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

Published 08/08/2014

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.

Hotel Information


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

Map It



Hotel Details:

  • Credit cards accepted
  • 11 rooms, 2 suites

Published 08/08/2014

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