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 ![](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 & Resorts for Couples Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-10-15&endDate=2025-10-16&adults=2&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&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&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&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) ![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 (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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/ff1d0734.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) ### Best Western of Lake George Lake George 7.8/10 Good (1005) "It was a nice place to stay had great breakfast and very clean " CA $98 CA $108 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Lake-George-Hotels-Best-Western-Of-Lake-George.h24945.Hotel-Information) ![Room, Non Smoking, Lake View (Balcony, 2 King Beds)](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) ![Room, 1 King Bed, Non Smoking, Lake View (Balcony)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/db6cb3e0.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 (1009) "Great place to stay for enjoying the Lake George area." CA $167 CA $185 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1610000/1608000/1607966/c5f95ba4.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/2000000/1610000/1608000/1607966/1980b00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Queensbury 7.8/10 Good (1005) "Great place to stay. " CA $118 CA $131 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Queensbury-Hotels-Quality-Inn.h1607966.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/a8530560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/7c36798c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/59b5e6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/3dd62919.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) "a very nice place to stay" CA $142 CA $185 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803757/b509a607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marine Village Resort Lake George 8.8/10 Excellent (917) "We will be staying here again!" CA $156 CA $191 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Lake-George-Hotels-Marine-Village-Resort.h2803757.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/5000000/4930000/4921300/4921228/af588fcf.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) ### Doray Motel Lake George 8.4/10 Very good (189) "Very cute and clean rooms, staff was incredibly kind and friendly!" CA $91 CA $101 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Lake-George-Hotels-Doray-Motel.h4921228.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/20000000/19500000/19499300/19499232/eb5fc9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/20000000/19500000/19499300/19499232/6857b514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19500000/19499300/19499232/5f655082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19500000/19499300/19499232/b68c0847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GLAMP BERNICE ON BEAUTIFUL ADIRONDACK HOBBY FARM North River 9.8/10 Exceptional (40) "Been here several times and happily keep going back. Such an amazing niche this place is. We also kayaked on 13th lake while here" CA $181 CA $248 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/North-River-Hotels-GLAMP-BERNICE-ON-BEAUTIFUL-ADIRONDACK-HOBBY-FARM.h19499232.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/64000000/63360000/63358600/63358578/9629ebb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63360000/63358600/63358578/520e60a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63360000/63358600/63358578/727e3d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63360000/63358600/63358578/fdbb7e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adirondack Bungalow Getaway Warrensburg 10/10 Exceptional (62) "Great house!! Very clean!! Short drive to Lake George. Would definitely stay again!!" CA $138 CA $271 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lake-George-Hotels-Adirondack-Bungalow-Getaway.h63358578.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91090000/91087500/91087458/7819c89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91090000/91087500/91087458/baab35c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91090000/91087500/91087458/58e5bfe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91090000/91087500/91087458/387a1678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George Fort Ann 10/10 Exceptional (31) "Our family had a great time! What a beautiful setting-so scenic and serene on the lake. The hosts were very nice and welcoming, the house was very cute and very clean-we loved the screened in porch. We look forward to visiting again : )" CA $320 CA $603 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Fort-Ann-Hotels-Lakefront-Rustic-Cabin-Wfamily-Sized-Screened-Porch-Near-Lake-George.h91087458.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&nearby_group=recreation&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) ![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) ![Howard Johnson by Wyndham Lake George](//images.trvl-media.com/lodging/5000000/4580000/4572000/4571987/daeeb60e_y.jpg) ### Howard Johnson by Wyndham Lake George 10/10 Excellent "While not a 5 star hotel, the room and hotel was spotless. Service was excellent and bed was comfortable. We like the fact it was so close to everything. This will be our new go to place for Lake George" [](https://expedia.ca/Lake-George-Hotels-Howard-Johnson-By-Wyndham-Lake-George.h4571987.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 $603 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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