Title: Book the Best LAKESIDE Hotels in Chestertown in 2025 | Expedia.ca [Hotels in Chestertown](https://expedia.ca/Chestertown-Hotels.d89045.Travel-Guide-Hotels)[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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Lake Hotels in Chestertown, NY from CA $131 - ![](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 ## Check availability on Chestertown Lake Hotels Tonight [Nov 17 - Nov 18](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-11-17&endDate=2025-11-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 18 - Nov 19](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-11-18&endDate=2025-11-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chestertown Lake Hotels ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/bb79f891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/05207c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/664ab8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/8f1d7d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lily Pad at Loon Lake near Gore Mountain Chestertown 9.6/10 Exceptional (39) "Comfortable stay with extended family. Would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pam V. CA $210 CA $623 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Chestertown-Hotels-The-Lily-Pad-At-Loon-Lake-Near-Gore-Mountain.h18955323.Hotel-Information) ![Lake view](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/f2181584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double Room, Hot Tub, Lake View (Oak)](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/52ace6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/7d1b588f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/698049bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Fern Lodge Chestertown 9.8/10 Exceptional (50) "Absolutely beautiful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana [](https://www.expedia.ca/Lake-George-Hotels-The-Fern-Lodge.h1538972.Hotel-Information) ![Private beach, beach volleyball, sailing, kayaking](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/9205018c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Dining](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/0c7cc18a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/f27894c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Bay YMCA Inn and Conference Center Silver Bay 8.8/10 Excellent (135) "Awesome place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $148 CA $164 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Silver-Bay-Hotels-Silver-Bay-Inn-And-Conference-Center.h96493210.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/a8530560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/7c36798c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/59b5e6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/ff93fb28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fort William Henry Hotel and Conference Center Lake George 8.4/10 Very good (1003) "Clean room great customer service and the grounds were great for the Lake" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ROBERT CA $156 CA $200 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.Hotel-Information) ![One Queen Kitchen, Cabin | View from room](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882947/78799cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite | Private kitchen](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882947/0c96d95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Queen Beds Nonsmoking Northside](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882947/32327b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882947/da7b2ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel Luzerne Lake Luzerne 8.8/10 Excellent (167) "Rustic but very nice, rooms are nice, beds comfy. Great place for the area. I would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eileen CA $118 CA $131 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Lake-Luzerne-Hotels-Motel-Lake-Luzerne.h92882947.Hotel-Information) ![Luxury Cabin, 1 Bedroom, Lake View | Living area](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/f7b9a081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/ca48d4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 2 Bedrooms, Non Smoking, Lake View | Private kitchen](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/e2de35ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Trout House Village Resort Hague 9.8/10 Exceptional (18) "Beautiful views and wonderful staff. Provides an atmosphere for activities and relaxation while being able to access anywhere on the lake." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $204 CA $261 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Hague-Hotels-Trout-House-Village-Resort.h108598337.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/20000000/19320000/19318000/19317908/7332418d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19320000/19318000/19317908/3f8eb4f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19320000/19318000/19317908/752d40ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19320000/19318000/19317908/75cc202b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR North River 9.2/10 Wonderful (63) "Bird Camp is nestled on a beautiful and peaceful hobby farm. The camp is well maintained and very cozy. We had a wonderful time and we are looking forward to our next stay here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zacchary B. CA $203 CA $321 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Lake-George-Hotels-Restored-Historic-Adirondack-Camp-Views-OF-Nearby-Gore-Moutain.h19317908.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/20000000/19470000/19460500/19460422/2495f744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19470000/19460500/19460422/6ba96c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19470000/19460500/19460422/3d73ec71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19470000/19460500/19460422/3c9ec132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful cottage on scenic Adirondack hobby farm North River 9.6/10 Exceptional (60) "A really wonderful place to stay! The farm is so beautiful and quiet. Our host was so nice and accommodating. The breakfast was great as was the pizza. We felt really at home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joelle D. CA $189 CA $285 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Lake-George-Hotels-Beautiful-Cottage-On-Scenic-Adirondack-Hobby-Farm.h19460422.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/4993b753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/b8213718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/0946ee85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/1d7dc909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lodges At Cresthaven Lake George 9.4/10 Exceptional (532) "Great place to stay" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) ROLAND CA $221 CA $245 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Lake-George-Hotels-Lodges-At-Cresthaven.h1320727.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/1e1c1bc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/18e42197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/291c40b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/dbe6afb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome! Fort Ann 10/10 Exceptional (23) "This is a beautiful property on an idyllic lake which we enjoyed very much. Linda was a more than accommodating host and we enjoyed talking with her and learning about the property and the area. Great water activities, especially the paddle boarding and canoeing. Proximity to Lake George is a plus!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lois S. CA $262 CA $526 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Fort-Ann-Hotels-Waterfront-Cottage-With-Fireplace-20-Min-From-Lake-George.h82945159.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-02&endDate=2025-12-03®ionId=89045&adults=2&location_highlights_explore=on_lake&sort=RECOMMENDED&openPlayBack=true) ## Top Chestertown Hotel Reviews ### Lodges At Cresthaven 10/10 Excellent "Yes, everything was great !" [](https://expedia.ca/Lake-George-Hotels-Lodges-At-Cresthaven.h1320727.Hotel-Information) ### Baymont by Wyndham Queensbury / Lake George 10/10 Excellent "The appearance of the hotel outside look a little bit like motel. The parking is good. Inside lobby the young lady she is very kind. The dinner area is very good and have various options for breakfast like, cold cereal,waffles ( you have to make your own waffles hot and fresh). hot scrambled eggs,bagel, cream cheese,jelly,orange juice and apple juice, hot coffee, apples, peanut butter, milk.The bathroom was very clean and clean towels except the ceiling have small mold spot , shower was clean with enough Dove shampoo and conditioner plus body wash.Bedroom was clean and very comfortable bed and pillows good WiFi." [](https://expedia.ca/Lake-George-Hotels-Baymont-By-Wyndham-Queensbury-Lake-George.h23630.Hotel-Information) ### Six Flags Great Escape Lodge & Indoor Waterpark 10/10 Excellent "We were a group of 20 and they were able to put all of our rooms near each other. It was greatly appreciated." [](https://expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) ### Courtyard by Marriott Lake George 10/10 Excellent "Amazing! The staff was awesome " [](https://expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.Hotel-Information) ### Hampton Inn & Suites Lake George 10/10 Excellent "Very nice :)" [](https://expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.Hotel-Information) ### The Queensbury Hotel 10/10 Excellent "Always a pleasure to stay here. We stay here 1 or 2 weekends per year, but have never received a free breakfast. Not a complaint, just a statement. We highly recommend this hotel." [](https://expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) ### Fort William Henry Hotel and Conference Center 10/10 Excellent "Everything good - a continental breakfast would be nice - maybe just real milk for coffee & pastries & oatmeal? " [](https://expedia.ca/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.Hotel-Information) ### Country Inn & Suites by Radisson, Lake George (Queensbury), NY 10/10 Excellent "Staff was wonderful and room was nice" [](https://expedia.ca/Lake-George-Hotels-Country-Inn-Suites-By-Radisson.h1503683.Hotel-Information) ### Holiday Inn Resort Lake George - Adirondack Area by IHG 10/10 Excellent "Good amenities, friendly staff, clean room. " [](https://expedia.ca/Lake-George-Hotels-Holiday-Inn-Lake-George-Turf.h1178.Hotel-Information) ## Frequently asked questions ### Why book your lakeside hotel in Chestertown with Expedia? > Expedia has unbeatable deals on lakeside hotels in Chestertown. But our fantastic prices are just the beginning. You'll discover loads of hotels to choose from and handy search filters that make it a breeze to find your perfect stay. ### How can I find cheap lakeside hotels in Chestertown? > Expedia makes it easy to find the best cheap lake hotels in Chestertown. Use our handy filters to select your budget and preferred hotel star rating. You can also search for your dream lakeside escape based on neighborhoods or popular locations you want to be near. ### What is there to do in Chestertown near my lakeside hotel? > The ultimate travel accessory is a well-planned to-do list. 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