Best hotels and places to stay in Chestertown
Why visit?
Chestertown, located in New York, is a charming town with a rich history and breathtaking natural beauty. Visitors can explore serene lakes, indulge in outdoor activities, and discover the towns quaint shops and restaurants. With a range of comfortable accommodations available, Chestertown is an ideal destination for a relaxing and enjoyable getaway.
Where to stay?
Downtown Chestertown: For a convenient and immersive experience, staying in downtown Chestertown is the way to go. Here, youll find a variety of hotels, such as the Chestertown Hotel and the Main Street Lodge, offering comfortable rooms and easy access to the towns attractions, including art galleries, antique shops, and local eateries. With breathtaking views of the surrounding Adirondack Mountains, downtown Chestertown provides an authentic small-town experience.
Brant Lake: Situated just a short distance from Chestertown, Brant Lake offers visitors a serene and picturesque retreat. The Sunset Mountain Lodge is a popular choice here, offering cozy accommodations amid peaceful surroundings. Guests can enjoy activities like fishing, boating, and hiking, making it an excellent choice for nature enthusiasts. This area is also home to numerous lakefront vacation rentals that provide a more private and secluded stay.
Loon Lake: Nestled in the heart of the Adirondack Mountains, Loon Lake is an idyllic destination for those seeking tranquility and outdoor adventures. The Friends Lake Inn is a luxury resort that combines rustic charm with modern amenities. Guests can enjoy scenic views, relax by the lake, or indulge in gourmet dining experiences. Loon Lake is also perfect for outdoor activities like swimming, kayaking, and exploring nearby hiking trails.
What is the price per hotel room per night?
3-star hotels: The average price per night is around $100 to $150.
4-star hotels: The average price per night is around $150 to $250.
5-star hotels: The average price per night is around $250 to $400.
Best value for money:
The Lamplighter Motel: Located in Chestertown, this affordable motel offers comfortable rooms with amenities like mini-fridges and microwaves. The Lamplighter Motel provides excellent value for money with its friendly staff and convenient location near popular attractions and dining options in town.
Friends Lake Inn: While slightly higher in price, Friends Lake Inn offers a unique blend of luxury and affordability. This charming hotel provides beautifully decorated rooms, an on-site restaurant serving farm-to-table cuisine, and access to outdoor activities like hiking and fishing. Guests will appreciate the value provided by the combination of upscale amenities and a tranquil lakeside setting.
Adirondack Diamond Point Lodge: Situated just a short drive from Chestertown in Diamond Point, this lodge offers affordable rates and comfortable accommodation. The Adirondack Diamond Point Lodge boasts a friendly atmosphere, clean rooms, and proximity to Lake George and its attractions, making it a great choice for travelers seeking value for their money.
Best kid-friendly hotels:
The Octagon Lodge: Located in Chestertown, The Octagon Lodge offers family-friendly rooms and a range of activities for children. With a swimming pool, playground, and easy access to hiking trails, this hotel provides entertainment and adventure for the whole family.
The Sagamore Resort: Situated on the shores of Lake George, a short distance from Chestertown, The Sagamore Resort is a perfect choice for families. The resort offers a kids club, a pool with a waterslide, and a variety of outdoor activities, such as kayaking and paddleboarding, providing endless fun for children.
Best hotels for a romantic getaway:
Friends Lake Inn: With its luxurious rooms, intimate ambiance, and scenic lakeside location, Friends Lake Inn is an ideal option for a romantic escape. Guests can enjoy couples massage treatments, fine dining experiences, and peaceful walks along the lake, creating cherished moments together.
The Lamplighter Motel: While not exclusively marketed as a romantic hotel, The Lamplighter Motel offers cozy rooms at an affordable price. Couples can enjoy a comfortable stay, explore the charming town of Chestertown, and indulge in romantic candlelit dinners at nearby local restaurants.
Best for location:
The Chestertown Hotel: Situated in the heart of downtown Chestertown, this hotel offers easy access to shops, restaurants, and local attractions. Guests can immerse themselves in the vibrant atmosphere of the town and explore everything it has to offer just steps away from their accommodation.
The Fern Lodge: Located on a secluded hillside overlooking Friends Lake, The Fern Lodge provides a quiet and peaceful retreat. With its serene setting and proximity to nature trails, guests can enjoy the beauty of the Adirondacks while still being within driving distance of Chestertown and its amenities.
The Main Street Lodge: Nestled in downtown Chestertown, The Main Street Lodge offers convenience and charm. Guests can enjoy the towns attractions and easily access nearby scenic spots like Loon Lake and Brant Lake, ensuring a well-rounded vacation experience.
Best for a short city break:
The Waters Edge Inn: Situated on the shores of Lake George, The Waters Edge Inn is a comfortable retreat for a quick city break. With its lakefront location and access to various water sports, guests can make the most of their short getaway while enjoying stunning views.
The Sunset Mountain Lodge: Located in Brant Lake, a short distance from Chestertown, The Sunset Mountain Lodge offers a peaceful and serene setting, perfect for a relaxing city break. Guests can unwind in comfortable rooms, soak in breathtaking views, and explore the natural wonders of the Adirondacks.
