Chester Vacations, Tourism & Travel Information

Our Take on Chester, Maryland

Welcome to Uptake for Chester, Maryland. This guide is intended to be your starting point for all of the things to do and places to stay in Chester, Maryland. Our recommendations are based on ratings and reviews from across the web. If you are looking for ideas for a family vacation, check out the listing on the left side of the page.

Whatever you do, thanks for making Uptake your first step!

Chester, Maryland Lodging

  1. Best Western Kent Narrows Inn3101 Main Street
    Grasonville, MD 21638

    "location with views of the chesapeake. Comfortable rooms" more on Yahoo! Travel

  2. Holiday Inn Express Kent Island1020 Kent Narrows Road
    Grasonville, MD 21638

    "clean rooms and friendly staff make this a superb all round hotel" more on TripAdvisor

  3. Hilton Garden Inn Kent Island3206 Main St
    Grasonville, MD 21638

    "staff was very attentive and courteous" more on Yahoo! Travel

  1. Hilton Garden Inn Kent Island

    Chester, Maryland Things To Do

    1. Gravity Lounge51 Piney Narrows Road
      Chester, MD 21619-2413

      Overview Gravity is Kent Island's newest & coolest spot. If you are looking for something different, check out Gravity Lounge. Food, cocktails and beer are available. ... more on Yahoo! Travel

    2. Meighan's Pub205 Tackle Circle
      Chester, MD 21619-2503

      Overview Kent Island's only authentic Irish Pub. Experience Ireland while enjoying great food and live entertainment. One ... more on Yahoo! Travel

    1. Queen Anne's County Department of Business & Tourism
    2. Norman Merle Cosmetics & Day Spa
    3. Castle Harbor Marina
    4. Paradise Island Beach
    1. Chesapeake Bay Bridge