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The Eastern Shore Hotels

Imperial Hotel

  • 208 High St. Map It
  • Chestertown


  • A pleasant alternative to pervasive colonial historical sites
  • Good on-site dining
  • A heated towel rack in every room


  • Historic property's amenities may not be up to modern travelers' expectations

Fodor's Review

This three-story brick structure on Chestertown's main street was built in 1903 for traveling salesmen. Today it is a gathering center for residents and visitors alike. Guest rooms and suites with authentic period furnishings, as well as custom-designed and handcrafted pieces, some of which hide TVs and telephones, strive for a blend of 20th-century eras. The hotel's four dining areas ($$$), including one outside in the summertime, all serve traditional Eastern Shore fare

like crab cakes as well as locally sourced poultry, meat, and vegetables.

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Hotel Information


208 High St., Chestertown, Maryland, 21620-1518, United States

Map It



Hotel Details:

  • Credit cards accepted
  • 11 rooms, 2 suites

View The Eastern Shore Hotel Rates


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What's Nearby

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