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TOP 30 Relaxing hotel stay in Chestertown, MD
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Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown is a cozy and comfortable lodging option located at 160 Scheeler Road in Chestertown, Maryland, United States. This charming inn offers a variety of rooms and suites to accommodate guests, whether they are traveling for business or pleasure. The convenient location provides easy access to local attractions, restaurants, and shopping. Guests can enjoy amenities such as free Wi-Fi, complimentary breakfast, and a fitness center. With its friendly staff and affordable rates, Red Roof Inn & Suites Chestertown is the perfect choice for a relaxing stay in this picturesque town.
Courtyard Inn
Courtyard Inn is a charming lodging establishment located at 6336 Church Hill Road in the picturesque town of Chestertown, Maryland. This cozy inn offers comfortable and well-appointed rooms, perfect for both leisure and business travelers. The Courtyard Inn provides a peaceful and relaxing atmosphere, making it an ideal place to unwind after a busy day exploring the nearby attractions or attending meetings in town. Guests can enjoy the convenience of being just a short drive away from local shops, restaurants, and historical sites. Whether you are visiting Chestertown for business or pleasure, Courtyard Inn offers a welcoming and hospitable environment for all guests.
Driftwood Inn
The Driftwood Inn is a charming lodging establishment located at 609 Washington Avenue in the picturesque town of Chestertown, Maryland. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With its convenient location near the waterfront and local attractions, the Driftwood Inn is the perfect home base for exploring all that Chestertown has to offer. Whether you're visiting for business or pleasure, the Driftwood Inn provides a convenient and comfortable stay for all travelers.
Angela's Cottage
Angela's Cottage is a charming store located at 335 High Street in Chestertown, Maryland. This quaint shop offers a variety of unique and handcrafted items, perfect for gifts or home decor. From handmade jewelry and pottery to locally sourced candles and artwork, Angela's Cottage has something for everyone. Step inside and browse through their collection of one-of-a-kind treasures, all while enjoying the cozy atmosphere of this inviting store. Whether you're looking for a special memento of your visit to Chestertown or a thoughtful present for a loved one, Angela's Cottage is the perfect place to find that special something.
The Lodge at Great Oak Landing
The Lodge at Great Oak Landing is a charming lodging facility located at 22170 Great Oak Landing Road in Chestertown, Maryland, United States. Nestled in a picturesque setting, this institution offers guests a peaceful retreat with stunning views of the surrounding natural beauty. The Lodge provides comfortable accommodations, excellent amenities, and exceptional service to ensure a memorable stay for visitors. Whether you are looking for a relaxing getaway or a fun-filled vacation, The Lodge at Great Oak Landing is the perfect choice for your next adventure.
Brampton Bed and Breakfast Inn
Located in Chestertown, Maryland, the Brampton Bed and Breakfast Inn offers comfortable and luxurious accommodations on 35 acres of landscaped gardens, meadows, and forest. With thirteen unique accommodations, including rooms in the manor house and private cottages, each room is carefully appointed with private en-suite bathrooms, luxury linens, smart TVs, and fast wireless internet. Enjoy a romantic retreat with amenities such as wood-burning fireplaces and modern ensuite bathrooms. The historic Brampton Inn, built in 1860 and listed on the National Registry of Historic Places, is a short distance from the quaint town of Chestertown and Washington College. Experience gourmet dining on the beautiful Renaissance Garden terrace or indulge in curated experiences such as a couples' float spa session or a private vineyard tour with wine tasting.
Hill's Inn
Hill's Inn is a charming lodging establishment located at 114 Washington Avenue in the historic town of Chestertown, Maryland. Our inn offers cozy and comfortable accommodations for guests looking to experience the beauty and charm of the Eastern Shore. Each room is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can relax in our inviting common areas or explore the nearby shops, restaurants, and attractions. Whether you're visiting for business or pleasure, Hill's Inn provides a welcoming and convenient home away from home.
White Swan Tavern
The White Swan Tavern is a charming historic inn located at 231 High Street in Chestertown, Maryland. This cozy lodging establishment offers a unique and memorable stay for guests visiting the United States. With its quaint atmosphere and convenient location, the White Swan Tavern provides a comfortable and welcoming experience for travelers looking to explore the beautiful town of Chestertown. Whether you are visiting for business or pleasure, the White Swan Tavern is the perfect place to relax and unwind during your stay in Maryland.
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