Chestertown Maryland Calendar of Events- October 2024


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October 1

MassoniArt presents On Beauty
  • MassoniArt presents On Beauty

  • Tuesday,
  • This event runs September 14 to October 19
  • Location: MassoniArt - 203 High Street & 113 Cross Street - MassoniArt - 203 High Street & 113 Cross Street
  • ON BEAUTY
    September 14 - October 19, 2024

    Saturday Open House - September 14, 11-2 pm
    October First Friday - October 4, 5-7 pm

    Cross Street and High Street galleries

    Please email or call Ca...

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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: Brampton Inn - 25227 Chestertown Rd
  • The Brampton Inn invites visitors to catch the sunset aboard the Chester River Packet, a 1920’s-style, touring yacht. This immersive experience allows guests to mingle and unwind on a serene two...

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  • God's Lioness: Carl Phillips on Sylvia Plath

  • Tuesday,   |  6:00PM
  • Location: Rose O'Neill Literary House - Enclosed Porch
  • Carl Phillips is the author of 17 books of poetry, most recently Scattered Snows, to the North (2024) and Then the War: And Selected Poems 2007-2020, which won the 2023 Pulitzer Prize. His other honor...

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October 2

  • Carl Phillips Reads From His Work

  • Wednesday,   |  7:00PM
  • Location: Hotchkiss Theater
  • Carl Phillips is the author of 17 books of poetry, most recently Scattered Snows, to the North (2024) and Then the War: And Selected Poems 2007-2020, which won the 2023 Pulitzer Prize. His other honor...

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  • Free Forum: History of Chestertown Fountain Park

  • Wednesday,   |  10am- 12pm
  • Location: Chester River Yacht & Country Club - 7738 Quaker Neck Road - Chester River Yacht & Country Club - 7738 Quaker Neck Road
  • No fee or registration needed. A panel of well informed and entertaining local storytellers — Cynthia Saunders, Bayley Janson-LaPalme, Mackey Dutton, Bill Ingersoll, and Darlene Housley —w...

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October 3

WC Film Series/ Paterson
  • WC Film Series/ Paterson

  • Thursday,   |  7pm
  • Location: Litrenta, Toll Science Center - Washington College - Litrenta, Toll Science Center - Washington College
  • Please join the Communication and Media Studies Department for this month's film in the Washington College Film Series. This year's theme is "The Creative Life," and in October we&...

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October 4

Nest Alchemy
  • Nest Alchemy

  • Friday,   |  Open First Fridays from 4:30 pm to 7:30 pm; Saturdays from 9am-12pm.
  • Location: MuSE: A Community Museum - 485 S. Cannon Street. Chestertown, MD 21620
  • Nest Alchemy investigates birds' nest throughout the four seasons and revels in the architectural wonders of the avian species.

    Nest Alchemy is a thought-provoking series created by Deirdre Mu...

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October 5

4th Annual Touch A Truck Ag Fest
  • 4th Annual Touch A Truck Ag Fest

  • Saturday,   |  11 AM - 3 PM
  • Location: Kent County Fair Grounds - 21349 Tolchester Beach Road, Chestertown, MD
  • A hands-on, family-friendly event where you can explore different vehicles and meet community helpers. There will be games, activities, demonstrations and more!

    Food will be available for purchase...

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October 6

Brampton 1860 Oktoberfest
  • Brampton 1860 Oktoberfest

  • Sunday,   |  1:00pm - 4:00pm
  • Location: Brampton 1860 - 25227 Chestertown Rd, Chestertown MD 21620 - Brampton 1860 - 25227 Chestertown Rd, Chestertown MD 21620
  • EVENT CANCELLED.
    Due to unforeseen circumstances, we regret we will need to cancel the Oktoberfest scheduled for this Sunday October 6. Any tickets purchased have been refunded. Thank you for your s...

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Fall Hike & Wine at Lands Point Winery & Vineyards
  • Fall Hike & Wine at Lands Point Winery & Vineyards

  • Sunday,   |  11am - 2pm
  • Location: Lands Point Winery & Vineyards 22620 Handy Point Road
  • Join us as we take a short hike through the trails down to the beach or around the ponds and then head back to the winery for a tasting. There will be wine, by the glass or bottle, and food available ...

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October 8

World Migratory Bird Day
  • World Migratory Bird Day

  • Tuesday,   |  5:00 PM
  • Location: MuSE: A Community Museum - 210 S. Cross Street. Chestertown, MD 21620
  • Join CES at MuSE (210 S. Cross St.) on Tuesday October 8 at 5:00 p.m., for an evening of art, conservation and celebration!

    Hear from the artist in Residence and creator of Nest Alchemy, Deirdre M...

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October 11

Apple Fest
  • Apple Fest

  • Friday,   |  4:00-6:00pm
  • Location: Kent County Public Library - Chestertown Branch - 408 High Street, Chestertown
  • It's an all-ages apple extravaganza!

    Join us for caramel apples, scarecrow making, fall-themed crafts for all ages, lawn bowling, cider making, and so much more.

    This event is presented in ...

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October 13

Reiki Training for Level 1 + 2
  • Reiki Training for Level 1 + 2

  • Sunday,   |  9am-5pm
  • This event runs October 13 to October 14
  • Location: Elevate - Online
  • Join us for a transformative Reiki Level 1 & 2 Training online with Fletcher on October 13-14! Discover how to heal yourself and others, manage empathic sensitivities, and clear old patterns. Leve...

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October 15

Preserving Family Papers
  • Preserving Family Papers

  • Tuesday,   |  6:00pm
  • Location: Kent County Public Library - Chestertown Branch - 408 High Street, Chestertown
  • Do you have old family papers in your basement or attic? Wondering how to care for them?

    In this workshop, you'll learn how to use everyday items to care for your family treasures. This hands-...

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Brampton Dining Under the Stars
  • Brampton Dining Under the Stars

  • Tuesday,   |  5:30pm-8:30pm
  • Location: Brampton Inn - 25227 Chestertown Rd
  • Dining Under the Stars offers a captivating night open-air dining experience set amidst the historic charm of the country estate of Brampton 1860. Occasions Catering crafts indulgent multi-course meal...

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October 17

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/family for a fun evening with food and drinks aboard the River Packet. Reservations are required - click the link for more information and ...

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Cars on High
  • Cars on High

  • Thursday,   |  6pm-8pm
  • Location: 300 Block of High Street
  • Come show off your favorite car or marvel at other people's pride and joy. This event does not require registration and is free and open to the public....

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Kent County Health and Wellness Expo
  • Kent County Health and Wellness Expo

  • Thursday,   |  3-7pm
  • Location: YMCA - Scheeler Rd.
  • Annual Health Expo- the largest on the Eastern Shore- will feature 60 exhibitors, presentations, refreshments, food trucks, vaccines, health screenings, entertainment. Not be missed....

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October 18

Punkin Chunkin Launchers: A Maryland STEM Festival Event
  • Punkin Chunkin Launchers: A Maryland STEM Festival Event

  • Friday,   |  2:00pm
  • Location: Kent County Public Library - Chestertown Branch - 408 High Street
  • Get ready to launch some pumpkins!

    Using popsicle sticks, rubber bands, and mini candy pumpkins, design and test a punkin chunkin launching machine at this hands-on event for young engineers.

    A ...

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October 19

  • SMOKED BEEF

  • Saturday,   |  11 AM UNTIL SOLD OUT
  • Location: CHESTERTOWN FIRE HOUSE
  • SMOKED BEEF SANDWICH $12 comes w/ bag of chips, cookie and condiments. (BBQ sauce, horseradish and onions on the side)

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October 20

Resonance Concert: Zodiac Trio
  • Resonance Concert: Zodiac Trio

  • Sunday,   |  3:00pm
  • Location: St. Paul's, Kent (Parish Hall) - 7579 Sandy Bottom Road
  • The first concert of the season for the National Music Festival's Resonance Concert Series will feature the Zodiac Trio performing music for clarinet, violin, and piano by Gershwin, Marquez, and ...

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October 21

Spinning Around the Color Wheel with Betty Dietz
  • Spinning Around the Color Wheel with Betty Dietz

  • Monday,   |  1:00-4:00pm
  • Location: Chestertown RiverArts Classroom - 315 High Street, Suite 106
  • In this fun class you will study color scales, color families, value, and color schemes. You will learn how to use the color tool when selecting fabrics for your next project. The Ives color wheel is ...

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October 23

  • So You Want to Make a Podcast? With Diannely Antigua

  • Wednesday,   |  6:00PM
  • Location: Rose O'Neill Literary House - Enclosed Porch
  • Diannely Antigua is a Dominican American poet and educator, born and raised in Massachusetts. She is the author of two poetry collections, Ugly Music (YesYes Books, 2019), and Good Monster (Copper Cny...

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October 24

  • A Reading with Diannely Antigua

  • Thursday,   |  6:00PM
  • Location: Rose O'Neill Literary House - Enclosed Porch
  • Diannely Antigua is a Dominican American poet and educator, born and raised in Massachusetts. She is the author of two poetry collections, Ugly Music (YesYes Books, 2019), and Good Monster (Copper Cny...

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WC Film Series/ Mr. Smith Goes to Washington (1939)
  • WC Film Series/ Mr. Smith Goes to Washington (1939)

  • Thursday,   |  7pm
  • Location: Litrenta, Toll Science Center - Washington College
  • Please join the Communication and Media Studies Department for a special event in the Washington College Film Series. In preparation for the election, we'll be watching Mr. Smith Goes to Washingt...

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October 25

International Artist Day Celebration: Arts and Community in Uncertain Times
  • International Artist Day Celebration: Arts and Community in Uncertain Times

  • Friday,   |  6-8pm
  • Location: Chestertown RiverArts Main Gallery - 315 High Street, Suite 106 - Chestertown RiverArts Main Gallery - 315 High Street, Suite 106
  • Join us in celebrating International Artist Day at RiverArts! ✨🎨

    We’re thrilled to invite you to a special event: Arts and Community in Uncertain Times—a thought-provoking d...

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  • Emmanuel Episcopal Church Concert Series

  • Friday,   |  7 o'clock
  • Location: Emmanuel Episcopal Church - next to the Chestertown Fountain Park
  • Mario Buchanan, Organist, is singer, conductor and organist and Director of Music at Christ Church Episcopal, Hudson, Ohio.

    Everyone in attendance is invited to a reception in the parish hall for o...

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October 26

7th Annual - Chestertown Rotary Soup & Sip
  • 7th Annual - Chestertown Rotary Soup & Sip

  • Saturday,   |  Noon - 3 pm
  • Location: CRYCC, 7738 Quaker Neck Rd
  • Crab Soup Competition & Wine Tasting

    Be the judge of the best crab soup, Maryland and Cream of Crab! Bring $ bills to vote.

    $25 includes a wine glass, a raffle ticket, and 10 tastings.

    Pr...

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October 27

Elegant Afternoon Tea at Brampton Inn
  • Elegant Afternoon Tea at Brampton Inn

  • Sunday,   |  2:00pm - 3:30pm
  • Location: Brampton Inn - 25227 Chestertown Rd, Chestertown MD 21620
  • SOLD OUT! Join us for an exquisite afternoon filled with charm and indulgence at Brampton Inn. Indulge in a delightful selection of finest teas and delectable treats that will transport you to a world...

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  • Sine Nomine in Concert

  • Sunday,   |  4:00 PM
  • Location: Presbyterian Church of Chestertown - 905 Gateway Drive - Presbyterian Church of Chestertown - 905 Gateway Drive
  • Sine Nomine, the top-drawer a cappella choir based in Wilmington, DE is coming to Chestertown! Our trebles will present a concert on October 27th at 4 PM at the Presbyterian Church in Chestertown. The...

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