The Eastern Shore Hotels

Browse Hotels

View All 28

(28 out of 28 results)


View All 28

Ocean City 5

St. Michaels 4

Chestertown 4

Cambridge 3

Oxford 2

Easton 2

Smith Island 1

Berlin 1

Snow Hill 1

Tilghman Island 1

North East 1

Chesapeake City 1

Rock Hall 1

Stevensville 1

Show More +

View All 28

$ 9

$$ 9

$$$ 9

$$$$ 1

Best For

View All 2

Family 2

Lodging Type

View All 14

B&B/ Inn 14

The Eastern Shore Hotels

Showing 28 out of 28 Results

Filter Results
Clear All Filters

Sort By:

  • Alphabetical
  • Lowest Price
  • Highest Price

Atlantic Hotel

  • $

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

Atlantic Hotel

  • $

This fully restored 1895 inn blends the taste of grand living with modern conveniences. Spacious, hardwood-floor guest rooms all offer...

Bartlett Pear Inn

  • $$

Natives Jordan and Alice Lloyd returned to their hometown and bought a 220-year-old home (the former Inn at Easton) right in the center...

Brampton Bed & Breakfast Inn

  • $$$

On 20 wooded acres between the Chester River and the Chesapeake Bay, about 1 mi south of downtown Chestertown, this mid-19th-century...

Castle in the Sand Hotel

  • $

This compound of castles is a popular family destination for its sheer amount of kid-friendly amenities. "Castle Kid" activities include...


  • $$$

This 1730 brick manor house, together with the carriage house and the Oxford cottage, is set amid magnolias and willows on the banks...

Elk Forge B&B Inn and Retreat

  • $$

A 20-minute drive from North East, Elk Forge is nestled among 5 acres of woods and gardens along Big Elk Creek. Each of the 12 guest...

Five Gables Inn & Spa

  • $

Three circa-1860 houses have been turned into an elegant and comfortable getaway. All rooms have a private porch or balcony, and all...

Great Oak Manor

  • $$$

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

Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina

  • $$$

This 370-acre complex is the Eastern Shore's first full-service, year-round resort, and one that takes full advantage of the soothing...


Book A Hotel