Title: Book The Best Hotels in Chestertown, NY for 2026 from CA $109 - 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 $109 - ![](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 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=2026-01-01&d1=2026-01-01&endDate=2026-01-03&d2=2026-01-03&lodging=CABIN) 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=2026-01-01&d1=2026-01-01&endDate=2026-01-03&d2=2026-01-03&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=2026-01-01&d1=2026-01-01&endDate=2026-01-03&d2=2026-01-03&amenities=HOT_TUB) 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=2026-01-01&d1=2026-01-01&endDate=2026-01-03&d2=2026-01-03&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=2026-01-01&d1=2026-01-01&endDate=2026-01-03&d2=2026-01-03&lodging=COTTAGE) 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=2026-01-01&d1=2026-01-01&endDate=2026-01-03&d2=2026-01-03&amenities=PETS) 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=2026-01-01&d1=2026-01-01&endDate=2026-01-03&d2=2026-01-03&lodging=APARTMENT) 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=2026-01-01&d1=2026-01-01&endDate=2026-01-03&d2=2026-01-03&amenities=WATER_PARK) ## Check prices for these dates Tonight [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This 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) Next weekend [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) ![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) ![Garden](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/c74c01f1.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 for leisure [](https://www.expedia.ca/Lake-George-Hotels-The-Fern-Lodge.h1538972.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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/01f531cb.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 (1453) "The rooms were spacious and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer Traveling with partner CA $129 CA $143 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/58704aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/efe49124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/f77f258e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/4f4a927f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Creek Lodge at Gore Mountain [](https://www.expedia.ca/Lake-George-Hotels-Black-Mountain-Lodge.h7510444.Hotel-Information) North Creek 8.0/10 Very good (402) "It is super convenient spot for Gore Mt. ski trip, and definitely friendly staffs." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) myeongsoo Traveling with small children CA $184 CA $205 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Black-Mountain-Lodge.h7510444.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) ![Meeting facility](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/4f56d257.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) ### 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 $135 CA $150 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Silver-Bay-Hotels-Silver-Bay-Inn-And-Conference-Center.h96493210.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18040000/18035100/18035092/17e148db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, memory foam beds, individually furnished](https://images.trvl-media.com/lodging/19000000/18040000/18035100/18035092/e234982d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/19000000/18040000/18035100/18035092/82c314a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/19000000/18040000/18035100/18035092/642804c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles! [](https://www.expedia.ca/Lake-George-Hotels-Highlands-Castle.h18035092.Hotel-Information) Bolton Landing 9.8/10 Exceptional (16) "Amazing castle! Beautiful views of Lake George. Your own private hidden getaway. The most unique experience in Lake George." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon CA $1,318 CA $1,869 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Highlands-Castle.h18035092.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93470000/93461000/93460956/4601b3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, foosball, books, music library](https://images.trvl-media.com/lodging/94000000/93470000/93461000/93460956/w896h1351x92y0-e5bd4d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Room](https://images.trvl-media.com/lodging/94000000/93470000/93461000/93460956/6db7a281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, foosball, books, music library](https://images.trvl-media.com/lodging/94000000/93470000/93461000/93460956/c53896a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Llama House ADK [](https://www.expedia.ca/Wevertown-Hotels-Llama-House-ADK.h93460956.Hotel-Information) Wevertown 9.2/10 Wonderful (32) "our room and bed were very comfortable – as is the whole house- and the nights were so quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne and David Traveling for leisure CA $188 CA $209 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Wevertown-Hotels-Llama-House-ADK.h93460956.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) ![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) ![Garden views, open select days](https://images.trvl-media.com/lodging/9000000/8380000/8378700/8378633/b6cfd5b0.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) ### Gore Mountain Lodge [](https://www.expedia.ca/Lake-George-Hotels-Gore-Mountain-Lodge.h8378633.Hotel-Information) North Creek 9.2/10 Wonderful (211) "hi, everything was great, would go back again, great location!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david [](https://www.expedia.ca/Lake-George-Hotels-Gore-Mountain-Lodge.h8378633.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/18000000/17800000/17793400/17793376/faa6d32d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/18000000/17800000/17793400/17793376/234f5703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17800000/17793400/17793376/dc1f36bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17800000/17793400/17793376/0b1f82da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Queensbury - Lake George Area by IHG [](https://www.expedia.ca/Lake-George-Hotels-Holiday-Inn-Express-Queensbury-Lake-George-Area.h17793376.Hotel-Information) Queensbury 9.0/10 Wonderful (1002) "Outdoor hot tub and breakfast were great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily CA $147 CA $164 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Holiday-Inn-Express-Queensbury-Lake-George-Area.h17793376.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) ![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) ![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) ### The Alpine Lodge [](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.Hotel-Information) North Creek 9.0/10 Wonderful (657) "Spacious and comfortable bed with a nice TV and jetted tub." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela Traveling for leisure [](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.Hotel-Information) ![Room, 1 King Bed, Accessible, Non Smoking (Roll-In Shower)](https://images.trvl-media.com/lodging/1000000/10000/4500/4493/e289e1de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4500/4493/6d103921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/4500/4493/0f4fabc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/4500/4493/18fb9538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Queensbury/Lake George [](https://www.expedia.ca/Lake-George-Hotels-Days-Inn-By-Wyndham-QueensburyLake-George.h4493.Hotel-Information) Queensbury 5.6/10 (1002) "The staff was very pleasant and tried to help with the AC." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gerrilea Traveling for leisure CA $88 CA $98 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Days-Inn-By-Wyndham-QueensburyLake-George.h4493.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/39000000/38860000/38858800/38858716/2cf50256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38860000/38858800/38858716/206d117a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/39000000/38860000/38858800/38858716/4bbfa60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/39000000/38860000/38858800/38858716/1cc266b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area [](https://www.expedia.ca/Lake-George-Hotels-Fairfield-Inn-Suites-By-Marriott-Queensbury-Glens-FallsLake-George-Area.h38858716.Hotel-Information) Queensbury 9.6/10 Exceptional (468) "The property was very clean and quiet the free breakfast was awesome hotel staff very friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey Traveling for leisure CA $128 CA $142 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Fairfield-Inn-Suites-By-Marriott-Queensbury-Glens-FallsLake-George-Area.h38858716.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1610000/1608000/1607966/c5f95ba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1610000/1608000/1607966/8bed2e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily breakfast](https://images.trvl-media.com/lodging/2000000/1610000/1608000/1607966/edbb19c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1610000/1608000/1607966/1980b00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Queensbury - Lake George Area [](https://www.expedia.ca/Queensbury-Hotels-Quality-Inn.h1607966.Hotel-Information) Queensbury 8.0/10 Very good (1001) "Room was large and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara Traveling for leisure CA $110 CA $123 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Queensbury-Hotels-Quality-Inn.h1607966.Hotel-Information) ![Sunrise Kitchen, Studio | View from room](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882947/5e2580fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, rowing, fishing](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882947/324530f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhouse Northside | Private kitchen](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882947/b771d7d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhouse Northside](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882947/73de328e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel Luzerne [](https://www.expedia.ca/Lake-Luzerne-Hotels-Motel-Lake-Luzerne.h92882947.Hotel-Information) Lake Luzerne 8.8/10 Excellent (172) "Rooms were very clean and comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Orlando Traveling for leisure CA $98 CA $109 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Lake-Luzerne-Hotels-Motel-Lake-Luzerne.h92882947.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/24000000/23380000/23379400/23379339/b7e200ba.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/24000000/23380000/23379400/23379339/9b54b4fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/24000000/23380000/23379400/23379339/1fd00a3d.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/24000000/23380000/23379400/23379339/aecf7228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Queensbury Lake George [](https://www.expedia.ca/Lake-George-Hotels-Home2-Suites-By-Hilton-Queensbury-Lake-George.h23379339.Hotel-Information) Queensbury 9.2/10 Wonderful (826) "had amazing perks for the price we paid for the room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorna Traveling for leisure CA $117 CA $129 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Home2-Suites-By-Hilton-Queensbury-Lake-George.h23379339.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, 1 Bedroom, Lake View | Living area](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/a86c9135.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) ![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 (19) "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 27 - Dec 28 [](https://www.expedia.ca/Hague-Hotels-Trout-House-Village-Resort.h108598337.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) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/580000/571000/570937/b3041bf5.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/580000/571000/570937/318da22a.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 (1002) "A bit small but great location and super clean The little beach is a bonus and parking is easy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen Traveling for leisure CA $109 CA $121 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Sleep-Inn-Suites-Queensbury-Glens-Falls.h570937.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1153100/1153062/9ec52626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1160000/1153100/1153062/c8311d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1153100/1153062/77167d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1153100/1153062/fb7186fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Glens Falls / Lake George [](https://www.expedia.ca/Lake-George-Hotels-Econo-Lodge-Glens-Falls-Lake-George.h1153062.Hotel-Information) Queensbury 7.0/10 Good (628) "Good location within walking distance of favorite breakfast spot." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Norman CA $104 CA $116 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Econo-Lodge-Glens-Falls-Lake-George.h1153062.Hotel-Information) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/23700/23630/f7f9bcac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/23700/23630/f3021a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/23700/23630/5a498a8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23700/23630/3fd7bb67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Queensbury / Lake George [](https://www.expedia.ca/Lake-George-Hotels-Baymont-By-Wyndham-Queensbury-Lake-George.h23630.Hotel-Information) Queensbury 7.4/10 Good (1024) "As for the room, the room was nice and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carl Traveling for leisure CA $102 CA $113 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Lake-George-Hotels-Baymont-By-Wyndham-Queensbury-Lake-George.h23630.Hotel-Information) ![Basic Cabin | Private kitchen](https://images.trvl-media.com/lodging/4000000/3150000/3148800/3148795/f424792c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3150000/3148800/3148795/44fd7308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Living area](https://images.trvl-media.com/lodging/4000000/3150000/3148800/3148795/61c8d04d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | In-room dining](https://images.trvl-media.com/lodging/4000000/3150000/3148800/3148795/3e4b98ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maple Leaf Motel [](https://www.expedia.ca/Schroon-Lake-Hotels-Maple-Leaf-Motel.h3148795.Hotel-Information) Schroon Lake 8.8/10 Excellent (548) "This was a great place with nice amenities and a comfortable bed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth Traveling for leisure CA $148 CA $167 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Schroon-Lake-Hotels-Maple-Leaf-Motel.h3148795.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42300/42259/18160023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Double Beds, Non Smoking | Room amenity](https://images.trvl-media.com/lodging/1000000/50000/42300/42259/e1f7d14d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/1000000/50000/42300/42259/afcda9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/50000/42300/42259/85df8a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn Queensbury [](https://www.expedia.ca/Queensbury-Hotels-Red-Roof-Inn-Queensbury.h42259.Hotel-Information) Queensbury 7.0/10 Good (1002) "The room was spacious and comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) First and last nameRichard Traveling for business CA $93 CA $103 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Queensbury-Hotels-Red-Roof-Inn-Queensbury.h42259.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=2026-01-02&endDate=2026-01-03®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=2026-01-02&endDate=2026-01-03&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 ![Pine Tree Motel & Cabins](https://images.trvl-media.com/lodging/9000000/8360000/8355300/8355292/29c27732_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pine Tree Motel & Cabins 5537 State Route 8 Chestertown NY [Get rates](https://expedia.ca/Hotel-Search?startDate=02%2F01%2F2026&endDate=03%2F01%2F2026&selected=8355292&PinnedHotelID=8355292&HadPinnedHotel=true®ionId=89045) 9.2/10 Wonderful! (146 reviews) [](https://expedia.ca/Lake-George-Hotels-Pine-Tree-Motel-Cabins.h8355292.Hotel-Information) ![Secluded and Cozy Lakeside Townhome on Tripp Lake!](https://images.trvl-media.com/lodging/121000000/120760000/120755100/120755074/16ba0c4f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Secluded and Cozy Lakeside Townhome on Tripp Lake! Chestertown NY [Get rates](https://expedia.ca/Hotel-Search?startDate=02%2F01%2F2026&endDate=03%2F01%2F2026&selected=120755074&PinnedHotelID=120755074&HadPinnedHotel=true®ionId=89045) [](https://expedia.ca/Chestertown-Hotels-Secluded-And-Cozy-Lakeside-Townhome-On-Tripp-Lake.h120755074.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 "Room was spotless, great check in and out , included breakfast was a bonus, would stay here again. " 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) ![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 "Clean everything " A verified traveller stayed at Hampton Inn & Suites Lake George Posted 4 days ago [](https://expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.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 "The boys had a great time in the room and in the water park " 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) ![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 staff are excellent. They go above and beyond to make everyone happy." A verified traveller stayed at La Quinta Inn & Suites by Wyndham Lake George Posted 4 days ago [](https://expedia.ca/Lake-George-Hotels-The-George-NY.h82499882.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 "Amazing front desk staff " A verified traveller stayed at Home2 Suites by Hilton Queensbury Lake George Posted 5 days ago [](https://expedia.ca/Lake-George-Hotels-Home2-Suites-By-Hilton-Queensbury-Lake-George.h23379339.Hotel-Information) ![The Queensbury Hotel](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/c38b9040_y.jpg) ### The Queensbury Hotel 5/5 Excellent "Staff was great, the room was very clean and the price was competitive with other area hotels." A verified traveller from duxbury stayed at The Queensbury Hotel Posted 5 days ago [](https://expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) ![Lodges At Cresthaven](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/4993b753_y.jpg) ### Lodges At Cresthaven 5/5 Excellent "Very comfortable studio/hotel room. Large tv, nice kitchenette situation, jacuzzi tub for two is awesome. Nice view of the lake. The loveseat is a tad small , overall we can't wait to find a reason to return. 100% recommend." A verified traveller stayed at Lodges At Cresthaven Posted 6 days ago [](https://expedia.ca/Lake-George-Hotels-Lodges-At-Cresthaven.h1320727.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 11 days ago [](https://expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.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 3 weeks ago [](https://expedia.ca/Schroon-Lake-Hotels-Lodge-At-Schroon-Lake.h92466918.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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