TOP 30 Relaxing waterfront vacation in Chestertown, Maryland

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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.

Cliff Point Retreat is a luxurious getaway nestled in the serene surroundings of Chestertown, Maryland. As a real estate and travel agency, we specialize in providing our clients with the ultimate vacation experience. Our stunning property at 4670 Cliffs City Road offers breathtaking views of the cliffs and the city, creating the perfect backdrop for a relaxing and rejuvenating escape. Whether you're looking to invest in a new property or searching for the perfect vacation rental, Cliff Point Retreat has everything you need to make your dreams a reality. Come visit us and experience the beauty and tranquility of Cliff Point Retreat.