisans and crafts. **Recreation** [North Creek Ski Bowl Town Park](https://www.expedia.ca/North-Creek-Ski-Bowl-Town-Park-Hotels.0-l553248633939088023-0.Travel-Guide-Filter-Hotels) offers a tranquil setting with wellness vibes, perfect for relaxation and outdoor activities, located 16.1km from Chestertown. [Shepard's Beach Park](https://www.expedia.ca/Shepards-Beach-Park-Hotels.0-l553248621554160470-0.Travel-Guide-Filter-Hotels), 25.7km away, features serene beach relaxation. For family fun, [Around the World Miniature Golf](https://www.expedia.ca/Around-The-World-Miniature-Golf-Hotels.0-l6171547-0.Travel-Guide-Filter-Hotels), 27.4km away, combines adventure and sports. **Adventure** Experience thrilling skiing at [Gore Mountain Ski Resort](https://www.expedia.ca/Gore-Mountain-Ski-Resort-Hotels.0-l6326108-0.Travel-Guide-Filter-Hotels), located 16.1km from Chestertown, where you can enjoy pristine slopes and vibrant sports energy. For an adrenaline rush, head to [Adirondack Extreme Adventure Course](https://www.expedia.ca/Adirondack-Extreme-Adventure-Course-Hotels.0-l553248621532665480-0.Travel-Guide-Filter-Hotels), also 16.1km away, featuring exhilarating ziplines and challenging rope courses amidst stunning outdoor scenery. **Nightlife** Experience the vibrant nightlife in Chestertown by visiting the [Seagle Music Colony](https://www.expedia.ca/Seagle-Music-Colony-Hotels.0-l553248621532665485-0.Travel-Guide-Filter-Hotels) for a delightful theatre performance, or catch a film at the [Strand Theater](https://www.expedia.ca/Strand-Theater-Hotels.0-l553248621532665486-0.Travel-Guide-Filter-Hotels) for a romantic evening. For a fun-filled adventure, head to the [Adventure Racing Family Fun Center](https://www.expedia.ca/Adventure-Racing-Family-Fun-Center-Hotels.0-l6210981-0.Travel-Guide-Filter-Hotels), perfect for the whole family. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Chestertown When planning your trip to Chestertown, New York, consider visiting during January, March, or November for lower accommodation rates. Tuesdays are typically the least expensive days to stay, while Saturdays are the most costly. Use Expedia to compare prices and book packages that combine flights and activities for better savings. Explore free outdoor activities in the area, and take advantage of local public transport options to cut travel costs. By planning your visit during the off-peak season and refining your search for budget-friendly accommodations, you can enjoy a more affordable vacation. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Chestertown are January, March and November, where the prices are slightly lower. This is in comparison to July to September, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Chestertown is Tuesday. The most expensive day to stay in Chestertown is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your options based on your budget, desired location, and preferred type of accommodation. To find the most affordable prices and offers, simply arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Chestertown with flights and activities through an Expedia package. ### Find the best attractions in and around Chestertown Chestertown, New York, offers a picturesque setting for outdoor enthusiasts and couples seeking a romantic getaway. With its stunning lakes, charming beaches, and inviting island resorts, the area is perfect for those looking to immerse themselves in nature. Visitors can enjoy a variety of scenic experiences, making it an ideal spot for relaxation and adventure alike. Whether you’re exploring Chestertown or nearby attractions, there’s no shortage of memorable activities to partake in. - **[The Sagamore Golf Club: ](https://www.expedia.ca/The-Sagamore-Golf-Club-Hotels.0-l828201277410185216-0.Travel-Guide-Filter-Hotels)** Nestled on an island resort 12.9km from Chestertown, The Sagamore Golf Club offers a unique golfing experience surrounded by stunning views of the Adirondacks and serene waters. Play a round of golf while enjoying the luxury amenities of the resort, making it a perfect spot for relaxation and recreation. - **[Friends Lake: ](https://www.expedia.ca/Friends-Lake-Hotels.0-l553248635976195601-0.Travel-Guide-Filter-Hotels)** Located within Chestertown, Friends Lake is a picturesque spot ideal for outdoor activities. With its beautiful beach and scenic views, it provides a romantic atmosphere for couples and a tranquil retreat for families looking to enjoy nature. - **[Natural Stone Bridge and Caves: ](https://www.expedia.ca/Natural-Stone-Bridge-And-Caves-Hotels.0-l6230830-0.Travel-Guide-Filter-Hotels)** Just 11.3km from Chestertown, this adventure-filled site features impressive caves and unique rock formations. Explore the natural beauty and engage in outdoor activities, making it a perfect destination for thrill-seekers and nature lovers alike. ### Best time to go to Chestertown The best time to visit Chestertown can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chestertown falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chestertown falls in January, visitor numbers are average and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 20.3°F (-6.5°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | February | 22.3°F (-5.4°C) | Light Rain | Mostly Cloudy | Average | Average | | March | 30.4°F (-0.9°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | April | 42.6°F (5.9°C) | Light Rain | Mostly Cloudy | Average | Average | | May | 55.9°F (13.3°C) | Light Rain | Mostly Sunny | Average | Average | | June | 63.1°F (17.3°C) | Light Rain | Mostly Sunny | Slightly High | Average | | July | 69.1°F (20.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | September | 60.3°F (15.7°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 48.6°F (9.2°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | | November | 36.1°F (2.3°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 27.5°F (-2.5°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | ### The nearest major airports for your trip to Chestertown If you're planning a visit to Chestertown, New York, the nearest major airports are Rutland Southern Vermont Regional ([RUT](https://www.expedia.ca/Rutland-Southern-Vermont-Regional-Airport-Hotels.0-aRUT-0.Travel-Guide-Filter-Hotels)) and Adirondack Regional ([SLK](https://www.expedia.ca/Adirondack-Regional-Airport-Hotels.0-aSLK-0.Travel-Guide-Filter-Hotels)). Rutland is located 70.8km from Chestertown, with nearby hotels like [Killington Mountain Lodge](https://www.expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) and [Killington Grand Hotel](https://www.expedia.ca/Killington-Hotels-Killington-Grand-Hotel.h693673.Hotel-Information), both offering convenient accommodations. Saranac Lake Airport is 86.9km away, with excellent options such as Hotel Saranac and [Ampersand Bay Resort](https://www.expedia.ca/Saranac-Lake-Hotels-Ampersand-Bay-Resort.h71632176.Hotel-Information). Lake Placid Airport ([LKP](https://www.expedia.ca/Lake-Placid-Airport-Hotels.0-aLKP-0.Travel-Guide-Filter-Hotels)) is 69.2km distant, featuring fine lodgings like [The Whiteface Lodge](https://www.expedia.ca/Lake-Placid-Hotels-The-Whiteface-Lodge.h1343777.Hotel-Information) and [High Peaks Resort](https://www.expedia.ca/Lake-Placid-Hotels-High-Peaks-Resort.h2163041.Hotel-Information). These airports provide various transportation services to ensure a smooth journey to Chestertown. ## Recent reviews of Chestertown hotels ![Country Inn & Suites by Radisson, Lake George (Queensbury), NY](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/b0a450bb_y.jpg) ### Country Inn & Suites by Radisson, Lake George (Queensbury), NY 5/5 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!!" A verified traveller stayed at Country Inn & Suites by Radisson, Lake George (Queensbury), NY Posted 2 days ago [](https://expedia.ca/Lake-George-Hotels-Country-Inn-Suites-By-Radisson.h1503683.Hotel-Information) ![The Queensbury Hotel](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/c38b9040_y.jpg) ### The Queensbury Hotel 5/5 Excellent "Wonderfully friendly and helpful staff, great historic hotel with old world service, great location and wonderful food options. All at a very fair price, Hadn’t been here in a while and it’s better than ever. Plan to return in two weeks." A verified traveller from Newcomb stayed at The Queensbury Hotel Posted 4 days ago [](https://expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) ![Six Flags Great Escape Lodge & Indoor Waterpark](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/fcd6f5d2_y.jpg) ### Six Flags Great Escape Lodge & Indoor Waterpark 5/5 Excellent "It was it was fun " A verified traveller stayed at Six Flags Great Escape Lodge & Indoor Waterpark Posted 4 days ago [](https://expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) ![Courtyard by Marriott Lake George](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/f47df569_y.jpg) ### Courtyard by Marriott Lake George 5/5 Excellent "Everything was great" A verified traveller stayed at Courtyard by Marriott Lake George Posted 5 days ago [](https://expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.Hotel-Information) ![Home2 Suites by Hilton Queensbury Lake George](https://images.trvl-media.com/lodging/24000000/23380000/23379400/23379339/aecf7228_y.jpg) ### Home2 Suites by Hilton Queensbury Lake George 5/5 Excellent "Room for as ready early after long trip and staff person was very nice when we got here !" A verified traveller from Derwood stayed at Home2 Suites by Hilton Queensbury Lake George Posted 6 days ago [](https://expedia.ca/Lake-George-Hotels-Home2-Suites-By-Hilton-Queensbury-Lake-George.h23379339.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Lake George](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/4b0bd02a_y.jpg) ### La Quinta Inn & Suites by Wyndham Lake George 5/5 Excellent "The breakfast staff were incredibly welcoming and attentive, making our morning meal feel like a warm, personalized treat! " A verified traveller stayed at La Quinta Inn & Suites by Wyndham Lake George Posted 8 days ago [](https://expedia.ca/Lake-George-Hotels-The-George-NY.h82499882.Hotel-Information) ![Lodge at Schroon Lake](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/060fd21f_y.jpg) ### Lodge at Schroon Lake 5/5 Excellent "Nice restaurant- welcoming staff, good live music! " A verified traveller stayed at Lodge at Schroon Lake Posted 12 days ago [](https://expedia.ca/Schroon-Lake-Hotels-Lodge-At-Schroon-Lake.h92466918.Hotel-Information) ![Hampton Inn & Suites Lake George](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/201ef456_y.jpg) ### Hampton Inn & Suites Lake George 5/5 Excellent "Very accommodating and friendly staff" A verified traveller stayed at Hampton Inn & Suites Lake George Posted 12 days ago [](https://expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.Hotel-Information) ![Fort William Henry Hotel and Conference Center](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/a8530560_y.jpg) ### Fort William Henry Hotel and Conference Center 5/5 Excellent "Friendly staff, wonderful food, beautiful lake views, nice amenities. " A verified traveller from Maineville stayed at Fort William Henry Hotel and Conference Center Posted 2 weeks ago [](https://expedia.ca/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Chestertown that travellers recommend? > For couples seeking a romantic getaway, [Friends Lake Inn](https://www.expedia.ca/Lake-George-Hotels-Friends-Lake-Inn.h9675030.Hotel-Information) is an excellent choice with a traveller rating of 9.0\. This charming inn invites guests to indulge in couples dining and champagne service, enhancing the intimate experience. With its cozy fireplaces and luxurious bathrobes, [Friends Lake Inn](https://www.expedia.ca/Lake-George-Hotels-Friends-Lake-Inn.h9675030.Hotel-Information) sets the superb ambiance for a peaceful retreat. Guests can also enjoy the on-site billiards table, providing a fun way to spend quality time together. ### What are the best family hotels in Chestertown? ### What are the best spa hotels in Chestertown? ### What hotels in Chestertown offer free breakfast? ### What are the top pet-friendly hotels in Chestertown? > Another excellent option is [Friends Lake Inn](https://www.expedia.ca/Lake-George-Hotels-Friends-Lake-Inn.h9675030.Hotel-Information), which has earned a review score of 9.0\. This charming inn is situated in a picturesque landscape, providing easy access to nearby skiing and mountain climbing activities. Guests appreciate the cozy atmosphere, complete with fireplaces and premium bedding, making it a lovely getaway for couples looking for a romantic escape or families wanting to enjoy quality time together. See more [pet-friendly hotels in Chestertown](https://www.expedia.ca/chestertown-hotels-pet-friendly-hotel.0-0-d89045-tpetfriendlyhotel.travel-guide-filter-hotels). ### What are the best budget hotels in Chestertown? > For families specifically, [Pine Tree Motel & Cabins](https://www.expedia.ca/Lake-George-Hotels-Pine-Tree-Motel-Cabins.h8355292.Hotel-Information) is an excellent choice, rated 9.2 by guests. This friendly property features a range of family-focused amenities, such as a playground, beach toys, and cribs available for little ones. The ambiance here is welcoming and great for families with children, allowing parents to unwind while kids play freely. Plus, with easy access to nearby beaches and mountains, all members of the family can enjoy both relaxation and adventure in this beautiful setting. View all [budget hotels in Chestertown](https://www.expedia.ca/Chestertown-Hotels-Cheap-Hotels.0-0-d89045-tCheapHotels.Travel-Guide-Filter-Hotels). ### What are the most romantic hotels in Chestertown for couples? ### When is the best time to go to Chestertown? > Visitors in June can enjoy the vibrant atmosphere as local festivals and farmers' markets come to life, showcasing the region's rich culture and community spirit. This is an ideal time for couples and families alike, as the pleasant climate encourages leisurely strolls along the historic waterfront or picnics in one of the many picturesque parks. The long daylight hours provide ample opportunities for sightseeing, which can include a visit to the stunning Chestertown Historic District. > > > For those who are looking for a slightly quieter experience, September can be a fantastic choice. While the weather remains mild and inviting, with temperatures averaging around 19 to 25 Celsius, you'll find that the crowds have lessened, allowing for a more relaxed exploration of Chestertown's local attractions. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Chestertown hotel booking with Expedia? ### How much is the nightly rate at a Chestertown hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Farmstay in Adirondack ](https://www.expedia.ca/Adirondack-Agritourism.d6349269-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Adirondack ](https://www.expedia.ca/Adirondack-Apart-Hotels.d6349269-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Adirondack ](https://www.expedia.ca/Adirondack-Bed-And-Breakfast.d6349269-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Adirondack ](https://www.expedia.ca/Adirondack-Cabins.d6349269-aaCabins.Travel-Guide-Accommodation) - 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