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1. • White Swan Tavern

     Bed & Breakfast, Hotel

     68 on TripAdvisor

     231 High St · (410) 778-2300
     
   • Quality Inn

     Hotel, Motel

     1542 Whitehall Rd · (410) 974-4440
   • Hillside Motel

     Hotel, Motel · $ · 374.71mi

     Open

     2630 Centreville Rd · (410) 758-2270
     
   • Grays Inn Creek Marina

     Marina, Hotel · 366.4mi

     Open · 3 on Yelp

     21979 Kelleys Park Rd · (410) 639-7212
     
   • The Inn at Chesapeake Bay Beach Club & Spa

     Hotel · 362.23mi

     Open · 211 on TripAdvisor

     180 Pier 1 Rd · (410) 604-5900
     
   • The Inn

     Entertainment Venue, Hotel · $$$ · 362.24mi

     Open · 16 on Yelp

     180 Pier 1 Rd · (410) 604-5900
     
   • Quality Inn Annapolis

     Hotel · 354.02mi

     Open · 134 on TripAdvisor

     76 Old Mill Bottom Rd N · (410) 757-8500
     
   • Red Roof Inn & Suites Chestertown

     Hotel

     143 on TripAdvisor

     160 Scheeler Rd · (410) 810-0555
     
   • Village Inn

     Hotel · 353.88mi

     Open · 47 on TripAdvisor

     69 Old Mill Bottom Rd N · (410) 349-1600
     
   • Rodeway Inn

     Hotel, Motel · 353.99mi

     Open · 138 on TripAdvisor

     74 Old Mill Bottom Rd N · (410) 757-2222
     
   • The Inn at Osprey Point

     Bed & Breakfast · 363.76mi

     Closed · 622 on TripAdvisor

     20786 Rock Hall Ave · (410) 639-2194
     
   • Courtyard Inn

     Hotel & Motel

     6336 Church Hill Rd · (410) 778-2755
   • Kent Island Resort

     Hotel · 363.08mi

     Open · 19 on TripAdvisor

     500 Kent Manor Dr · (410) 643-5757
     
   • Hyatt Place Kent Narrows & Marina

     Hotel · 366.77mi

     Open · 273 on TripAdvisor

     3028 Kent Narrow Way S · (443) 446-6000
     
   • The Inn at Mitchell House

     Inn, Bed & Breakfast · 363.86mi

     Open · 104 on TripAdvisor

     8796 Maryland Pkwy · (410) 778-6500