Arts and Entertainment







Kent County Maryland Calendar of Events- October 2021


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October 2

  • Sultana Public Paddle - Head of the Chester

  • Saturday,   |  10am - 12:30pm
  • Location: 200 S. Cross Street
  • Join Sultana Education Foundation’s staff naturalists for one (or more!) of our unique kayak paddles on Maryland’s Upper Eastern Shore. Kayaks for these trips are provided so all you need ...

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October 9

Rock Hall Fallfest
  • Rock Hall Fallfest

  • Saturday,   |  10am - 4pm
  • Location: Main St, Rock Hall
  • Rock Hall's 22nd annual Fallfest celebration!. Family fun with music, FREE Kids Kourt, and OYSTERS a-plenty!

    Come enjoy the fall beauty of Kent County when you attend Rock Hall's annual ...

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  • Sultana Public Paddle - Bald Eagle

  • Saturday,   |  10am - 12:30pm
  • Location: 200 S. Cross Street
  • Join Sultana Education Foundation’s staff naturalists for one (or more!) of our unique kayak paddles on Maryland’s Upper Eastern Shore. Kayaks for these trips are provided so all you need ...

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October 17

  • Sultana Public Paddle - Waterfowl Paddle

  • Sunday,   |  10am - 12:30pm
  • Location: 200 S. Cross Street
  • Join Sultana Education Foundation’s staff naturalists for one (or more!) of our unique kayak paddles on Maryland’s Upper Eastern Shore. Kayaks for these trips are provided so all you need ...

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October 21

Cars on High
  • Cars on High

  • Thursday,   |  6:00 to 8:00 p.m.
  • Location: Downtown Chestertown - 300 block of High Street, by Fountain Park
  • This series of gatherings takes place in downtown Chestertown every third Thursday of the month, April through October, from 6:00 to 8:00 p.m., weather permitting. The Town closes the 300 block of Hig...

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October 24

  • Sultana Public Paddle - Trade Routes

  • Sunday,   |  10am - 12:30pm
  • Location: 200 S. Cross Street
  • Join Sultana Education Foundation’s staff naturalists for one (or more!) of our unique kayak paddles on Maryland’s Upper Eastern Shore. Kayaks for these trips are provided so all you need ...

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October 29

Sultana Education Foundation's Downrigging Weekend Tall Ship and Bluegrass Festival
  • Sultana Education Foundation's Downrigging Weekend Tall Ship and Bluegrass Festival

  • Friday,   |  All Day
  • This event runs October 29 to October 31
  • Location: Chestertown Marina
  • Sultana’s Downrigging Weekend and Bluegrass Festival has evolved into one of the largest annual Tall Ship gatherings on the East Coast and is combined with 3 days of live bluegrass music and ent...

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