Title: Book the Best PET FRIENDLY Hotels in Chestertown, NY from CA $102 - Chestertown Dog-Friendly Hotels | 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 Pet-friendly Hotels in Chestertown, NY from CA $102 ![](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 Pet-friendly Hotels Tonight [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-10-27&endDate=2025-10-28&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-10-28&endDate=2025-10-29&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chestertown Pet-friendly Hotels ![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/6000000/5180000/5179400/5179323/1ecb8cef.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) ![Front of property](https://images.trvl-media.com/lodging/6000000/5180000/5179400/5179323/8fc3ec9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alpine Lodge North Creek 9.0/10 Wonderful (648) "Always love staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodi CA $122 CA $151 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.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) ![Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/ac07d29e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Double Bed, Accessible, Non Smoking (Bathtub) | BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/480bcdc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Lake George/Warrensburg Area Lake George 8.6/10 Excellent (1001) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patty CA $98 CA $109 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.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) ![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) ![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) ### The Queensbury Hotel Glens Falls 9.4/10 Exceptional (1395) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $131 CA $145 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.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) ![Suite, One King Bed, Non-Smoking | Living area](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/98f82ace.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) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/7a626a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Lake George Lake George 8.8/10 Excellent (1004) "Very pet friendly!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $134 CA $149 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11960000/11958100/11958004/7c445aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds](https://images.trvl-media.com/lodging/12000000/11960000/11958100/11958004/2dce92ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 2 Bedrooms, 2 Bathrooms](https://images.trvl-media.com/lodging/12000000/11960000/11958100/11958004/w1242h889x0y5-65aecaab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11960000/11958100/11958004/cea3ab15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luzerne Court Motel Lake Luzerne 9.4/10 Exceptional (316) "This is our second time staying here and it was just perfect for our weekend getaway." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tracy CA $153 CA $169 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Lake-George-Hotels-Luzerne-Court-Motel.h11958004.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) ![Exterior](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/cd5678ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/5389bae9.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) ### La Quinta Inn & Suites by Wyndham Lake George Lake George 9.0/10 Wonderful (1703) "Great place for a weekend to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $136 CA $151 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Lake-George-Hotels-The-George-NY.h82499882.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/12000000/11010000/11005300/11005273/d64038ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/12000000/11010000/11005300/11005273/56369705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/12000000/11010000/11005300/11005273/9d603462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/12000000/11010000/11005300/11005273/6851684c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mohican Resort Motel Lake George 9.0/10 Wonderful (166) "It was clean and quiet. Very convient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) shawn CA $92 CA $102 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Lake-George-Hotels-Mohican-Motel.h11005273.Hotel-Information) ![Deluxe Cabin](https://images.trvl-media.com/lodging/4000000/3150000/3148800/3148795/d23f6317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/4000000/3150000/3148800/3148795/b0d27b28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3150000/3148800/3148795/44fd7308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Cabin](https://images.trvl-media.com/lodging/4000000/3150000/3148800/3148795/d4a8ce7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maple Leaf Motel Schroon Lake 8.8/10 Excellent (526) "I highly recommend this place, The Best Motel, I, Ever Stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele CA $150 CA $169 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Schroon-Lake-Hotels-Maple-Leaf-Motel.h3148795.Hotel-Information) ![Business centre](https://images.trvl-media.com/lodging/1000000/30000/23700/23630/cf943129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23700/23630/87fbfbf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23700/23630/3fd7bb67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/23700/23630/5a498a8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Queensbury / Lake George Queensbury 7.4/10 Good (1011) "Stayed for 4 nights, clean, quiet, great staff, convenient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina CA $104 CA $115 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Lake-George-Hotels-Baymont-By-Wyndham-Queensbury-Lake-George.h23630.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/29d03cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking (Pet Friendly)](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/c4ea23c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/9142b6db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/efe49124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Creek Lodge at Gore Mountain North Creek 8.0/10 Very good (402) "Mattresses were incredibly comfortable, room felt clean. Only thing we did not like was that there was not a deadbolt on the door. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $159 CA $177 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Lake-George-Hotels-Black-Mountain-Lodge.h7510444.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=2025-11-10&endDate=2025-11-11®ionId=89045&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Chestertown ### Discover top Chestertown attractions with your pet Chestertown, New York, is a delightful haven for pet owners, offering a wealth of activities and sights to explore with your furry friends. Start your adventure at the beautiful Loon Lake Park, where you can enjoy scenic trails and picnic spots—perfect for a leisurely day out with your dog. The vibrant Chestertown Farmer's Market is another must-visit, where you can browse local produce and crafts while your pet enjoys the bustling atmosphere. If you’re up for a bit of adventure, the nearby Hudson River provides opportunities for kayaking or paddleboarding, allowing you to explore the stunning waterways together. For those who love hiking, the nearby Pharaoh Lake Wilderness Area offers a variety of trails where you and your pet can immerse yourselves in nature. After a day of exploring, unwind at one of the pet-friendly hotels in the charming downtown area, where you can expect attentive service and comfortable amenities that cater to both you and your pets. With spacious rooms and easy access to outdoor areas, you’ll find it a breeze to settle in and enjoy the beautiful surroundings. ### Find the best pet-friendly hotels in Chestertown For pet owners planning a visit to Chestertown, New York, these hotels offer welcoming stays with plenty of amenities for both you and your furry friends. Enjoy comfortable accommodations and pet-friendly features that ensure a delightful getaway for all. [Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing](https://www.expedia.ca/Chestertown-Hotels-Modern-Cabin-W-Hot-Tub-Minutes-To-Lakes-Skiing.h87344475.Hotel-Information) - **Why it's great for a pet-friendly vacation:** For those seeking a peaceful retreat with their pets, the Modern Cabin w/ Hot Tub is an ideal choice. This stunning hotel boasts a perfect review rating of 10.0 and allows pets, making it a welcoming haven for furry friends. With a hot tub for relaxation after a day of adventure, guests can unwind in comfort. - **Other amenities:** The cabin features a fully equipped kitchen, outdoor play area for children, and easy access to lakes and ski resorts. Guests can enjoy onsite parking, a patio for outdoor dining, and nearby fishing and hiking opportunities. The cabin’s inviting atmosphere is complemented by a fireplace and games for entertainment, ensuring a memorable stay for both guests and their pets. - **Nearby attractions:** Loon Lake - 2.4 km, Loon Lake Beach - 2.4 km [Pine Tree Motel & Cabins](https://www.expedia.ca/Lake-George-Hotels-Pine-Tree-Motel-Cabins.h8355292.Hotel-Information) - **Why it's great for a pet-friendly vacation:** Pine Tree Motel & Cabins is a fantastic choice for travelers who want to include their pets in their adventure. With an impressive guest review rating of 9.2, it offers a range of pet-friendly amenities, including permitted in-room stays for pets, ensuring your furry companion feels right at home. The motel features a terrace and patio where guests can relax while enjoying the beautiful surroundings. - **Other amenities:** Guests can take advantage of a yard space for outdoor play, free parking options, and easy access to nearby beaches and mountains. For families, there are playgrounds and various toys available for children. Daily housekeeping, air conditioning, and a sofa bed add to the comfort of your stay, while nearby activities such as kayaking, motorboating, and hiking offer plenty of adventure opportunities. - **Nearby attractions:** Loon Lake - 0.9 km, Loon Lake Beach - 1 km ## 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 "Although only for one night, we looked forward to our stay at this "boutique" hotel. The property turned out to be larger than we expected, but pleasant. The staff were universally cheerful, helpful, and informative - especially at the front desk. Our room was very large and comfortable, although the walls were varying shades of (battleship) grey and the furniture blocky and institutional. We see an opportunity for creative, colorful redecoration. The bathroom was cute/ small/ clean. Would benefit from an additional shelf to put our bathroom kits. Our 3rd floor room overlooked another roof so a higher floor would likely have a better view. We had breakfast in the elegant dining room, where we were able to apply our $20 VIP coupon to a delicious meal. All-in-all an enjoyable and restful stay." [](https://expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) ![Pine Tree Motel & Cabins](//images.trvl-media.com/lodging/9000000/8360000/8355300/8355292/29c27732_y.jpg) ### Pine Tree Motel & Cabins 10/10 Excellent "Came here for the weekend with my husband and my dog! The place is really nice, clean " [](https://expedia.ca/Lake-George-Hotels-Pine-Tree-Motel-Cabins.h8355292.Hotel-Information) ## Frequently asked questions ### What's the best pet-friendly hotel in Chestertown? > [Pine Tree Motel & Cabins](https://www.expedia.ca/Lake-George-Hotels-Pine-Tree-Motel-Cabins.h8355292.Hotel-Information) is a top pet-friendly option for your stay. [Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing](https://www.expedia.ca/Chestertown-Hotels-Modern-Cabin-W-Hot-Tub-Minutes-To-Lakes-Skiing.h87344475.Hotel-Information) is another good choice for a stay with your pet. ### What's the best time of year to travel to Chestertown with my pet? > When you're traveling with pets, keeping track of the weather can help you make the trip more safe and fun for everyone. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chestertown are January, March, November, and December, with each month seeing an average of 13 inches of snowfall. ### What is there to see and do with your pet in Chestertown? > Known for its waterfront, Chestertown has lots to offer visitors. See the local sights and visit Loon Lake Beach and Friends Lake. 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