The Eastern Shore Hotels

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1. Atlantic Hotel

$ | Boardwalk at Wicomico St., Ocean City, Maryland, 21842-0120, United States

Family-owned and -operated since 1923, the three-story, H-shaped frame hotel—Ocean City's oldest—is a replacem... Read More

2. Atlantic Hotel

$ | 2 N. Main St., Berlin, Maryland, 21811-1026, United States

This fully restored 1895 inn blends the taste of grand living with modern conveniences. Spacious, hardwood-flo... Read More

3. Bartlett Pear Inn

$$ | 28 S. Harrison St., Easton, Maryland, 21601, United States

Natives Jordan and Alice Lloyd returned to their hometown and bought a 220-year-old home (the former Inn at Ea... Read More

4. Brampton Bed & Breakfast Inn

$$$ | 25227 Chestertown Rd., Rte. 20 W, Chestertown, Maryland, 21620-3944, United States

On 20 wooded acres between the Chester River and the Chesapeake Bay, about 1 mi south of downtown Chestertown,... Read More

5. Castle in the Sand Hotel

$ | 3701 Atlantic Ave., Ocean City, Maryland, 21842-3338, United States

This compound of castles is a popular family destination for its sheer amount of kid-friendly amenities. "Cast... Read More

6. Combsberry

$$$ | 4837 Evergreen Rd., Oxford, Maryland, 21654-1450, United States

This 1730 brick manor house, together with the carriage house and the Oxford cottage, is set amid magnolias an... Read More

7. Elk Forge B&B Inn and Retreat

$$ | 807 Elk Mills Rd., Elk Mills, Maryland, 21920-2207, United States

A 20-minute drive from North East, Elk Forge is nestled among 5 acres of woods and gardens along Big Elk Creek... Read More

8. Five Gables Inn & Spa

$ | 209 N. Talbot St., St. Michaels, Maryland, 21663-2103, United States

Three circa-1860 houses have been turned into an elegant and comfortable getaway. All rooms have a private por... Read More

9. Great Oak Manor

$$$ | 10568 Cliff Rd., Chestertown, Maryland, 21620-4115, United States

On 12 acres sloping gently to a gazebo on the edge of its private Chesapeake beach, this stately 18th-century... Read More

10. Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina

$$$ | 100 Heron Blvd., Cambridge, Maryland, 21613-3420, United States

This 370-acre complex is the Eastern Shore's first full-service, year-round resort, and one that takes full ad... Read More

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