Title: Book The Best Hotels in Chestertown, NY for 2026 from CA $92 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Chestertown](https://expedia.ca/Chestertown-Vacation-Rentals.d89045.Travel-Guide-VacationRentals)[Flights to Chestertown](https://expedia.ca/Cheap-Flights-To-Chestertown.d89045.Travel-Guide-Flights)[Chestertown Car Rentals](https://expedia.ca/Car-Rentals-In-Chestertown.d89045.Car-Rental-Guide)[Chestertown Vacation Packages](https://expedia.ca/Chestertown.d89045.Destination-Travel-Guides) ![A winter scene](https://images.trvl-media.com/place/89045/03fff121-2e0b-4e9d-87bf-e8549eff3948/ski-resort-winter-log-cabins-pine-trees-beginner-area.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Julie Miller # Find hotels in Chestertown, NY from CA $92 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Chestertown Cabin [](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-12-23&d1=2025-12-23&endDate=2025-12-25&d2=2025-12-25&lodging=CABIN) Pool [](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-12-23&d1=2025-12-23&endDate=2025-12-25&d2=2025-12-25&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-12-23&d1=2025-12-23&endDate=2025-12-25&d2=2025-12-25&amenities=HOT_TUB) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-12-23&d1=2025-12-23&endDate=2025-12-25&d2=2025-12-25&travelerType=family_friendly) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-12-23&d1=2025-12-23&endDate=2025-12-25&d2=2025-12-25&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=2025-12-23&d1=2025-12-23&endDate=2025-12-25&d2=2025-12-25&lodging=APARTMENT) 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=2025-12-23&d1=2025-12-23&endDate=2025-12-25&d2=2025-12-25&amenities=PETS) Chalet [](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=2025-12-23&d1=2025-12-23&endDate=2025-12-25&d2=2025-12-25&lodging=CHALET) 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=2025-12-23&d1=2025-12-23&endDate=2025-12-25&d2=2025-12-25&amenities=WATER_PARK) ## Check prices for these dates Tonight [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-12&endDate=2025-12-14&adults=2&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&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) ![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/2000000/1540000/1539000/1538972/4c20fc37.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 Chestertown 9.8/10 Exceptional (50) "Our room was beautiful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura Traveling with partner [](https://www.expedia.ca/Lake-George-Hotels-The-Fern-Lodge.h1538972.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/83000000/82500000/82499900/82499882/5389bae9.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) ![Exterior](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/cd5678ba.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 (1704) "Clean, Friendly, Easy Parking, Large Rooms, and the pool was very clean and warm." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Candace Traveling with family CA $140 CA $155 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Lake-George-Hotels-The-George-NY.h82499882.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) ![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) ### The Queensbury Hotel Glens Falls 9.4/10 Exceptional (1448) "The rooms were spacious and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer Traveling for leisure CA $129 CA $144 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/3dd62919.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) ![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 Traveling for leisure CA $155 CA $199 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/fcd6f5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/4df3b4c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/453a58c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/e8c3fc23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Six Flags Great Escape Lodge & Indoor Waterpark Queensbury 7.8/10 Good (1401) "Great amenities and clean rooms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria Traveling for leisure CA $210 CA $233 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.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) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/7f753327.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 (542) "Beautiful view from the room and very spacious with all the amenities!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin Traveling for leisure CA $225 CA $250 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Lodges-At-Cresthaven.h1320727.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/1000000/30000/26400/26327/b39bcc22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/30000/26400/26327/cf6fcd4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26400/26327/866894ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26400/26327/2ad8e21c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Inn & Suites at the Outlets of Lake George Lake George 8.4/10 Very good (1001) "it was clean. comfortable bed. and quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia Traveling solo CA $105 CA $116 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lake-George-Hotels-Clarion-Inn-Suites-At-The-Outlets-Of-Lake-George.h26327.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/47594c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/f450d89f.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) ### Super 8 by Wyndham Lake George/Warrensburg Area Lake George 8.6/10 Excellent (1001) "I liked the comfortable bed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael Traveling solo CA $99 CA $109 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information) ![Room, Multiple Beds, Lake View (Balcony)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/f47df569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/4d9439b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/6dc91933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/e9dffaf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Lake George Lake George 9.2/10 Wonderful (1005) "Loved my stay, the room was comfy and nice and clean, plenty to do right in the hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie Traveling with family CA $160 CA $178 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.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/1000000/10000/1200/1178/80e9c724.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) ### Holiday Inn Resort Lake George - Adirondack Area by IHG Lake George 9.2/10 Wonderful (1001) "It is a beautiful clean hotel It \[hotel\] has a pool, hot tub and sauna." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kawattie Traveling for leisure CA $152 CA $169 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lake-George-Hotels-Holiday-Inn-Lake-George-Turf.h1178.Hotel-Information) ![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) ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/66a73c34.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) ### Country Inn & Suites by Radisson, Lake George (Queensbury), NY Queensbury 9.0/10 Wonderful (1316) "Clean room, comfy bed, nice pool and jacuzzi, great full breakfast, and surprise complimentary bag full of snacks." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen Traveling for leisure CA $123 CA $137 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Country-Inn-Suites-By-Radisson.h1503683.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/201ef456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/9e99e079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/7a626a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/aaafa0c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Lake George Lake George 8.8/10 Excellent (1000) "Very friendly and helpful staff, spacious rooms, spotless, quiet, and lovely breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evelyn Traveling for leisure CA $132 CA $146 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.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) ![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) ![Front of property](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/ca48d4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trout House Village Resort Hague 9.8/10 Exceptional (18) "Main house room is clean and quaint" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Manuel Traveling with partner CA $207 CA $264 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Hague-Hotels-Trout-House-Village-Resort.h108598337.Hotel-Information) ![Indoor pool, outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/e1f93c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/b3fb7cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/e1ad3c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/fccf24b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western of Lake George Lake George 7.8/10 Good (1001) "Good: Outdoor Swimming pool, indoor heated swimming pool, good breakfast options." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nehul Traveling with friends CA $83 CA $92 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Lake-George-Hotels-Best-Western-Of-Lake-George.h24945.Hotel-Information) ![Premium Chalet, Multiple Beds | Terrace/patio](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/060fd21f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/ff51d882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 1 Queen Bed](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/8e37493d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, kayaking, motor boating](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/8459efd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lodge at Schroon Lake Schroon Lake 9.0/10 Wonderful (414) "This property is highly suitable for families thanks to its excellent amenities and clean (albeit simple) rooms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SAGIV Traveling for leisure [](https://www.expedia.ca/Schroon-Lake-Hotels-Lodge-At-Schroon-Lake.h92466918.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) ![Premium Room | Private kitchen](https://images.trvl-media.com/lodging/6000000/5180000/5179400/5179323/78896fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Bedroom](https://images.trvl-media.com/lodging/6000000/5180000/5179400/5179323/0a92b8c2.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) ### The Alpine Lodge North Creek 9.0/10 Wonderful (657) "Easy check in location were great some area attraction available would be nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark Traveling for leisure [](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.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) ![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) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1650000/1640200/1640103/2cdbaaae.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) ### Comfort Inn & Suites Lake George Lake George 8.8/10 Excellent (1001) "room was clean & nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna CA $140 CA $155 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lake-George-Hotels-Comfort-Inn-Suites.h1640103.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 Silver Bay 8.8/10 Excellent (136) "room was clean good lake view" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John Traveling solo CA $121 CA $135 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Silver-Bay-Hotels-Silver-Bay-Inn-And-Conference-Center.h96493210.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/580000/571000/570937/318da22a.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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/580000/571000/570937/780982f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Sleep Inn & Suites Queensbury - Lake George Queensbury 8.4/10 Very good (1001) "A bit small but great location and super clean The little beach is a bonus and parking is easy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen Traveling for leisure CA $106 CA $118 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Lake-George-Hotels-Sleep-Inn-Suites-Queensbury-Glens-Falls.h570937.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/1000000/20000/14500/14409/c3f8d2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14409/978feb27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14500/14409/22805dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14500/14409/ab4d3325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Lake George Lake George 6.2/10 (1008) "Very clean rooms and pleasant staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victor Traveling with small children CA $90 CA $99 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lake-George-Hotels-Mod-Inn-Suites.h14409.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=2025-12-23&endDate=2025-12-24®ionId=89045&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChestertown-Hotels.d89045.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChestertown-Hotels.d89045.Travel-Guide-Hotels) ## Where to stay in Chestertown Find the best Chestertown areas and neighborhoods for the activities you enjoy most. - Chester Shores [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976471458) ![Chester Shores map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:acoiGllwaMaKiMcAeClAqZbGcNzAy%40jA%60Bj%40vClBt%40g%40lBL%7E%40fB%3FJ%60JuBpUHfK%7BDdA&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=6oH3CHLqktekrze35ZyWeVXKfRY=) ### Chester Shores When in Chester Shores, you can plan a visit to Loon Lake Beach and Loon Lake, some noteworthy sights in the nearby area. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976471458) ## Learn more about Chestertown Nestled in the Adirondacks, this charming town offers hiking trails and kayaking on Friends Lake during summer months. Winter visitors can hit the slopes at nearby Gore Mountain in North Creek or explore the Natural Stone Bridge and Caves in Pottersville. [See all hotels in Chestertown](https://www.expedia.ca/Hotel-Search?startDate=2025-12-23&endDate=2025-12-24&adults=2®ionId=89045) ![A winter scene](https://images.trvl-media.com/place/89045/03fff121-2e0b-4e9d-87bf-e8549eff3948.jpg?impolicy=fcrop&w=900&h=736&p=1&q=high) Photo by Julie Miller ### Stay near popular Chestertown attractions [](https://expedia.ca/Friends-Lake-Hotels.0-l553248635976195601-0.Travel-Guide-Filter-Hotels) #### Friends Lake 4/5(1 review) Commune with nature and explore the great outdoors at Friends Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976195601) [](https://expedia.ca/Loon-Lake-Beach-Hotels.0-l553248621554184980-0.Travel-Guide-Filter-Hotels) #### Loon Lake Beach If a restful vacation is part of your travel plans, Loon Lake Beach might be the perfect place to seek out during your trip to Chestertown. While you're in the area, stroll along the lakeside. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621554184980) [](https://expedia.ca/Loon-Lake-Hotels.0-l553248635976196050-0.Travel-Guide-Filter-Hotels) #### Loon Lake Commune with nature and explore the great outdoors at Loon Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976196050) [](https://expedia.ca/Tripp-Pond-Hotels.0-l553248635976197390-0.Travel-Guide-Filter-Hotels) #### Tripp Pond Commune with nature and explore the great outdoors at Tripp Pond during your travels in Chestertown. While you're in the area, stroll along the lakeside. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976197390) ## More cheap stays in Chestertown ![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 $132 CA $146 total Jan 5 - Jan 6, 2026 includes taxes & fees 8.8/10 Excellent! (1,000 reviews) [](https://expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.Hotel-Information) ![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 $83 CA $92 total Dec 10 - Dec 11 includes taxes & fees 7.6/10 Good! (1,001 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 $102 CA $114 total Dec 11 - Dec 12 includes taxes & fees 7.4/10 Good! (1,019 reviews) [](https://expedia.ca/Lake-George-Hotels-Baymont-By-Wyndham-Queensbury-Lake-George.h23630.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=23%2F12%2F2025&endDate=24%2F12%2F2025&selected=91493917&PinnedHotelID=91493917&HadPinnedHotel=true®ionId=89045) 8.8/10 Excellent! (421 reviews) [](https://expedia.ca/Lake-George-Hotels-Depe-Dene-Lakeside-Resort.h91493917.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 $106 CA $118 total Jan 5 - Jan 6, 2026 includes taxes & fees 8.4/10 Very Good! (1,011 reviews) [](https://expedia.ca/Lake-George-Hotels-Sleep-Inn-Suites-Queensbury-Glens-Falls.h570937.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 $128 CA $142 total Jan 5 - Jan 6, 2026 includes taxes & fees 9.4/10 Exceptional! (467 reviews) [](https://expedia.ca/Lake-George-Hotels-Fairfield-Inn-Suites-By-Marriott-Queensbury-Glens-FallsLake-George-Area.h38858716.Hotel-Information) ## Hotels in Chestertown with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 3 properties [](https://expedia.ca/4Star-Chestertown-Hotels.s40-0-d89045.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 186 properties [](https://expedia.ca/3Star-Chestertown-Hotels.s30-0-d89045.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 151 properties [](https://expedia.ca/2Star-Chestertown-Hotels.s20-0-d89045.Travel-Guide-Filter-Hotels) ## Find out more about Chestertown ### Top reasons to visit Chestertown - **Outdoor Adventures:** Chestertown is a haven for outdoor enthusiasts, offering skiing, hiking, and scenic exploration. - **Charming Lakes and Beaches:** Enjoy stunning lakes and inviting beaches, perfect for relaxation and recreation. - **Romantic Getaways:** The picturesque setting makes it an ideal destination for couples looking for a romantic retreat. - **Unique Accommodations:** Choose from cozy lodges and agritourism properties to enhance your stay. - **Festivals and Events:** Participate in local holiday events and festivals for a taste of community spirit. ### Find great hotels near Chestertown Explore a variety of lodging options in Chestertown, New York, where you can find cozy lodges and unique agritourism properties. Ideal for adventurous families and pet-friendly getaways, Chestertown offers a range of hotels and vacation rentals. Whether you're seeking luxurious rooms or spacious suites, you'll discover the perfect accommodation to enhance your stay in this charming destination. - **[Super 8 by Wyndham Lake George/Warrensburg Area: ](https://www.expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information)** This motel is an ideal choice for business travellers seeking a pet-friendly environment. Located 19.3km from Chestertown, it offers practical amenities tailored for professionals, including business services and facilities. The motel is accommodating to pets, allowing dogs on the premises, which is perfect for those travelling with furry companions. The service animal fee is waived, ensuring a stress-free experience. With its convenient location, guests can enjoy easy access to local attractions while enjoying a comfortable and budget-friendly stay. - **[The Alpine Lodge: ](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.Hotel-Information)** Nestled 16.1km from Chestertown, The Alpine Lodge is a charming 3-star accommodation perfect for those seeking adventure and romance. This lodge offers a plethora of outdoor activities such as skiing, hiking, and kayaking, making it a favourite for adventure enthusiasts. For couples, romance packages enhance the experience, featuring amenities like champagne service to celebrate special moments. Its city-centre location allows guests to explore local attractions easily. The Alpine Lodge combines thrilling activities with romantic touches, ensuring a memorable getaway. - **[North Creek Lodge at Gore Mountain: ](https://www.expedia.ca/Lake-George-Hotels-Black-Mountain-Lodge.h7510444.Hotel-Information)** Positioned 16.1km from Chestertown, North Creek Lodge at Gore Mountain is a 3.5-star lodge that caters to adventure seekers. With a range of outdoor activities available, including hiking, snowboarding, and mountain climbing, it's a perfect base for those looking to explore the great outdoors. The lodge's proximity to Gore Mountain makes it an ideal choice for winter sports enthusiasts. Guests will appreciate the comfortable accommodations that provide a restful retreat after a day of adventure, ensuring an exhilarating stay in a scenic location. ### Where to stay in and around Chestertown Chestertown, New York, offers a picturesque escape perfect for outdoor enthusiasts and couples alike. Surrounded by stunning scenery, this charming town is ideal for a weekend getaway or a romantic retreat. Nearby, explore family-friendly adventures and trendy recreation options that cater to all tastes. Embrace the relaxing atmosphere of Kent County, where you can unwind and create lasting memories in a serene setting. - **[Brant Lake: ](https://www.expedia.ca/Brant-Lake-Hotels.d6347839.Travel-Guide-Hotels)** Nestled only 4.8km from Chestertown, Brant Lake is a picturesque destination that draws visitors with its stunning outdoor scenery and romantic ambiance. This city is particularly popular during the summer months, from June to August, when the natural beauty of the lake and mountains comes alive. Outdoor enthusiasts can enjoy a range of activities such as skiing in the winter and basking on the beach in the warmer months. Brant Lake’s ski resorts and fields are perfect for adventurous travellers looking to hit the slopes. Don’t miss the chance to explore the serene lakeside, where breathtaking views await. - **[The Glen: ](https://www.expedia.ca/The-Glen-Hotels.d553248635975850312.Travel-Guide-Hotels)** A charming village located within the Chestertown area, The Glen is a delightful spot for those seeking a blend of outdoor adventure and romantic settings. Just like its neighbouring areas, The Glen experiences a seasonal influx of visitors, peaking from June to August. Here, you can enjoy skiing at local resorts during winter or relaxing at the nearby beaches and parks during summer. The village's natural surroundings provide an inviting atmosphere, making it ideal for leisurely strolls and picnics amidst nature’s beauty. - **[Chester Shores: ](https://www.expedia.ca/Chester-Shores-Chestertown-Hotels.0-n553248635976471458-0.Travel-Guide-Filter-Hotels)** Situated around Chestertown, Chester Shores is a tranquil neighbourhood that offers a serene escape for those who appreciate the great outdoors. The area welcomes a seasonal crowd, especially during the summer months. Chester Shores is known for its scenic landscapes, including lakes, beaches, and mountains, making it a perfect spot for romantic getaways. Visitors can partake in various activities like skiing and enjoying the picturesque surroundings. With its inviting atmosphere and proximity to nature, Chester Shores promises a memorable experience for all who visit. ### Things to do near Chestertown Chestertown, New York, is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can enjoy skiing at local resorts, exploring scenic landscapes, and participating in holiday events and festivals. Don't miss the chance to embark on house tours and engage in various outdoor activities that showcase the area's natural beauty and charm. **Shopping** In Chestertown, you can enjoy local shops for unique gifts. If you're up for a drive, the [Outlets at Lake George](https://www.expedia.ca/Outlets-At-Lake-George-Hotels.0-l6210494-0.Travel-Guide-Filter-Hotels) and [Adirondack Outlet Mall](https://www.expedia.ca/Adirondack-Outlet-Mall-Hotels.0-l6173782-0.Travel-Guide-Filter-Hotels), both 33.8km away, offer a variety of stores in a fun, family-friendly atmosphere. [The Shirt Factory](https://www.expedia.ca/The-Shirt-Factory-Hotels.0-l553248621532665348-0.Travel-Guide-Filter-Hotels), located 40.2km away, features local artisans and crafts. **Recreation** [North Creek Ski Bowl Town Park](https://www.expedia.ca/North-Creek-Ski-Bowl-Town-Park-Hotels.0-l553248633939088023-0.Travel-Guide-Filter-Hotels) offers a tranquil setting with wellness vibes, perfect for relaxation and outdoor activities, located 16.1km from Chestertown. [Shepard's Beach Park](https://www.expedia.ca/Shepards-Beach-Park-Hotels.0-l553248621554160470-0.Travel-Guide-Filter-Hotels), 25.7km away, features serene beach relaxation. For family fun, [Around the World Miniature Golf](https://www.expedia.ca/Around-The-World-Miniature-Golf-Hotels.0-l6171547-0.Travel-Guide-Filter-Hotels), 27.4km away, combines adventure and sports. **Adventure** Experience thrilling skiing at [Gore Mountain Ski Resort](https://www.expedia.ca/Gore-Mountain-Ski-Resort-Hotels.0-l6326108-0.Travel-Guide-Filter-Hotels), located 16.1km from Chestertown, where you can enjoy pristine slopes and vibrant sports energy. For an adrenaline rush, head to [Adirondack Extreme Adventure Course](https://www.expedia.ca/Adirondack-Extreme-Adventure-Course-Hotels.0-l553248621532665480-0.Travel-Guide-Filter-Hotels), also 16.1km away, featuring exhilarating ziplines and challenging rope courses amidst stunning outdoor scenery. **Nightlife** Experience the vibrant nightlife in Chestertown by visiting the [Seagle Music Colony](https://www.expedia.ca/Seagle-Music-Colony-Hotels.0-l553248621532665485-0.Travel-Guide-Filter-Hotels) for a delightful theatre performance, or catch a film at the [Strand Theater](https://www.expedia.ca/Strand-Theater-Hotels.0-l553248621532665486-0.Travel-Guide-Filter-Hotels) for a romantic evening. For a fun-filled adventure, head to the [Adventure Racing Family Fun Center](https://www.expedia.ca/Adventure-Racing-Family-Fun-Center-Hotels.0-l6210981-0.Travel-Guide-Filter-Hotels), perfect for the whole family. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Chestertown When planning your trip to Chestertown, New York, consider visiting during January, March, or November for lower accommodation rates. Tuesdays are typically the least expensive days to stay, while Saturdays are the most costly. Use Expedia to compare prices and book packages that combine flights and activities for better savings. Explore free outdoor activities in the area, and take advantage of local public transport options to cut travel costs. By planning your visit during the off-peak season and refining your search for budget-friendly accommodations, you can enjoy a more affordable vacation. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Chestertown are January, March and November, where the prices are slightly lower. This is in comparison to July to September, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Chestertown is Tuesday. The most expensive day to stay in Chestertown is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your options based on your budget, desired location, and preferred type of accommodation. To find the most affordable prices and offers, simply arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Chestertown with flights and activities through an Expedia package. ### Find the best attractions in and around Chestertown Chestertown, New York, offers a picturesque setting for outdoor enthusiasts and couples seeking a romantic getaway. With its stunning lakes, charming beaches, and inviting island resorts, the area is perfect for those looking to immerse themselves in nature. Visitors can enjoy a variety of scenic experiences, making it an ideal spot for relaxation and adventure alike. Whether you’re exploring Chestertown or nearby attractions, there’s no shortage of memorable activities to partake in. - **[The Sagamore Golf Club: ](https://www.expedia.ca/The-Sagamore-Golf-Club-Hotels.0-l828201277410185216-0.Travel-Guide-Filter-Hotels)** Nestled on an island resort 12.9km from Chestertown, The Sagamore Golf Club offers a unique golfing experience surrounded by stunning views of the Adirondacks and serene waters. Play a round of golf while enjoying the luxury amenities of the resort, making it a perfect spot for relaxation and recreation. - **[Friends Lake: ](https://www.expedia.ca/Friends-Lake-Hotels.0-l553248635976195601-0.Travel-Guide-Filter-Hotels)** Located within Chestertown, Friends Lake is a picturesque spot ideal for outdoor activities. With its beautiful beach and scenic views, it provides a romantic atmosphere for couples and a tranquil retreat for families looking to enjoy nature. - **[Natural Stone Bridge and Caves: ](https://www.expedia.ca/Natural-Stone-Bridge-And-Caves-Hotels.0-l6230830-0.Travel-Guide-Filter-Hotels)** Just 11.3km from Chestertown, this adventure-filled site features impressive caves and unique rock formations. Explore the natural beauty and engage in outdoor activities, making it a perfect destination for thrill-seekers and nature lovers alike. ### Best time to go to Chestertown The best time to visit Chestertown can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chestertown falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chestertown falls in January, visitor numbers are average and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 20.3°F (-6.5°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | February | 22.3°F (-5.4°C) | Light Rain | Mostly Cloudy | Average | Average | | March | 30.4°F (-0.9°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | April | 42.6°F (5.9°C) | Light Rain | Mostly Cloudy | Average | Average | | May | 55.9°F (13.3°C) | Light Rain | Mostly Sunny | Average | Average | | June | 63.1°F (17.3°C) | Light Rain | Mostly Sunny | Slightly High | Average | | July | 69.1°F (20.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | September | 60.3°F (15.7°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 48.6°F (9.2°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | | November | 36.1°F (2.3°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 27.5°F (-2.5°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | ### The nearest major airports for your trip to Chestertown If you're planning a visit to Chestertown, New York, the nearest major airports are Rutland Southern Vermont Regional ([RUT](https://www.expedia.ca/Rutland-Southern-Vermont-Regional-Airport-Hotels.0-aRUT-0.Travel-Guide-Filter-Hotels)) and Adirondack Regional ([SLK](https://www.expedia.ca/Adirondack-Regional-Airport-Hotels.0-aSLK-0.Travel-Guide-Filter-Hotels)). Rutland is located 70.8km from Chestertown, with nearby hotels like [Killington Mountain Lodge](https://www.expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) and [Killington Grand Hotel](https://www.expedia.ca/Killington-Hotels-Killington-Grand-Hotel.h693673.Hotel-Information), both offering convenient accommodations. Saranac Lake Airport is 86.9km away, with excellent options such as Hotel Saranac and [Ampersand Bay Resort](https://www.expedia.ca/Saranac-Lake-Hotels-Ampersand-Bay-Resort.h71632176.Hotel-Information). Lake Placid Airport ([LKP](https://www.expedia.ca/Lake-Placid-Airport-Hotels.0-aLKP-0.Travel-Guide-Filter-Hotels)) is 69.2km distant, featuring fine lodgings like [The Whiteface Lodge](https://www.expedia.ca/Lake-Placid-Hotels-The-Whiteface-Lodge.h1343777.Hotel-Information) and [High Peaks Resort](https://www.expedia.ca/Lake-Placid-Hotels-High-Peaks-Resort.h2163041.Hotel-Information). These airports provide various transportation services to ensure a smooth journey to Chestertown. ## Recent reviews of Chestertown hotels ![Courtyard by Marriott Lake George](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/f47df569_y.jpg) ### Courtyard by Marriott Lake George 5/5 Excellent "Everything was great" A verified traveller stayed at Courtyard by Marriott Lake George Posted 2 days ago [](https://expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.Hotel-Information) ![Home2 Suites by Hilton Queensbury Lake George](https://images.trvl-media.com/lodging/24000000/23380000/23379400/23379339/aecf7228_y.jpg) ### Home2 Suites by Hilton Queensbury Lake George 5/5 Excellent "Room for as ready early after long trip and staff person was very nice when we got here !" A verified traveller from Derwood stayed at Home2 Suites by Hilton Queensbury Lake George Posted 2 days ago [](https://expedia.ca/Lake-George-Hotels-Home2-Suites-By-Hilton-Queensbury-Lake-George.h23379339.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 5/5 Excellent "Love the North Country. Nice hotel thats been around for a piece" A verified traveller stayed at Country Inn & Suites by Radisson, Lake George (Queensbury), NY Posted 3 days ago [](https://expedia.ca/Lake-George-Hotels-Country-Inn-Suites-By-Radisson.h1503683.Hotel-Information) ![Six Flags Great Escape Lodge & Indoor Waterpark](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/fcd6f5d2_y.jpg) ### Six Flags Great Escape Lodge & Indoor Waterpark 5/5 Excellent "Everything was perfect, kids enjoyed the whole experience with Santa & his friends, waterpark and also the room. Everything was spotless. Definitely going back! " A verified traveller stayed at Six Flags Great Escape Lodge & Indoor Waterpark Posted 4 days ago [](https://expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Lake George](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/4b0bd02a_y.jpg) ### La Quinta Inn & Suites by Wyndham Lake George 5/5 Excellent "The breakfast staff were incredibly welcoming and attentive, making our morning meal feel like a warm, personalized treat! " A verified traveller stayed at La Quinta Inn & Suites by Wyndham Lake George Posted 4 days ago [](https://expedia.ca/Lake-George-Hotels-The-George-NY.h82499882.Hotel-Information) ![The Queensbury Hotel](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/c38b9040_y.jpg) ### The Queensbury Hotel 5/5 Excellent "Outstanding in every way…highly recommend " A verified traveller stayed at The Queensbury Hotel Posted 5 days ago [](https://expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) ![Lodge at Schroon Lake](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/060fd21f_y.jpg) ### Lodge at Schroon Lake 5/5 Excellent "Nice restaurant- welcoming staff, good live music! " A verified traveller stayed at Lodge at Schroon Lake Posted 9 days ago [](https://expedia.ca/Schroon-Lake-Hotels-Lodge-At-Schroon-Lake.h92466918.Hotel-Information) ![Hampton Inn & Suites Lake George](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/201ef456_y.jpg) ### Hampton Inn & Suites Lake George 5/5 Excellent "Very accommodating and friendly staff" A verified traveller stayed at Hampton Inn & Suites Lake George Posted 9 days ago [](https://expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.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 5/5 Excellent "Friendly staff, wonderful food, beautiful lake views, nice amenities. " A verified traveller from Maineville stayed at Fort William Henry Hotel and Conference Center Posted 11 days ago [](https://expedia.ca/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Chestertown that travellers recommend? > For couples seeking a romantic getaway, [Friends Lake Inn](https://www.expedia.ca/Lake-George-Hotels-Friends-Lake-Inn.h9675030.Hotel-Information) is an excellent choice with a traveller rating of 9.0\. This charming inn invites guests to indulge in couples dining and champagne service, enhancing the intimate experience. With its cozy fireplaces and luxurious bathrobes, [Friends Lake Inn](https://www.expedia.ca/Lake-George-Hotels-Friends-Lake-Inn.h9675030.Hotel-Information) sets the superb ambiance for a peaceful retreat. Guests can also enjoy the on-site billiards table, providing a fun way to spend quality time together. ### What are the best family hotels in Chestertown? ### What are the best spa hotels in Chestertown? ### What hotels in Chestertown offer free breakfast? ### What are the top pet-friendly hotels in Chestertown? > Another excellent option is [Friends Lake Inn](https://www.expedia.ca/Lake-George-Hotels-Friends-Lake-Inn.h9675030.Hotel-Information), which has earned a review score of 9.0\. This charming inn is situated in a picturesque landscape, providing easy access to nearby skiing and mountain climbing activities. Guests appreciate the cozy atmosphere, complete with fireplaces and premium bedding, making it a lovely getaway for couples looking for a romantic escape or families wanting to enjoy quality time together. See more [pet-friendly hotels in Chestertown](https://www.expedia.ca/chestertown-hotels-pet-friendly-hotel.0-0-d89045-tpetfriendlyhotel.travel-guide-filter-hotels). ### What are the best budget hotels in Chestertown? > For families specifically, [Pine Tree Motel & Cabins](https://www.expedia.ca/Lake-George-Hotels-Pine-Tree-Motel-Cabins.h8355292.Hotel-Information) is an excellent choice, rated 9.2 by guests. This friendly property features a range of family-focused amenities, such as a playground, beach toys, and cribs available for little ones. The ambiance here is welcoming and great for families with children, allowing parents to unwind while kids play freely. Plus, with easy access to nearby beaches and mountains, all members of the family can enjoy both relaxation and adventure in this beautiful setting. View all [budget hotels in Chestertown](https://www.expedia.ca/Chestertown-Hotels-Cheap-Hotels.0-0-d89045-tCheapHotels.Travel-Guide-Filter-Hotels). ### What are the most romantic hotels in Chestertown for couples? ### When is the best time to go to Chestertown? > Visitors in June can enjoy the vibrant atmosphere as local festivals and farmers' markets come to life, showcasing the region's rich culture and community spirit. This is an ideal time for couples and families alike, as the pleasant climate encourages leisurely strolls along the historic waterfront or picnics in one of the many picturesque parks. The long daylight hours provide ample opportunities for sightseeing, which can include a visit to the stunning Chestertown Historic District. > > > For those who are looking for a slightly quieter experience, September can be a fantastic choice. While the weather remains mild and inviting, with temperatures averaging around 19 to 25 Celsius, you'll find that the crowds have lessened, allowing for a more relaxed exploration of Chestertown's local attractions. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Chestertown hotel booking with Expedia? ### How much is the nightly rate at a Chestertown hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Farmstay in Adirondack ](https://www.expedia.ca/Adirondack-Agritourism.d6349269-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Adirondack ](https://www.expedia.ca/Adirondack-Apart-Hotels.d6349269-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Adirondack ](https://www.expedia.ca/Adirondack-Bed-And-Breakfast.d6349269-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Adirondack ](https://www.expedia.ca/Adirondack-Cabins.d6349269-aaCabins.Travel-Guide-Accommodation) - 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