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Black Duck Inn

1. Black Duck Inn

 Rock Hall, Maryland
Overlooking picturesque Rock Hall Harbor, we offer five comfortable guest rooms and complimentary dockage for overnight guests arriving by boat.
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Brampton 1860

2. Brampton 1860

 Chestertown, Maryland
Discover a historic and award-winning bed and breakfast in Chestertown, MD. This romantic inn is situated on 35 beautiful acres with glorious views and delicious breakfasts! Unforgettable rooms offer whirlpool tubs, fireplaces, and flat-screen TVs.
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Brittland Manor

3. Brittland Manor

 Chestertown, Maryland
From fields to rivers Brittland Estates personifies elegance in a rural setting. Our collection of heritage properties are near historic Chestertown and are ideal for weddings, family reunions, corporate events and get-aways.
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Chester River Packet Co.

4. Chester River Packet Co.

 Chestertown, Maryland
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Chester River Yacht & Country Club

5. Chester River Yacht & Country Club

 Chestertown, Maryland
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Crow Vineyard, Winery & Inn

6. Crow Vineyard, Winery & Inn

Sip Stay See Savor
 Kennedyville, Maryland
Enjoy a unique farm experience: walk the trails on our 365 acre farm, enjoy views of the vineyard, experience a wine tasting, stay in our Inn...about an hour from Philadelphia, Baltimore, Washington DC, minutes from Chestertown.
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Deep Blue at Kitty Knight

7. Deep Blue at Kitty Knight

 Galena, Maryland
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Eastern Shore Tents and Events

8. Eastern Shore Tents and Events

 Chestertown, Maryland
Full-service rental company offering a variety of tent styles, tables, chairs, linens, tableware and more.
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Great Oak Manor

9. Great Oak Manor

 Chestertown, Maryland
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Haven Harbour Marina Resorts

10. Haven Harbour Marina Resorts

 Rock Hall, Maryland
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Inn at Haven Harbour

11. Inn at Haven Harbour

 Rock Hall, Maryland
A premier Chesapeake Bay resort destination located in Rock Hall, Maryland. Explore our six buildings, 22 well-appointed guest rooms and suites, full-house vacation rental, pet-friendly accommodations and countless amenities.
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Inn at Huntingfield Creek

12. Inn at Huntingfield Creek

 Rock Hall, Maryland
A true wildlife habitat at this elegant, four-season farm estate with 1100 ft. of glorious waterfront. First class accommodations and full country breakfast. Lovely gardens, walking paths and inviting saltwater pool. Pet and family friendly cottages
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Inn at Mitchell House

13. Inn at Mitchell House

 Chestertown, Maryland
Beauty undisturbed. Historic manor offers a tranquil retreat. Approximately 10 miles outside of Chestertown.
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Inn at Osprey Point, Marina, and Restaurant

14. Inn at Osprey Point, Marina, and Restaurant

 Rock Hall, Maryland
At Osprey Point Inn, Restaurant and Marina, you'll experience the perfect fusion of luxurious accommodations, elegant dining, and a relaxed and friendly environment.
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Kitty Knight Inn

15. Kitty Knight Inn

 Galena, Maryland
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Red Acres Hydroponics

16. Red Acres Hydroponics

 Worton, Maryland
Red Acres grows quality hydroponic lettuces on our Century Farm using the best inn hydroponic science and years of Ag know-how. We offer farm-to-table produce with prompt service to our customers!
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Rock Hall Yacht Club

17. Rock Hall Yacht Club

 Rock Hall, Maryland
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Safe Harbor Great Oak Landing

18. Safe Harbor Great Oak Landing

 Chestertown, Maryland
28 Modern Rooms, Casual Fine Dining, Swimming Pool and Golf Course. Located approximately 10 miles from Chestertown.
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Spring Cove Marina

19. Spring Cove Marina

 Rock Hall, Maryland
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Stepne Manor

20. Stepne Manor

 Chestertown, Maryland
This historic circa 1690 manor house with wide covered porch is within walking distance to downtown Chestertown. An ideal location for small retreats, meetings and town charm weddings.

Contact

Economic and Tourism Development
Phone: 410-778-0416
Email: econdev@kentgov.org
400 High Street, 3rd Floor
Chestertown, MD 21620