Title: Book the Best ADVENTURE 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) ![](https://mediaim.expedia.com/destination/2/db61c46cb1c1e36f625f3b3e306714b5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Julie Miller # Find Hotels & Resorts for Couples in Chestertown, NY from CA $101 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 & Resorts for Couples Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-09-28&endDate=2025-09-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-09-29&endDate=2025-09-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chestertown Hotels & Resorts for Couples ![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) ![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) ![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 (1014) "Easy to locate and just minutes from Fort William Henry and town." CA $149 CA $165 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Lake-George-Hotels-Comfort-Inn-Suites.h1640103.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/e1ad3c32.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/ff1d0734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western of Lake George Lake George 7.8/10 Good (1013) "It was a nice place to stay had great breakfast and very clean " CA $99 CA $110 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Lake-George-Hotels-Best-Western-Of-Lake-George.h24945.Hotel-Information) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1610000/1608000/1607966/1b401302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1610000/1608000/1607966/032a0be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1610000/1608000/1607966/c5f95ba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily breakfast](https://images.trvl-media.com/lodging/2000000/1610000/1608000/1607966/cb046cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Queensbury 8.0/10 Very good (1004) "Great place to stay. " CA $117 CA $130 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Queensbury-Hotels-Quality-Inn.h1607966.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/5000000/4930000/4921300/4921228/08c0ba6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/5000000/4930000/4921300/4921228/4d78d521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Twin Room, 2 Single Beds (Adirondack Style)](https://images.trvl-media.com/lodging/5000000/4930000/4921300/4921228/ee99e346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/5000000/4930000/4921300/4921228/1d982876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doray Motel Lake George 8.4/10 Very good (187) "Very cute and clean rooms, staff was incredibly kind and friendly!" CA $91 CA $101 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Lake-George-Hotels-Doray-Motel.h4921228.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/115000000/114120000/114119400/114119391/fefad528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114120000/114119400/114119391/w1125h763x0y5-93819ba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin | Private kitchen](https://images.trvl-media.com/lodging/115000000/114120000/114119400/114119391/7d51ffd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114120000/114119400/114119391/87dd5dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lincoln Log Colony Lake George 9.0/10 Wonderful (6) "Clean room. Great price. Close to everything. Would book again." CA $184 CA $205 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Lake-George-Hotels-Lincoln-Log-Colony.h114119391.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803757/a4d97fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803757/b0b160e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803757/11c08599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803757/9445b03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marine Village Resort Lake George 8.8/10 Excellent (910) "We will be staying here again!" CA $155 CA $189 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Lake-George-Hotels-Marine-Village-Resort.h2803757.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=2025-10-12&endDate=2025-10-13®ionId=89045&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Chestertown Hotel Reviews ![The Queensbury Hotel](//images.trvl-media.com/lodging/1000000/50000/40400/40334/c38b9040_y.jpg) ### The Queensbury Hotel 10/10 Excellent "great staff" [](https://expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) ![Courtyard by Marriott Lake George](//images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/f47df569_y.jpg) ### Courtyard by Marriott Lake George 10/10 Excellent "The bed was very comfortable and the room was clean." [](https://expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.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 "Facility as a whole appears new. Very clean everywhere. Pool and hot tub were great. Restaurant and bar were busy and service was great. Rooms were very comfortable." [](https://expedia.ca/Lake-George-Hotels-Holiday-Inn-Lake-George-Turf.h1178.Hotel-Information) ![Lakefront Terrace Resort](//images.trvl-media.com/lodging/1000000/900000/899000/898952/7471e44f_y.jpg) ### Lakefront Terrace Resort 10/10 Excellent "Nice place we will come back" [](https://expedia.ca/Lake-George-Hotels-Lakefront-Terrace-Resort.h898952.Hotel-Information) ![Surfside On The Lake](//images.trvl-media.com/lodging/19000000/18600000/18593000/18593000/fcfb357c_y.jpg) ### Surfside On The Lake 10/10 Excellent "Very convenient and helpful staff" [](https://expedia.ca/Lake-George-Hotels-Surfside-On-The-Lake.h18593000.Hotel-Information) ![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 "Very good price for location." [](https://expedia.ca/Lake-George-Hotels-Baymont-By-Wyndham-Queensbury-Lake-George.h23630.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 "Property was very nice and clean Staff in the lunch area was rude and unfriendly actually left the restaurant without being served " [](https://expedia.ca/Lake-George-Hotels-The-Georgian-Lakeside-Resort.h1194009.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 "So much fun. Something was not functioning during our stay, and when we couldn't use the theme park tickets they gave us to make up for it, they gave us free meals. That was pretty sweet. The room was very comfortable, and my son loved the water park even though he could only use the lazy river " [](https://expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.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 "We’ve stayed here a number of times over the past several years attending various events in the area..Have always found it to be clean and quiet. Everything always works as it should. Staff are always pleasant and helpful. Cost is not unreasonable for the area. We have no reason to look elsewhere.. " [](https://expedia.ca/Lake-George-Hotels-Comfort-Inn-Suites.h1640103.Hotel-Information) ## Frequently asked questions ### How much do hotels for couples in Chestertown cost? > Prices for hotels for couples in Chestertown range between CA $101 and CA $205 per night. Whatever your budget, you're sure to find the perfect place that'll make both your partner and your wallet happy! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### What are the top motels for couples in Chestertown? > [Pine Tree Motel & Cabins](https://www.expedia.ca/Lake-George-Hotels-Pine-Tree-Motel-Cabins.h8355292.Hotel-Information) is a good choice, located around 3 kilometres northwest of downtown Chestertown. Offering individually decorated rooms and a firepit, this motel for couples is a great wallet-friendly place to share some quality time with your partner.With so many cultural, shopping and dining experiences to add to your Chestertown itinerary, it can be challenging to know where to start. [Loon Lake Beach](https://www.expedia.ca/Loon-Lake-Beach-Chestertown.d553248621554184980.Vacation-Attraction) and [Friends Lake](https://www.expedia.ca/Friends-Lake-Lake-George.d553248635976195601.Vacation-Attraction) are terrific places to get going on your sightseeing adventures. ### Why book your hotel for couples in Chestertown with Expedia? > We think that a vacation with your sweetheart should be a walk in the park, so if you're after a hotel for couples in Chestertown at a competitive rate, Expedia is here to help. Keep the budget in check and opt for a comfortable motel, or splurge and book a luxury hotel break to surprise the one you love the most. ### How can I find cheap hotels for couples in Chestertown? > A great way to locate cheap hotels for couples in Chestertown is with Expedia's user-friendly filter tool. Narrow your search by amenities, star rating and budget and nab awesome prices on properties where you can bliss out with your sweetheart. ### What is there to do in Chestertown near my hotel for couples? > The most practical travel accessory is a well-planned to-do list. 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