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  1. Choose from 13 beautifully appointed rooms, suites and cottages at our romantic Inn on Maryland's Eastern Shore. Indulge in award winning breakfasts, our signature afternoon tea time and social hour, and explore acres of woods and landscaped gardens.

  2. Explore the 13 rooms, suites and private cottages of our romantic inn in Chestertown, MD. Choose from cozy in-house rooms and suites to luxurious private garden cottages with fireplaces and jetted soaking tubs.

  3. Explore the grounds, amenities and history of our romantic Maryland Inn in beautiful Chestertown on the Eastern Shore. Explore the rich history, meet the staff, and delight in the culinary offerings. Discover how the property has transformed with 13 thoughtfully appointed guest rooms and cottages.

  4. Now $337 (Was $̶3̶8̶2̶) on Tripadvisor: Brampton 1860, Chestertown. See 883 traveler reviews, 314 candid photos, and great deals for Brampton 1860, ranked #1 of 10 B&Bs / inns in Chestertown and rated 5 of 5 at Tripadvisor.

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  5. Now $460 (Was $̶6̶4̶8̶) on Tripadvisor: Brampton Inn, Chestertown. See 883 traveler reviews, 314 candid photos, and great deals for Brampton Inn, ranked #1 of 10 B&Bs / inns in Chestertown and rated 5 of 5 at Tripadvisor.

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  6. The historic Brampton Inn sits on 35 acres of landscaped gardens, and woodlands on Maryland's Eastern Shore. Our guest rooms and secluded cottages offer unparalleled privacy, wood-burning fireplaces, and modern comforts.

  7. Our romantic Chestertown, Maryland boutique hotel is situated on 35 beautiful acres with gorgeous gardens, glorious views and scrumptious breakfasts! Unforgettable rooms and suites at our Chesapeake inn offer spa tubs, body-jetted showers, wood burning fireplaces, robes, smart TVs, and free Wi-Fi. Treat someone special to the most romantic ...

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