Kent County Maryland Calendar of Events- October 2023


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October 1

Community Flock Walk
  • Community Flock Walk

  • Sunday,   |  5:30pm-6:30pm
  • This event runs April 18 to November 2
  • Location: Rails and Trails - Stepne Station Parking Lot - 400 S Cross St
  • Join us each Tuesday and Thursday at 5:30pm for a free community walk down Rails and Trails. Meet us at Stepne Station parking lot (directly across from Wilmer Park). All are welcome to attend. The ...

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MassoniArt presents Grace Mitchell WATERSHED …a retrospective
  • MassoniArt presents Grace Mitchell WATERSHED …a retrospective

  • Sunday,
  • This event runs September 21 to October 19
  • Location: MassoniArt - High Street - 203 High Street
  • September 21 – October 19, 2023
    Open House – Saturday, September 23 – 10 am-5 pm
    October First Friday Reception – October 6, 5-7 pm

    A powerful look at Grace’s perspe...

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The Garfield presents The Addams Family
  • The Garfield presents The Addams Family

  • Sunday,
  • This event runs September 22 to October 8
  • Location: Garfield Center for the Arts at the Prince Theatre - 210 High Street
  • Directed by Jennifer Kafka Smith
    More info coming soon!

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October 3

Brampton Inn Ship-To-Shore Experience with Chester River Packet Co.
  • Brampton Inn Ship-To-Shore Experience with Chester River Packet Co.

  • Tuesday,   |  6:00pm - 8:00pm
  • Location: Chester River Packet - High Street Town Dock, Chestertown MD 21620
  • Brampton Inn invites you to catch the sunset on a 2-hour cruise aboard the Chester River Packet. This immersive experience allows guests to mingle and unwind with a refreshing cocktail while enjoying ...

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October 5

Eat Like a Human 4-day Intensive
  • Eat Like a Human 4-day Intensive

  • Thursday,   |  4 full days
  • This event runs October 5 to October 9
  • Location: Eastern Shore Food Lab (2nd Floor) - 236 Cannon Street - Eastern Shore Food Lab (2nd Floor of Modern Stone Age Kitchen)
  • This 4-day, 8-class intensive workshop will teach you everything you need to know to nourish your family with the most nutrient dense and bioavailable foods from sourdough bread and fermented vegetabl...

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Edible Plants Foraging Expedition
  • Edible Plants Foraging Expedition

  • Thursday,   |  9–11am
  • Location: Washington College - 300 Washington Avenue
  • Join Permaculture Educator Shane Brill on a foraging expedition starting at Washington College.

    Shane, the Assistant Director of Eastern Shore Food Lab at the college, will teach participants best...

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WC Film Series/ The Motorcycle Diaries
  • WC Film Series/ The Motorcycle Diaries

  • Thursday,   |  7pm
  • Location: Washington College - Norman James Theatre, William Smith Hall
  • Please join us for this month's feature in the WC Film Series, The Motorcycle Diaries (2004). Each month, we'll feature a film on the theme of self-discovery. Films will come from a var...

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October 6

Studio Tour Show Opening
  • Studio Tour Show Opening

  • Friday,   |  5-7pm
  • Location: RiverArts Gallery - 315 High Street
  • Get a sneak preview of the studio tour with our showcase of our nearly 60 studio tour artists! Celebrate this wonderful event with us and plan your route through the tour. On view through October....

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October 7

  • 3rd Annual Kent County Touch A Truck/ Ag Fest

  • Saturday,   |  10am-2pm
  • Location: Kent County Ag Center - 21349 Tolchester Beach Road
  • A hands on, family-friendly event where you can explore different vehicles and machines, meet community helpers, games, activities, demonstrations, and more! Food will be available for purchase.

    I...

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Chestertown Car Show
  • Chestertown Car Show

  • Saturday,   |  1-5pm
  • Location: Downtown Chestertown-Various - 300 Block of High Street
  • Your favorite annual car show is back! Enter your car to be judged or come view over 100 antique, classic, and modern cars on display in downtown Chestertown. Live band, food, and more. This event is ...

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Oct 7: Learn to Knit - Mobius Infinity Scarf
  • Oct 7: Learn to Knit - Mobius Infinity Scarf

  • Saturday,   |  1-4 pm
  • Location: RiverArts Education Center - 200B High St.
  • Instructor: Sue Wright
    Time: 1-4pm
    Tuition: $75

    Mobius, a surface with only one side, when worn around the neck, falls comfortably into place. Please bring the following supplies:
    * 400-500 yard...

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NAACP Freedom Fund Scholarship Banquet
  • NAACP Freedom Fund Scholarship Banquet

  • Saturday,   |  4:00
  • Location: Potter's House Ministries - 8814 Fairlee Road
  • Annual Banquet to raise scholarship funds for local African American students. This year's speaker is Rev. Jacquela Horsey of Bryan's UMC in Grasonville.
    Tickets are NOT sold at the door, ...

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October 8

Chestertown Challenge Half Marathon & 5K Run/Walk
  • Chestertown Challenge Half Marathon & 5K Run/Walk

  • Sunday,   |  9:00am
  • Location: Wilmer Park - - Wilmer Park
  • Half Marathon & 5K Run/Walk to benefit KART, providing therapeutic horseback riding and equine activities for the special needs community.

    Both courses are USAFT certified.

    Race day regis...

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October 9

Journaling to Clear what Clutters your Mind
  • Journaling to Clear what Clutters your Mind

  • Monday,   |  10:00 AM to 3:00 PM
  • Location: Chestertown RiverArts - 200B High Street
  • Time: 10 AM to 3 PM
    Instructor: Anne Barney
    Location: 200B High Street, Chestertown, MD

    Is there a closet in your house with boxes of things you no longer need? You might not even know what'...

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October 10

Wildflowers & Weeds Expedition
  • Wildflowers & Weeds Expedition

  • Tuesday,   |  12:30–2:30pm
  • Location: Wildly Native Flower Farm - 7060 Broad Neck Road
  • Come learn about wildflowers at Wildly Native Flower Farm. You will learn from this amazing team how to use wildflowers in creative ways and how to identify the weeds....

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October 11

Oct 11: Uncorked Creations Ghost Painting
  • Oct 11: Uncorked Creations Ghost Painting

  • Wednesday,   |  6-8 pm
  • Location: Casa Carmen Wines - 312 Cannon St.
  • Instructor: Kris Kelley Majors

    Thrifted ghost Halloween paintings are a new DIY trend that is taking TikTok by storm! Join RiverArts and Casa Carmen Wines for a night of painting and wine as instru...

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October 12

Brampton Inn Feasting Over Fire Dinner Series
  • Brampton Inn Feasting Over Fire Dinner Series

  • Thursday,   |  6:00pm - 8:00pm
  • Location: Brampton Inn - 25227 Chestertown Rd, Chestertown MD 21620
  • Join Brampton Inn for an open-fire cauldron dinner. Chef Kurt Peter from Chesapeake Chef Service is firing up the flame to create an imaginative, robust menu to celebrate the diverse seasonal abundanc...

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October 14

Kent Museum Fall Fest
  • Kent Museum Fall Fest

  • Saturday,   |  10am - 3pm
  • Location: Kent Museum - Turner's Creek
  • Visit the museum and take a stroll back in time as we demonstrate the art of making pressed apple cider.

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  • Galena Appreciation Day Fall Fest

  • Saturday,   |  10am - 3pm
  • Location: Galena Appreciation Day - Galena Community Park - Galena Appreciation Day - Galena Community Park
  • Galena's Annual Appreciation Day Fall Fest. An event to show our appreciation to the town volunteers.

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Rock Hall FallFest
  • Rock Hall FallFest

  • Saturday,   |  10am - 4pm
  • Location: Main Street
  • Rock Hall FallFest pays homage to the almighty oyster by inviting guests to savor oyster stew and fried oysters while browsing dozens of artisan and craft booths. While the oyster is the star of the s...

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October 19

Girls' Night Out on the River Packet
  • Girls' Night Out on the River Packet

  • Thursday,   |  6:00 - 8:00 pm
  • Location: River Packet - High Street Town Dock
  • Ladies' Night on the Chester River! Gather your friends for a fun evening with food and drinks aboard the River Packet. Reservations are required - click the link for more information and to rese...

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Cars on High
  • Cars on High

  • Thursday,   |  6pm-8pm
  • Location: 300 High Street - 300 Block of High Street
  • Join Main Street Chestertown for Cars on High every third Thursday (April through October). Share your automotive beauty or come drool over someone else's! This event is free and open to the publ...

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October 20

Musical Theater: American Idiot
  • Musical Theater: American Idiot

  • Friday,   |  7:30pm
  • This event runs October 20 to October 21
  • Location: Washington College - Gibson Center for the Arts - Decker Theatre
  • The Music Department presents Green Day's American Idiot, directed by Ernie Green.
    American Idiot is a sung through rock musical based on the Green Day album "American Idiot". This mu...

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MassoniArt presents MARC CASTELLI / LAYING DOWN THE SUN
  • MassoniArt presents MARC CASTELLI / LAYING DOWN THE SUN

  • Friday,
  • This event runs October 20 to November 20
  • Location: MassoniArt - Cross Street - MassoniArt - Cross Street Gallery, 113 S Cross Street, Chestertown
  • Collectors’ Previews may be scheduled after October 16
    Artist Talks: Saturday, October 29, 10 am and 1 pm

    Marc Castelli’s annual show at MASSONIART is a Chesapeake tradition. Expect to...

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October 21

6th Annual - Chestertown Rotary Soup & Sip
  • 6th Annual - Chestertown Rotary Soup & Sip

  • Saturday,   |  Noon - 3 pm
  • Location: The Kitchen at the Imperial - 208 High Street
  • Crab Soup Competition & Wine Tasting

    You be the judge of Kent County's best crab soup!

    Bring $ bills to vote at each booth.

    $25 includes a wine glass and raffle ticket.
    Proceeds thi...

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Studio Tour Weekend 1
  • Studio Tour Weekend 1

  • Saturday,   |  10am-5pm
  • This event runs October 21 to October 22
  • Location: Various - - 315 High Street
  • Chestertown RiverArts Annual Studio Tour allows the visitor a chance to take a sneak peak inside Kent and Queen Anne’s Counties creative spaces. This free, self-guided tour on the picturesque Ea...

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October 23

Faculty Recital: Diana Golden
  • Faculty Recital: Diana Golden

  • Monday,   |  7:30pm
  • Location: Washington College - Gibson Center for the Arts - Hotchkiss Recital Hall
  • The Music Department presents, Diana Golden, cello professor and director of the Low Strings Chamber Ensemble at Washington College.

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October 24

Concert Series: Marissa McGowan (voice)
  • Concert Series: Marissa McGowan (voice)

  • Tuesday,   |  7:30pm
  • Location: Washington College - Gibson Center for the Arts - Hotchkiss Recital Hall
  • The Washington College Concert Series presents Marissa McGowan, offering an evening of some of her favorite songs, with stories from her 20-year career as a Broadway Actress. McGowan most recently app...

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October 27

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 27 to October 29
  • 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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  • Emmanuel Episcopal Church Concert Series -- 30th Season

  • Friday,   |  7:00 p.m. Note the time!
  • Location: Emmanuel Episcopal Church - Facing the fountain park on Cross Street
  • Andrew Sheranian, Organist
    Organist and Master of Choristers, Parish of All Saints,
    Ashmont, Boston, Massachusetts

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  • Prometheus Burning: an adaptation of Mary Shelley's Frankenstein

  • Friday,   |  7:30pm
  • This event runs October 27 to October 28
  • Location: Washington College - Gibson Center for the Arts - Decker Theater
  • Washington College's Theatre and Dance Department presents "Prometheus Burning: an adaption of Mary Shelley's Frankenstein" by Tyler Rossi; a Performance SCE from Niko Chen.
    Prome...

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October 28

Studio Tour Weekend 2
  • Studio Tour Weekend 2

  • Saturday,   |  10am-5pm
  • This event runs October 28 to October 29
  • Location: Various - 315 High Street
  • Chestertown RiverArts Annual Studio Tour allows the visitor a chance to take a sneak peak inside Kent and Queen Anne’s Counties creative spaces. This free, self-guided tour on the picturesque Ea...

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  • Chestertown Lions Club Halloween Parade

  • Saturday,   |  1 pm
  • Location: Downtown Chestertown, High Street
  • Chestertown Lions Club Halloween Parade

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