Title: Book The Best Hotels in Chestertown, NY for 2026 from CA $98 - 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.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Julie Miller ![](https://images.trvl-media.com/place/89045/03fff121-2e0b-4e9d-87bf-e8549eff3948.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 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=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&amenities=HOT_TUB) 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=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&amenities=POOL) 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=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&amenities=PETS) 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=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&travelerType=family_friendly) 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=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&lodging=CABIN) 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=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&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=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&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=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&amenities=WATER_PARK) Castle [](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=2026-02-16&d1=2026-02-16&endDate=2026-02-18&d2=2026-02-18&lodging=CASTLE) ## Check prices for these dates Tonight [Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2026-02-02&endDate=2026-02-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 3 - Feb 4](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2026-02-03&endDate=2026-02-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2026-02-13&endDate=2026-02-15&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) ![Lake](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/ccbb7c0e.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) ### The Fern Lodge [](https://www.expedia.ca/Lake-George-Hotels-The-Fern-Lodge.h1538972.Hotel-Information) Chestertown 10/10 Exceptional (52 reviews) "I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Morgan [](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) ![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) ![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) ![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 (1,499 reviews) "great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott [](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) ![Exterior](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/4f4a927f.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) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/02df4895.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 (418 reviews) "Great place close to Gore!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) clifton CA $213 CA $237 total includes taxes & fees Feb 3 - Feb 4 [](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) ![Superior Room, Multiple Beds, Lake View | Courtyard view](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/f0bfc238.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 (138 reviews) "Yes but wished they had tv’s" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina CA $121 CA $135 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Silver-Bay-Hotels-Silver-Bay-Inn-And-Conference-Center.h96493210.Hotel-Information) ![Lunch, dinner served; German cuisine, garden views ](https://images.trvl-media.com/lodging/9000000/8380000/8378700/8378633/5482b498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/9000000/8380000/8378700/8378633/73784ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/9000000/8380000/8378700/8378633/58ce3a24.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) ### Gore Mountain Lodge [](https://www.expedia.ca/Lake-George-Hotels-Gore-Mountain-Lodge.h8378633.Hotel-Information) North Creek 9.2/10 Wonderful (212 reviews) "Nice for a quick stay to enjoy the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas [](https://www.expedia.ca/Lake-George-Hotels-Gore-Mountain-Lodge.h8378633.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/c53896a7.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) ### Llama House ADK [](https://www.expedia.ca/Wevertown-Hotels-Llama-House-ADK.h93460956.Hotel-Information) Wevertown 9.2/10 Wonderful (33 reviews) "Room was better than advertised and the whole experience was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yostis CA $188 CA $209 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Wevertown-Hotels-Llama-House-ADK.h93460956.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) ![Exterior](https://images.trvl-media.com/lodging/19000000/18040000/18035100/18035092/96b7e169.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) ### 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 (17 reviews) "We loved our visit here. John and Yvonne were wonderful. The space was clean, quiet, and truly magical. The views were second to none and the castle and other buildings are truly worth experiencing. We loved learning about the history of this place and we will certainly be back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $1,418 CA $1,884 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Lake-George-Hotels-Highlands-Castle.h18035092.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 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) ### The Alpine Lodge [](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.Hotel-Information) North Creek 9.0/10 Wonderful (666 reviews) "Self check in was a breeze - clean, quiet and comfortable room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen T CA $207 CA $244 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.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) ![Exterior](https://images.trvl-media.com/lodging/18000000/17800000/17793400/17793376/0b1f82da.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/b219ba2c.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 (1,000 reviews) "Clean rooms, friendly and helpful staff, amwnities and great breakfast made our stay very enjoyable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $129 CA $144 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Lake-George-Hotels-Holiday-Inn-Express-Queensbury-Lake-George-Area.h17793376.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/4500/4493/7c64aada.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) ![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 (1,001 reviews) "Room was dirty, no bottom sheet on bed" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $88 CA $98 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Lake-George-Hotels-Days-Inn-By-Wyndham-QueensburyLake-George.h4493.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) ![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) ![Lake](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/c1a259a1.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 (22 reviews) "Great updated cabin. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane CA $292 CA $358 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Hague-Hotels-Trout-House-Village-Resort.h108598337.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1610000/1608000/1607966/8bed2e0e.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 (1,000 reviews) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $110 CA $122 total includes taxes & fees Feb 9 - Feb 10 [](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) ![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) ![Townhouse Northside | Living area](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882947/67eb376f.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 (179 reviews) "Great motel, very clean- loved the " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy CA $103 CA $114 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Lake-Luzerne-Hotels-Motel-Lake-Luzerne.h92882947.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) ![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) ![Indoor pool](https://images.trvl-media.com/lodging/39000000/38860000/38858800/38858716/0fc055ab.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) ### 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 (477 reviews) "Clean, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $135 CA $150 total includes taxes & fees Feb 10 - Feb 11 [](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/2000000/1160000/1153100/1153062/9ec52626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cleanliness standards](https://images.trvl-media.com/lodging/2000000/1160000/1153100/1153062/4161a5b6.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) ![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) ### 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 (629 reviews) "Clean rooms, super friendly staff. Convenient location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $103 CA $114 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Lake-George-Hotels-Econo-Lodge-Glens-Falls-Lake-George.h1153062.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) ![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) ![Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/4000000/3150000/3148800/3148795/c993b430.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) ### Maple Leaf Motel [](https://www.expedia.ca/Schroon-Lake-Hotels-Maple-Leaf-Motel.h3148795.Hotel-Information) Schroon Lake 8.8/10 Excellent (553 reviews) "Convenient check in, good value." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dalei CA $146 CA $165 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Schroon-Lake-Hotels-Maple-Leaf-Motel.h3148795.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/aecf7228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/24000000/23380000/23379400/23379339/744b0a94.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) ### 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 (855 reviews) "Excellent love the stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rana CA $144 CA $160 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Lake-George-Hotels-Home2-Suites-By-Hilton-Queensbury-Lake-George.h23379339.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/23700/23630/5a498a8d.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) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/30000/23700/23630/ff6f37ee.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 (1,029 reviews) "Great owner and staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Everard CA $108 CA $119 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Lake-George-Hotels-Baymont-By-Wyndham-Queensbury-Lake-George.h23630.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/e4b47ebb.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) ![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 (1,001 reviews) "The room was clean and comfortable. The front desk was friendly and professional. Will stay again in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lenora CA $114 CA $127 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Lake-George-Hotels-Sleep-Inn-Suites-Queensbury-Glens-Falls.h570937.Hotel-Information) ![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) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/42300/42259/ed4fb7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pet-friendly amenities](https://images.trvl-media.com/lodging/1000000/50000/42300/42259/2da5fb93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/1000000/50000/42300/42259/803312bb.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 (1,002 reviews) "Floor was dirty, noticed as I was packing to leave a tampon wrapper on the floor. Marijuana smell throughout. NO soap at all, was dispensers for shampoo, conditioner and hand soap and all were empty. Would not stay here again even if it was only $50" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $97 CA $108 total includes taxes & fees Feb 3 - Feb 4 [](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=2026-02-16&endDate=2026-02-17®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) ## Stay near popular Chestertown attractions ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976196050) ### Friends Lake 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976195601) ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621554184980) ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976197390) ## 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=2026-02-16&endDate=2026-02-17&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 ## Top Chestertown Hotel Reviews ![Courtyard by Marriott Lake George](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/f47df569_y.jpg) ### Courtyard by Marriott Lake George 10/10 Excellent "Wonderful place" [](https://expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.Hotel-Information) ![The Queensbury Hotel](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/c38b9040_y.jpg) ### The Queensbury Hotel 10/10 Excellent "A nice old building. Very clean." [](https://expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.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 10/10 Excellent "Staff was phenomenal." [](https://expedia.ca/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.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 10/10 Excellent "Room was spotless and clean and staff was amazing never knew they were pet friendly. Breakfast was delicious and the staff was so attentive. The was a last minute stay because of the snow storm but if we ever need somewhere to stay again this will definitely be on the top of our list" [](https://expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.Hotel-Information) ![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 10/10 Excellent "Courteous staff. " [](https://expedia.ca/Lake-George-Hotels-Country-Inn-Suites-By-Radisson.h1503683.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 10/10 Excellent "Clean room, hot tub was nice and warm. Refrigerator and microwave in room" [](https://expedia.ca/Lake-George-Hotels-The-George-NY.h82499882.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 10/10 Excellent "Cleaned room , amazing waterpark. The restaurant downstairs was great , the service was great. Checked in and out with no problem. 10/10 will do again " [](https://expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) ![Super 8 by Wyndham Lake George/Warrensburg Area](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/a069ae03_y.jpg) ### Super 8 by Wyndham Lake George/Warrensburg Area 10/10 Excellent "Couldn't really see the property because of all the snow. But I did peek out the back door and noticed the BBQ area and table." [](https://expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information) ![HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!](https://images.trvl-media.com/lodging/19000000/18040000/18035100/18035092/698e522c_y.jpg) ### HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles! 10/10 Excellent "We loved our visit here. John and Yvonne were wonderful. The space was clean, quiet, and truly magical. The views were second to none and the castle and other buildings are truly worth experiencing. We loved learning about the history of this place and we will certainly be back." [](https://expedia.ca/Lake-George-Hotels-Highlands-Castle.h18035092.Hotel-Information) ## 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 $102 CA $113 total Feb 4 - Feb 5 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 $108 CA $119 total Feb 3 - Feb 4 includes taxes & fees 7.4/10 Good! (1,028 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 $114 CA $127 total Feb 8 - Feb 9 includes taxes & fees 8.4/10 Very Good! (1,000 reviews) [](https://expedia.ca/Lake-George-Hotels-Sleep-Inn-Suites-Queensbury-Glens-Falls.h570937.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 $133 CA $147 total Feb 8 - Feb 9 includes taxes & fees 8.8/10 Excellent! (1,000 reviews) [](https://expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.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 $135 CA $150 total Feb 10 - Feb 11 includes taxes & fees 9.4/10 Exceptional! (476 reviews) [](https://expedia.ca/Lake-George-Hotels-Fairfield-Inn-Suites-By-Marriott-Queensbury-Glens-FallsLake-George-Area.h38858716.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=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=91493917&PinnedHotelID=91493917&HadPinnedHotel=true®ionId=89045) 8.8/10 Excellent! (422 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. ## Frequently asked questions ### What is the best area to stay in Chestertown? > This area, just to the west of Chestertown's village centre, offers a more secluded experience. It's characterised by its direct access to the lake, with many accommodations providing private docks or lakefront views. The main road, Lakeshore Drive, winds around the lake, connecting various lodgings and recreational spots. > > > Couples looking for a peaceful retreat will find Loon Lake particularly appealing. You can enjoy kayaking, paddleboarding, or simply relaxing by the water. The proximity to hiking trails in the Adirondacks also makes it an excellent base for exploring the natural beauty of the region. > > > Families often gravitate towards the Loon Lake area due to the easy access to water-based activities that children enjoy. Many properties offer amenities like barbecue areas and spacious grounds, great for spending quality time together. ### What are the best hotels in Chestertown that travellers recommend? > The Fern Lodge, a 3.5-star hotel, boasts an exceptional 10.0 rating. Guests frequently highlight the amazing staff. This lodge features rooms with lake views, mountain views, and river views, along with premium bedding, fireplaces, and air conditioning. Designer toiletries and bathrobes are also provided for a luxurious stay. It is conveniently located just 0.4 km from Friends Lake. > > > Another excellent choice is Pine Tree Motel & Cabins, which has a 9.2 rating. This accommodation offers premium bedding and air conditioning. Guests can enjoy the mountain setting, and mountain biking is available nearby. Families will appreciate the children's games, books, and toys, as well as the playground. Free cots are available, and some rooms include sofa beds. It is situated 0.8 km from Loon Lake Beach and 2.6 km from Loon Lake. ### What are the best family hotels in Chestertown? > The Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing, with a superb 10.0 rating, is well-equipped for families, offering an outdoor play area, children's books, and a playground. It also provides a travel crib and a sofa bed, and is conveniently located near Friends Lake, just 3.2 km away. > > > Another excellent choice is the Save on weekly rental & Mon to Thurs. Perfect for Ski Holidays or Summer Fun, which has a 9.4 rating. This accommodation features an outdoor play area, a playground, and a stair gate for children, making it very suitable for families. It's also very close to Loon Lake Beach, only 0.1 km away. > > > The Pine Tree Motel & Cabins, rated 9.2, is another highly recommended option for families. It offers a variety of amenities for children, including games, books, and toys, as well as a playground. Guests appreciate the comfortable rooms and good location, with Loon Lake Beach just 0.8 km away. Find more [child-friendly accommodations in Chestertown](https://www.expedia.ca/Chestertown-Hotels-Family-Hotel.0-0-d89045-tFamilyHotel.Travel-Guide-Filter-Hotels) ### What are the best spa hotels in Chestertown? > This 3.5-star hotel, with an exceptional 10.0 rating, offers a relaxing spa experience with massage services available. Guests frequently mention the amazing staff and can enjoy a complimentary local breakfast each morning. The Fern Lodge is set against a beautiful mountain backdrop, with many rooms offering stunning mountain views. For those who enjoy outdoor activities, mountain biking is available on-site. See all [spa hotels in Chestertown](https://www.expedia.ca/Chestertown-Hotels-Spa-Hotel.0-0-d89045-tSpaHotel.Travel-Guide-Filter-Hotels) ### What hotels in Chestertown offer free breakfast? > The 3.5-star Fern Lodge, with a great 10.0 rating, provides free breakfast, which guests appreciate. Many rooms offer mountain or lake views, and the lodge is located very close to Friends Lake, just 0.4 km away. Guests consistently praise the amazing staff. Find more [hotels with free breakfast in Chestertown](https://www.expedia.ca/Chestertown-Hotels-Hotels-With-Free-Breakfast.0-0-d89045-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) ### What are the best budget hotels in Chestertown? > This property, rated 9.2, is praised by guests for its good location and comfortable rooms. It provides convenient amenities such as free toiletries, free self-parking, free WiFi, and free parking for RVs, buses, and trucks. The motel is situated in a nice mountain location, with mountain biking available nearby. It is also very close to Loon Lake Beach, just 0.8 km away, and Loon Lake, which is 2.6 km from the property. 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? > The Fern Lodge, a 3.5-star property with a superb 10.0 rating, offers a truly special experience. Guests consistently praise the amazing staff and the complimentary breakfast, which includes local options. The lodge boasts stunning lake and mountain views, with Friends Lake just 0.4 km away. For a cosy touch, many rooms feature a fireplace, and some even include a private hot tub. You can also relax in the sauna, and the property's mountain location provides opportunities for mountain biking. See all [romantic hotels in Chestertown](https://www.expedia.ca/Chestertown-Hotels-Romantic-Hotel.0-0-d89045-tRomanticHotel.Travel-Guide-Filter-Hotels) ### What are the best hotels in Chestertown near Loon Lake? > The Pine Tree Motel & Cabins, with a 9.2 rating, is conveniently located just 2.6 km from Loon Lake and a mere 0.8 km from Loon Lake Beach. This accommodation is well-equipped for families, offering a sofa bed, a playground, and a variety of toys for children and babies, including beach toys, ensuring entertainment for all ages. Guests frequently mention the good location and comfortable rooms. > > > Another great option is Save on weekly rental & Mon to Thurs. Perfect for Ski Holidays or Summer Fun, which boasts an impressive 9.4 rating. This accommodation is incredibly close to Loon Lake at 2.3 km and just 0.1 km from Loon Lake Beach. It provides an outdoor play area, a playground, and a stair gate for children, making it very suitable for families with young ones. ### When is the best time to go to Chestertown? > Summer in Chestertown offers warm weather superb for outdoor activities. The average daily temperature ranges from 20°C to 27°C, making it ideal for swimming in Loon Lake, kayaking on the Hudson River, or hiking the trails in the nearby Adirondack Mountains. This is also when most local businesses and attractions are fully operational, including boat rentals and guided tours. Families often find July and August particularly enjoyable due to school holidays and a wide array of activities suiting all ages. > > > Early autumn is another fantastic time to visit, especially for couples or those seeking a more tranquil experience. The weather remains pleasant, with average temperatures between 10°C and 18°C, and the Adirondack landscape transforms with stunning fall foliage. This period is superb for scenic drives, leisurely walks, and enjoying the crisp air without the larger summer crowds. ### 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 Rental - 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) - [Castles in Adirondack ](https://www.expedia.ca/Adirondack-Castles.d6349269-aaCastles.Travel-Guide-Accommodation) - 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