Chestertown Inn

Inn in Chestertown, Maryland, United States

  • Brampton Bed and Breakfast Inn

    The Brampton Bed and Breakfast Inn in Chestertown, Maryland is a romantic oasis perfect for private getaways and honeymoon accommodation and is a meticulously restored 1860 National Register manor house. This award winning bed and breakfast offers the grace and charm of a 19th century country estate, where you can leave the world outside the door, and simply relax in beautifully appointed guest rooms, that are comfortable with modern amenities, and there are secluded cottages available many with whirlpool tubs or spa showers, and all with unparalleled privacy. Freshly prepared a la carte breakfasts are served in the morning, and afternoon tea and refreshments await. The Brampton Bed and Breakfast Inn is also a dream Maryland wedding venue and perfect setting for your special day.


  • Lauretum Bed and Breakfast Inn

    The Lauretum Bed and Breakfast Inn in Chestertown, Maryland reflects the late Victorian period, and is a unique setting for your visit to the Eastern Shore. The Lauretum Bed and Breakfast Inn has five guest rooms, two of them are two bedroom suites and include air con, free WIFI, hairdryers and ironing boards. When staying at the Inn, Country Club Privileges are available for all the facilities at the Chester River Yacht and Country Club, including the golf course and pool. This historic site bed and breakfast awaits you with wonderful features.


  • Widow's Walk Inn B&B

    Widow's Walk Inn B&B is located in the historic district of Chestertown, Maryland, and is close to many historic sites, quaint gift shops, and fine restaurants. A stay at the Widow's Walk Inn B&B takes you back down memory lane to how things used to be, here you will find quiet tranquility, a soothing of the soul, and a lovely welcoming home with air conditioned rooms and ceiling fans. Enjoy antique furnishings and family treasures, relax on the rocking chairs or swing on the front porch, and simply enjoy.


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