Title: Book the Best Chestertown Hotels with FREE PARKING 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) ![](https://mediaim.expedia.com/destination/2/db61c46cb1c1e36f625f3b3e306714b5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Julie Miller # Find Hotels with Free Parking in Chestertown, NY from CA $101 ![](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 Hotels with Free Parking Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-10-15&endDate=2025-10-16&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-10-16&endDate=2025-10-17&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chestertown Hotels with Free Parking ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/b0a450bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/133f198e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/89c08647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/2f2dc01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Lake George (Queensbury), NY Queensbury 9.0/10 Wonderful (1263) "Friendly staff...clean rooms comfy beds great hotel great location" CA $125 CA $139 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Lake-George-Hotels-Country-Inn-Suites-By-Radisson.h1503683.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/c38b9040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/a91c67c6.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) ![Room, Accessible (Hotel Single Queen)](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/4d6605cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Queensbury Hotel Glens Falls 9.4/10 Exceptional (1390) "Great place to stay. " CA $131 CA $146 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1650000/1640200/1640103/93d3500a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1650000/1640200/1640103/fd5660d7.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/2000000/1650000/1640200/1640103/1ba4ac6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1650000/1640200/1640103/7c44a897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Lake George Lake George 8.8/10 Excellent (1013) "Nice stay!" CA $141 CA $157 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Lake-George-Hotels-Comfort-Inn-Suites.h1640103.Hotel-Information) ![Premier Room](https://images.trvl-media.com/lodging/10000000/9680000/9675100/9675030/8bdcc127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/10000000/9680000/9675100/9675030/1b13c3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9680000/9675100/9675030/0a784cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room](https://images.trvl-media.com/lodging/10000000/9680000/9675100/9675030/3a2c4196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Friends Lake Inn Chestertown 8.6/10 Excellent (102) "Staff was great. The inn is unique. Perfect!" CA $313 CA $348 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Lake-George-Hotels-Friends-Lake-Inn.h9675030.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8360000/8355300/8355292/29c27732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/9000000/8360000/8355300/8355292/07b9acd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8360000/8355300/8355292/8220a41e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds](https://images.trvl-media.com/lodging/9000000/8360000/8355300/8355292/c3090534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine Tree Motel & Cabins Chestertown 9.2/10 Wonderful (143) "Excellent location and staff was very friendly." CA $246 CA $273 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Lake-George-Hotels-Pine-Tree-Motel-Cabins.h8355292.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/7d1b588f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/4c20fc37.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 (47) "Comfortable, friendly, beautiful lodge, spacious facilities" CA $574 CA $638 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Lake-George-Hotels-The-Fern-Lodge.h1538972.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/3f808d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/5b03322e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/a7d54fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/80e9c724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Resort Lake George - Adirondack Area by IHG Lake George 9.2/10 Wonderful (1003) "Clean, great amenities, softttttt sheets!" CA $134 CA $148 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lake-George-Hotels-Holiday-Inn-Lake-George-Turf.h1178.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/4b0bd02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/ffb6051c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/cd5678ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/5aba4978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Lake George Lake George 9.0/10 Wonderful (1679) "Great stay" CA $142 CA $158 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Lake-George-Hotels-The-George-NY.h82499882.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 (126) "Awesome place" CA $125 CA $139 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Silver-Bay-Hotels-Silver-Bay-Inn-And-Conference-Center.h96493210.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/a069ae03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/ac07d29e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Double Bed, Accessible, Non Smoking (Bathtub) | BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/480bcdc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/47594c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Lake George/Warrensburg Area Lake George 8.6/10 Excellent (1005) "Excellent stay." CA $91 CA $101 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information) 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=2025-10-29&endDate=2025-10-30®ionId=89045&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Chestertown Hotel Reviews ![Baymont by Wyndham Queensbury / Lake George](//images.trvl-media.com/lodging/1000000/30000/23700/23630/cf943129_y.jpg) ### Baymont by Wyndham Queensbury / Lake George 10/10 Excellent "Clean room Very pleasant stsy" [](https://expedia.ca/Lake-George-Hotels-Baymont-By-Wyndham-Queensbury-Lake-George.h23630.Hotel-Information) ![Country Inn & Suites by Radisson, Lake George (Queensbury), NY](//images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/b0a450bb_y.jpg) ### Country Inn & Suites by Radisson, Lake George (Queensbury), NY 10/10 Excellent "Great" [](https://expedia.ca/Lake-George-Hotels-Country-Inn-Suites-By-Radisson.h1503683.Hotel-Information) ![Lakefront Terrace Resort](//images.trvl-media.com/lodging/1000000/900000/899000/898952/7471e44f_y.jpg) ### Lakefront Terrace Resort 10/10 Excellent "all good super friendly staff. good location." [](https://expedia.ca/Lake-George-Hotels-Lakefront-Terrace-Resort.h898952.Hotel-Information) ![Admiral Motel](//images.trvl-media.com/lodging/19000000/18530000/18528500/18528423/a3b9e25a_y.jpg) ### Admiral Motel 10/10 Excellent "Great host and staff. Reasonably priced." [](https://expedia.ca/Lake-George-Hotels-Admiral-Motel.h18528423.Hotel-Information) ![Comfort Inn & Suites Lake George](//images.trvl-media.com/lodging/2000000/1650000/1640200/1640103/93d3500a_y.jpg) ### Comfort Inn & Suites Lake George 10/10 Excellent "Quality of beds were very good" [](https://expedia.ca/Lake-George-Hotels-Comfort-Inn-Suites.h1640103.Hotel-Information) ![Holiday Inn Resort Lake George - Adirondack Area by IHG](//images.trvl-media.com/lodging/1000000/10000/1200/1178/3f808d49_y.jpg) ### Holiday Inn Resort Lake George - Adirondack Area by IHG 10/10 Excellent "Clean, great amenities, softttttt sheets!" [](https://expedia.ca/Lake-George-Hotels-Holiday-Inn-Lake-George-Turf.h1178.Hotel-Information) ![Fort William Henry Hotel and Conference Center](//images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/a8530560_y.jpg) ### Fort William Henry Hotel and Conference Center 10/10 Excellent "Excellent hotel. Just stayed too short. " [](https://expedia.ca/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.Hotel-Information) ![Six Flags Great Escape Lodge & Indoor Waterpark](//images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/fcd6f5d2_y.jpg) ### Six Flags Great Escape Lodge & Indoor Waterpark 10/10 Excellent "Easy and friendly only complaint is one of the restaurants the food was disgraceful after waiting to get food to go to get back to the room it was inedible . " [](https://expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) ![The Georgian Lakeside Resort](//images.trvl-media.com/lodging/2000000/1200000/1194100/1194009/f69be4ef_y.jpg) ### The Georgian Lakeside Resort 10/10 Excellent "Very spacious clean would absolutely stay there again " [](https://expedia.ca/Lake-George-Hotels-The-Georgian-Lakeside-Resort.h1194009.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Beach Hotel Hotels in Adirondack](https://www.expedia.ca/Adirondack-Hotels-Beach-Hotel.0-0-d6349269-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Adirondack](https://www.expedia.ca/Adirondack-Hotels-Cheap-Hotels.0-0-d6349269-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Adirondack](https://www.expedia.ca/Adirondack-Hotels-Family-Hotel.0-0-d6349269-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Adirondack](https://www.expedia.ca/Adirondack-Hotels-Golf-Hotel.0-0-d6349269-tGolfHotel.Travel-Guide-Filter-Hotels) - 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