Title: Book the Best Chestertown Hotels with FREE PARKING in 2026 | 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) ![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 # Find Hotels with Free Parking in Chestertown, NY from CA $97 - ![](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 [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-14&endDate=2025-12-15&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-15&endDate=2025-12-16&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chestertown hotels with parking ![Lake view](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/f2181584.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/4c20fc37.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) ### The Fern Lodge [](https://www.expedia.ca/Lake-George-Hotels-The-Fern-Lodge.h1538972.Hotel-Information) 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) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120060000/120053000/120052999/ba2662a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120060000/120053000/120052999/eb2e34ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120060000/120053000/120052999/d700be1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120060000/120053000/120052999/6c1e1109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7 Mi to Glens Falls: Peaceful Retreat w/ Game Room [](https://www.expedia.ca/7-Mi-To-Glens-Falls-Peaceful-Retreat-W-Game-Room.h120052999.Hotel-Information) Hudson Falls CA $202 CA $781 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/7-Mi-To-Glens-Falls-Peaceful-Retreat-W-Game-Room.h120052999.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) ![Dining](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/0c7cc18a.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) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/dddb7afc.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) "Awesome place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $121 CA $134 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Silver-Bay-Hotels-Silver-Bay-Inn-And-Conference-Center.h96493210.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) ![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) ![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) ![Luxury Cabin, 1 Bedroom, Lake View](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/f8528e6b.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) "Great updated cabin. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane CA $206 CA $263 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Hague-Hotels-Trout-House-Village-Resort.h108598337.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) ![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) ![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 [](https://www.expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) Glens Falls 9.4/10 Exceptional (1450) "Staff was great, the room was very clean and the price was competitive with other area hotels." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) wayne [](https://www.expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) ![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) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/39000000/38860000/38858800/38858716/eeb530b1.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) ![Lobby](https://images.trvl-media.com/lodging/39000000/38860000/38858800/38858716/2cf50256.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 (467) "Great location to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shalin 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) ![1 bedroom, pillowtop beds, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/4500/4493/ce4c5c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4500/4493/814e8cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/10000/4500/4493/942bdec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/4500/4493/e5b02974.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 (1000) "I absolutely love days inn " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mikki CA $88 CA $97 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/1000000/50000/42300/42259/18160023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42300/42259/5a50b29e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42300/42259/42635822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/42300/42259/d0c72306.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 not upkept, there were beetle bugs around the room, the towels had fingerprints on them(i used those for the floor) the floor hadnt been cleaned, the tv kept scanning for channels, the bathroom sink wasn't cleaned, old toothpaste stuck in sink, broken towl hooks lay on the sink, dust on the sink. I managed to make the best of it but would not recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Georgeanna 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) ![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) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17800000/17793400/17793376/0e316378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/18000000/17800000/17793400/17793376/c0edad95.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) "Nice room , enjoyed the hot tub" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $145 CA $161 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Holiday-Inn-Express-Queensbury-Lake-George-Area.h17793376.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) ![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) ![Room, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/2000000/1160000/1153100/1153062/0058d2fa.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 (626) "Clean rooms, super friendly staff. Convenient location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $104 CA $116 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Lake-George-Hotels-Econo-Lodge-Glens-Falls-Lake-George.h1153062.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=2025-12-28&endDate=2025-12-29®ionId=89045&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Chestertown Hotel Reviews ![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 "The staff was accomodating and friendly. The room was clean. I have never had a bad stay at this hotel. Plenty of options for breakfast. This hotel is really a "home away from home" kind of place!!" [](https://expedia.ca/Lake-George-Hotels-Country-Inn-Suites-By-Radisson.h1503683.Hotel-Information) ![The Queensbury Hotel](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/c38b9040_y.jpg) ### The Queensbury Hotel 10/10 Excellent "Wonderfully friendly and helpful staff, great historic hotel with old world service, great location and wonderful food options. All at a very fair price, Hadn’t been here in a while and it’s better than ever. Plan to return in two weeks." [](https://expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) ![Six Flags Great Escape Lodge & Indoor Waterpark](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/fcd6f5d2_y.jpg) ### Six Flags Great Escape Lodge & Indoor Waterpark 10/10 Excellent "It was it was fun " [](https://expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) ![Courtyard by Marriott Lake George](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/f47df569_y.jpg) ### Courtyard by Marriott Lake George 10/10 Excellent "Everything was great" [](https://expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.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 "Very accommodating and friendly staff" [](https://expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.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 "Stayed here several times. Tried other properties around the Warrensburg area but keep coming back. It is an excellent value - clean, safe, affordable." [](https://expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information) ![Best Western of Lake George](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/e1f93c73_y.jpg) ### Best Western of Lake George 10/10 Excellent "Very nice gentleman " [](https://expedia.ca/Lake-George-Hotels-Best-Western-Of-Lake-George.h24945.Hotel-Information) ![Lodges At Cresthaven](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/4993b753_y.jpg) ### Lodges At Cresthaven 10/10 Excellent "Great !" [](https://expedia.ca/Lake-George-Hotels-Lodges-At-Cresthaven.h1320727.Hotel-Information) ![Holiday Inn Resort Lake George - Adirondack Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/3f808d49_y.jpg) ### Holiday Inn Resort Lake George - Adirondack Area by IHG 10/10 Excellent "Everyone was so nice and welcoming Room is clean Convenient location Restaurant food was delicious " [](https://expedia.ca/Lake-George-Hotels-Holiday-Inn-Lake-George-Turf.h1178.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) - 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