The Brampton has been welcoming guests since 1987. We have 13 rooms, suites and cottages. The plantation house sits on 20 acres of landscaped gardens, meadows and woods, and is listed on National Register of Historic Places.
54 Unit Apartments – Built 1967. All two bedroom, 1 bath with laundry facility. Wall to wall carpet and central air conditioning. Managed by Lee Davis
Cottage on Kent is located within walking distance to downtown, the Chester River and Washington College. The Cottage is beautifully appointed with antiques. It has one bedroom with a queen-sized bed, a full kitchen, a spacious bathroom, off-street parking and access to an outside sitting area.
We welcome you to Chestertown and hope you have a relaxing stay at Cottage on Kent.
168 Unit Apartments – Built 1988. One, two and three bedroom apartments. Washer, dryer, stove, refrigerator, microwave, dishwasher, central air condition and wall to wall carpet. Managed by Lee Davis.
Lovely guest house conveniently located within walking distance to Washington College and Chester River Hospital Center.
We are a private estate located on the Chesapeake Bay with a personal beach, offering stunning waterfront views and picturesque sunsets every night. We have weekly rentals and can accommodate events.
See Chestertown Spy Video: Christian Havemeyer on the Preservation of the White Swan Tavern The White Swan Tavern has been a familiar landmark in Chestertown since pre-Revolutionary War days. Not far from the great Eastern cities of Baltimore, Washington, and Philadelphia, the White Swan Tavern is a quiet, elegant historic inn nestled in the history of Maryland’s Chesapeake Bay region. The White Swan is for those who treasure serene streets, birdsong mornings, impeccable service, and the grace of New World Tradition. Today the tavern operates as a bed and breakfast, offering accommodations and afternoon tea, as well as amenities for small conferences, weddings, and receptions. Just as it was described in the 18th century, the White Swan remains “a comfortable… Public House… with every attention given to render comfort and pleasure to such as favor it with their patronage.”