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Chestertown, Maryland, United States

Looking for a charming getaway? Look no further than Chestertown, a historic town in Maryland that is sure to steal your heart. This quaint little town is known for its stunning waterfront and beautiful brick mansions. Whether you're a history buff or just looking for a peaceful escape, Chestertown is the perfect destination for you.

When it comes to accommodations, Chestertown has a variety of charming hotels that will make your stay memorable. Imagine waking up in a cozy bed, surrounded by the historic charm of the town. From boutique hotels to charming bed and breakfasts, you'll find the perfect place to rest your head after a day of exploring.

While you're in town, be sure to check out the Chestertown Tea Party Festival, a celebration of the town's colonial heritage. Watch as re-enactors recreate the famous "tea party" on the Chester River, or join in on the colonial music and dance performances. And don't forget to take a stroll down the town's main street on First Friday, when local shops open their doors and put their merchandise on display.

So why wait? Pack your bags and head to Chestertown, where history meets charm and relaxation awaits. Whether you're exploring the historic district or enjoying the scenic beauty of the waterfront, Chestertown is a hidden gem that is sure to leave a lasting impression. Don't miss out on the opportunity to experience the magic of this charming town. Book your stay today and discover the beauty of Chestertown for yourself.

Best Hotels in Chestertown

Bathroom in Brampton Bed and Breakfast Inn

Brampton Bed and Breakfast Inn

Free Private Parking

Adults only

Free wifi

Experience the charm of Brampton Bed and Breakfast Inn in Chestertown, a 5-star oasis just 1.5mi from the city center. This adults-only retreat offers a serene atmosphere with stunning garden views, private parking, and free WiFi. Guests can unwind in the spa tub or enjoy the tranquility of the picnic area. With extra-long beds for ultimate comfort and non-smoking rooms, our inn caters to discerning travelers seeking relaxation and luxury. Enjoy a complimentary breakfast to start your day right. Discover why Brampton Bed and Breakfast Inn stands out among other accommodations with its exceptional amenities and personalized service.

Property Building in Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

Free parking

Free wifi

Fitness center

Welcome to Comfort Inn & Suites Chestertown, a 2-star hotel conveniently located just 1.3mi from the city center of Chestertown, Maryland. What sets us apart from others is our commitment to guest satisfaction. Start your day off right with our complimentary breakfast, and enjoy our free WiFi throughout the hotel. Stay active in our fitness center or on our golf course for an additional charge. Our 24-hour front desk and business center are available to meet your needs. With amenities like free parking, air conditioning, and non-smoking rooms, we strive to make your stay comfortable and convenient.

Which 5-star hotels are the most popular?

The Brampton Bed and Breakfast Inn is a popular 5-star hotel in Chestertown city. With prices starting from $306, the inn offers a delightful stay in a peaceful setting. Located just 1.5mi from the city center, guests can enjoy easy access to all the attractions the city has to offer.

One of the standout features of the Brampton Bed and Breakfast Inn is their delicious breakfast, which is included in the stay. Guests can start their day off right with a hearty meal before heading out to explore Chestertown. The inn also caters to pet owners, offering a pet-friendly environment. In addition, the inn provides free private parking for guests, making it convenient for those traveling by car.

The amenities at Brampton Bed and Breakfast Inn are designed to provide comfort and relaxation. The inn features a spa tub, perfect for unwinding after a long day of sightseeing. The rooms are equipped with air conditioning and offer garden views, creating a tranquil atmosphere. The beds are extra long, measuring over 6.5ft, ensuring a comfortable sleep. The inn also offers free WiFi, allowing guests to stay connected during their stay.

Frequently Asked Questions

What is the lowest price of hotels in Chestertown?

Looking for an affordable stay in Chestertown? Look no further than Comfort Inn & Suites! With prices starting from just $158, this hotel is a great option for budget-conscious travelers. Plus, they even offer breakfast to make your stay even more enjoyable.

What is the average price of hotels in Chestertown?

The average price of hotels in Chestertown is $283 for 5-star luxury accommodations. So, get ready to indulge in a delightful stay without breaking the bank. Pack your bags and experience the lavishness that Chestertown has to offer at an affordable price!

What are the best hotels in Chestertown center?

Looking for the best hotels in Chestertown center? Look no further! Head over to Brampton Bed and Breakfast Inn, where you can enjoy a cozy stay starting from $306. And if you're looking for a more affordable option, Comfort Inn & Suites Chestertown offers rooms starting from just $107. Plus, both hotels provide a delicious breakfast to start your day off right!