Best hotels and places to stay in Chestertown
Why visit?
Chestertown, located in the United States, is a charming town that offers a perfect blend of history, beauty, and tranquility. With its well-preserved historic district, picturesque waterfront, and vibrant arts scene, Chestertown has plenty to offer tourists seeking a unique and memorable experience.
Where to stay?
When choosing where to stay in Chestertown, there are several areas that are worth considering. Each area has its own distinct charm and appeal, allowing visitors to find accommodations that suit their preferences.
Historic Downtown: Staying in the heart of the historic district puts you within walking distance of the town's main attractions, including the brick-lined streets, colonial-era buildings, galleries, and boutiques. This area offers a charming and convenient base for exploring Chestertown's history and culture.
Waterfront: For those who enjoy scenic views and a tranquil atmosphere, staying near the waterfront is a great choice. You'll have easy access to the Chester River, where you can relax along the shoreline, go for a boat ride, or simply enjoy the serenity of the water.
Outskirts: If you prefer a quieter setting and want to be surrounded by nature, consider staying on the outskirts of Chestertown. This area provides a peaceful retreat where you can enjoy the beauty of the surrounding countryside, with easy access to hiking trails and other outdoor activities.
Price per hotel room per night:
In Chestertown, the average price per hotel room per night varies depending on the star rating of the hotel. Generally, you can expect the following average prices:
3-star hotels: $100-$150 per night
4-star hotels: $150-$250 per night
5-star hotels: $250 and above per night
Best value for money:
The Imperial Hotel: Offering comfortable rooms at affordable rates, The Imperial Hotel provides excellent value for money. It features modern amenities and a convenient location in the historic district, making it a popular choice among budget-conscious travelers.
The Chestertown Inn: With its cozy rooms, friendly staff, and reasonable prices, The Chestertown Inn is another great option for travelers seeking value for money. Located in the heart of downtown, it offers easy access to the town's main attractions.
The Riverfront Inn: Combining reasonable rates with a stunning waterfront location, The Riverfront Inn is an ideal choice for those looking for affordable accommodations with a view. It offers comfortable rooms and a range of amenities to ensure a pleasant stay.
Best kids-friendly hotels:
Chesapeake Landing: Known for its family-friendly atmosphere, Chesapeake Landing offers spacious rooms and a variety of amenities for children. It features a pool, playground, and easy access to family-friendly activities in Chestertown.
The Waterfront Resort: Nestled along the waterfront, The Waterfront Resort provides a scenic backdrop for family vacations. With its spacious suites, outdoor pool, and proximity to attractions suitable for kids, it is a top choice for families visiting Chestertown.
Best hotels for a romantic getaway:
The Inn at Mitchell House: Surrounded by beautiful gardens and rolling hills, The Inn at Mitchell House offers a romantic and secluded retreat. Its elegant rooms, personalized service, and tranquil setting make it the perfect choice for couples seeking a romantic getaway.
Brampton Inn: Set amidst lush gardens and scenic countryside, Brampton Inn provides a charming and romantic atmosphere. With its cozy rooms, gourmet breakfast, and welcoming hospitality, it is an ideal destination for couples looking to unwind and reconnect.
Best for location:
The Imperial House: Located in the heart of downtown, The Imperial House offers easy access to Chestertown's historic district, shops, restaurants, and cultural sites. Its central location makes it convenient for exploring the town on foot.
The Waterfront Plaza Hotel: Situated right on the waterfront, The Waterfront Plaza Hotel provides breathtaking views and immediate access to the river. It is also within walking distance of downtown, combining convenience with picturesque surroundings.
The Chestertown Inn & Courtyard: Centrally located on High Street, The Chestertown Inn & Courtyard offers close proximity to the town's main attractions, including shops, galleries, and restaurants. Its convenient location makes it an excellent choice for exploring Chestertown.
Best for a short city break:
The River House Inn: Offering a boutique-style experience, The River House Inn is an ideal choice for a short city break. Its cozy rooms, friendly staff, and proximity to downtown make it a convenient and comfortable option for a quick getaway.
Dixon House: Located in the historic district, Dixon House provides a charming and intimate setting for a short city break. Its beautifully decorated rooms and warm hospitality create a cozy ambiance, ensuring a relaxing stay.
