The Eastern Shore Travel Guide

9 Hotels

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9 Hotels

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1

Brampton Bed & Breakfast Inn

$$$ | Chestertown 25227 Chestertown Rd.

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

B&B/Inn


2

Combsberry

$$$ | Oxford 4837 Evergreen Rd.

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

B&B/Inn


3

Great Oak Manor

$$$ | Chestertown 10568 Cliff Rd.

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

B&B/Inn


4

Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina

$$$ | Cambridge 100 Heron Blvd.

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

5

Lighthouse Club Hotel

$$$Ocean City

This elegant boutique hotel is a Chesapeake Bay lighthouse lookalike of quiet luxury, just blocks from the bus... Read More


6

Park Place

$$$Ocean City

Filling a need for more affordable, family- and child-friendly accommodations, this small, multistory hotel on... Read More

Family


7

The Inn at Osprey Point

$$$ | Rock Hall 20786 Rock Hall Ave.

On 30 lush acres along Swan Creek, this stately Colonial-era building welcomes guests with brick fireplaces an... Read More


8

The Lankford Hotel & Apartments

$$$Ocean City

Opened in 1924, the Lankford is still owned by the family of the original owners. Many combinations of rooms i... Read More

9

Victoriana Inn

$$$ | St. Michaels 205 Cherry St.

Adirondack chairs line a sloping expanse of lawn leading to the formal gardens of what was once a Civil War ar... Read More

B&B/Inn

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