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.
Brittney was amazing!! She helped make our honeymoon spectacular, and the gift bag from the hotel crew was super thoughtful too. Rooftop is a 10/10 and the lounge area is super cozy. So centrally located, but it still feels like a getaway. Thank you Lake George and the Courtyard crew!
Brittney was amazing!! She helped make our honeymoon spectacular, and the gift bag from the hotel crew was super thoughtful too. Rooftop is a 10/10 and the lounge area is super cozy. So centrally located, but it still feels like a getaway. Thank you Lake George and the Courtyard crew!
Anonymous traveler
Reviewed October 30, 2023Reviewed October 30, 2023
This is by far the best Hampton Inn we have ever stayed in. The staff especially Sheri were so friendly and helpful. Breakfast and staff in breakfast area were helpful and made sure you had everything you needed. All hotels need to take a lesson from them.
This is by far the best Hampton Inn we have ever stayed in. The staff especially Sheri were so friendly and helpful. Breakfast and staff in breakfast area were helpful and made sure you had everything you needed. All hotels need to take a lesson from them.
theresa A.
Reviewed November 13, 2026Reviewed November 13, 2026
As soon as we walked into this room, the first thing to see was the beautiful view
of Lake George thru the patio doors, and out onto the porch. The view was magnificent!
Then, wanting to get our luggage taken care of, we went about putting toiletries in the bathroon, and clothes in the closet. I am probably phobic when it comes to staying somewhere other than home. I don't want to stay in someone else's dust. I was struck by the cleanliness of the bedroom, the bathroom, the mini kitchen, the...
As soon as we walked into this room, the first thing to see was the beautiful view
of Lake George thru the patio doors, and out onto the porch. The view was magnificent!
Then, wanting to get our luggage taken care of, we went about putting toiletries in the bathroon, and clothes in the closet. I am probably phobic when it comes to staying somewhere other than home. I don't want to stay in someone else's dust. I was struck by the cleanliness of the bedroom, the bathroom, the mini kitchen, the...
For such a small town this hotel is perfect! Very nice rustic rooms, comfortable beds. Cozy fire place! Nice and clean! Love that you don't need to check in!
For such a small town this hotel is perfect! Very nice rustic rooms, comfortable beds. Cozy fire place! Nice and clean! Love that you don't need to check in!
Anonymous traveler
Reviewed October 15, 2016Reviewed October 15, 2016
One of the best hotel stays we have had. Staff was amazing, property and rooms was immaculate, and all the amenities and basic essentials you could possibly need during your stay. It’s was such a great experience we spent more time on property and in the room then we did exploring the area. We felt at home. Beds were comfortable and the rooms always smelled really nice and refreshing. Hotel front office/desk staff was genuinely nice and accommodating.
One of the best hotel stays we have had. Staff was amazing, property and rooms was immaculate, and all the amenities and basic essentials you could possibly need during your stay. It’s was such a great experience we spent more time on property and in the room then we did exploring the area. We felt at home. Beds were comfortable and the rooms always smelled really nice and refreshing. Hotel front office/desk staff was genuinely nice and accommodating.
The Gore Mountain Lodge is a wonderful and unique spot minutes from Gore Mountain ski area and the fun town of North Creek. Rooms are clean, comfortable and creatively decorated. It does not feel like a motor inn. We will go back.
The Gore Mountain Lodge is a wonderful and unique spot minutes from Gore Mountain ski area and the fun town of North Creek. Rooms are clean, comfortable and creatively decorated. It does not feel like a motor inn. We will go back.
Anonymous traveler
Reviewed October 12, 2014Reviewed October 12, 2014
Prices for cottages in Chestertown range between and per night. Whatever your budget, you're sure to find the perfect place to immerse yourself in nature. These prices were 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.
How many cottages are there in Chestertown?
You can choose from cottages in Chestertown. No matter if you're traveling with the little ones or planning a weekend break with close friends, Expedia can help you find the ideal property to reconnect with nature.
Are there any family-friendly cottages in Chestertown?
If you want to slow the pace down a notch in Chestertown, make a booking for the crew at Sunset Mountain Lodge. With a 3-star rating and conveniences like a playground and WiFi, you'll have no trouble settling in at this family-friendly cottage. After checking in and kicking back together in your cozy digs, it's time to head out and discover the local sights. Natural Stone Bridge and Caves and Loon Lake Beach are top family-friendly attractions in Chestertown.
Why book your cottage in Chestertown with Expedia?
Booking a cottage in Chestertown is as simple as entering your travel dates and picking your ideal place for a vacation in the outdoors. From chic retreats to budget-friendly stays and cottages that have perks like free WiFi, Expedia has something for all tastes. As for terrific deals? We've got them as well!
How can I find cheap cottages in Chestertown?
The easiest way to score cheap cottages in Chestertown is with Expedia's handy filter tool. Tailor your search results by amenities, budget and star rating to secure unbeatable prices in just a few keystrokes.
What is there to do in Chestertown near my cottage?
If you want to make the most of your time in Chestertown, make your way to Loon Lake Beach. It's popular among visitors and locals alike.