What’s Happening: Downtown!

Chestertown Marina by Sam Shoge

Kent County’s Live Stream Events: What’s Happening

RiverfrontConcertStevePayne

Kent County is always bursting with festivals, events, and other activities and we love a parade. Want to plan your calendar? Check out our always-updating feed for what might bring you to town again and again.

  • Second Saturdays in Chestertown

    Live music, amazing food and drink, and fun for everyone. Join us in downtown Chestertown for Second Saturdays, sponsored by Bad Alfred's Distilling! This event is held rain or shine. Guests of all ages are welcome to attend. Free public parking is available on High Street, Cross Street, and Cannon Street. There are two public parking lots downtown. One between Cross & Mill Streets on Cannon Street, and two between Cross Street and Queen Street along Cannon Street. […]

  • Emmanuel Church Concert Series

    Nicole Simental is Assistant Director of Music and Principal Organist at Saint Joseph Cathedral in Columbus, Ohio. […]

  • Empty Bowls

    Take part in art that comes from the heart. Enjoy a variety of soups and take home a student's handmade ceramic bowl of your choice as a reminder of all the empty bowls throughout our community. Proceeds from the event will benefit the Kent County Food Pantry. Admission, soup, and bread with the purchase of a $10.00 student bowl. Bamboo bows will also be available for a small donation. If you would like to reserve a specific bowl, please email RSVP@kentschool.org. […]

  • Sophie Kerr Series: Sophie Kerr 2019 Writer-in-Residence—A Craft Talk by Jason Fagone

    Jason Fagone is a journalist at the San Francisco Chronicle who has also covered technology, sports, and culture for the Huffington Post and other places. Fagone is the author of three books, the most recent of which is The Woman Who Smashed Codes: A True Story of Love, Spies, and the Unlikely Heroine Who Outwitted America's Enemies. His other books include Ingenious and Horsemen of the Esophagus. Fagone’s nonfiction has appeared in The Atlantic, The New Yorker, Mother Jones, The New York Times Magazine, Wired, GQ, Esquire, and elsewhere. He lives in San Francisco with his wife and daughter. […]

  • The Garfield Center Presents: Live Playwrights’ Society

    The Live Playwrights’ Society for Play Writers, Readers, Observers & Critics aims to foster a community of playwrights, actors and critics. This group meets the first Monday of every month at 7:30pm and is open to all ages. For more information visit http://liveplaywrightssociety.org […]

  • Saxophone Solo and Chamber Music Concert

    Washington College Department of Music will present a Saxophone Solo and Chamber Music concert on November 4. […]

  • Fall Hayride Tour & Tasting

    Join us in celebrating Fall with a glass of sparkling wine, hayride tour of the vineyard and a tasting of our award-winning wines. A tour of the winery follows the tasting, and a bonfire will be waiting for you afterwards to enjoy a glass of wine and bowl of chili next to. Food and wine by glass or bottle will be available for purchase. Cheese and summer sausage platters included with ticket price. Max 12 people. Group price for 6 people or 12. […]

  • RiverArts Studio Tour

    Ever wonder what an artist’s studio really looks like? 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 Eastern Shore of Maryland takes place over two Fall weekends rain or shine. Only 90 miles from Baltimore, Washington D.C., and Philadelphia, the tour can be a great day trip. However, with more than 40 studios on the tour, you may wish to make a weekend of it. If you wish to make a weekend of it, information on lodging, restaurants, and other attractions is available at www.kentcounty.com or contact our Tourism Development Office at 410-778-0416. We hope that you will join us! […]

  • Run for Clean Rivers

    5K Run/Walk: $35 before 10/26 then $40 through race day10 Mile Run: $60 before 10/26 then $65 through race day To be guaranteed a T-shirt in your size, please register online by October 4, 2019! Registration 8am Race Start 9am Spend your Saturday morning of Sultana Downrigging running along our rural roads overlooking the Chester River. After your morning run, enjoy beer, food, and entertainment while the tall ships take sail. Proceeds support vital restoration projects, advocacy efforts, and water quality monitoring programs on our Eastern Shore waterways. […]

  • KCPS Student Art Exhibit 2019 Opening Reception

    This two week show will feature work by Kent County Public School students – elementary through high school grades. The exhibit is a partnership with the Garfield Center for the Arts at the Prince Theatre and the Kent County Arts Council .Curator: Nancy Bennington Gallery Hours: Tuesday-Friday, 11:00 am – 5:30 pm Saturday, 10:00 am – 5:30 pm Sunday, 11:00 am – 3:00 pm […]

  • November First Friday

    First Friday is a free event sponsored by Chestertown's downtown merchants, community organizations, and art galleries along Park Row, High Street, Cross Street, and Cannon Street. This event is held the first Friday of every month and everyone is welcome and encouraged to join us. Make it a night with a stay at one of our wonderful Kent County bed and breakfasts. Saturday morning check out the Chestertown Farmer's Market, and our other quaint Kent County towns of Rock Hall, Galena, and Betterton. #kentcountymd #chestertownmd #visitkentcounty […]

  • Open Mic Night at the Garfield

    Open Mic Night with Ford Schumann at the Garfield Center for the Arts at the Prince Theatre! Play music on your own or with a band, read some poetry, do a stand-up routine. The options are limitless. E-mail Ford Schumann at fordo1@aol.com to sign up, or for more information! There’s no price to come, and there’s always a cash bar. Donations are always appreciated. […]

  • Harvest Pot Luck Celebration

    Come celebrate the harvest season with us and tour the winery with owners, Roy and Judy Crow and winemaker, Michael Zollo. This is a pot luck afternoon with the Crows providing their grass fed Angus beef. Admission for the evening is a dish to feed at least 6 people. Please choose your dish according to your last name: A-G Appetizers, H-K Breads, L-Q Side Dishes and R-Z Dessert. […]

  • Louisiana Shrimp Boil and Fais Do-Do

    Return to Silver Hill Farm for another fabulous party! Shrimp Plus by Germaine’s! Paella & Wine by Casa Carmen! Beer and Soft Drinks from Lewes Market and live music by Philip Dutton & The Alligators! Also, sponsored by The Peoples Bank! Join us at the performance barn at 25050 Learman Road, Quaker Neck in Chestertown. $42 per ticket, available on Eventbrite. […]

  • A Tribute to the Queen of Soul, Aretha Franklin

    A Tribute to the Queen of Soul, Aretha Franklin Featuring Sylvia Frazier and the Sweetettes Vaughn Bratcher with the Bratcher Project Lester Barrett, Jr. […]

  • Fall Hayride Tour & Tasting

    Join us in celebrating Fall with a glass of sparkling wine, hayride tour of the vineyard and a tasting of our award-winning wines. A tour of the winery follows the tasting, and a bonfire will be waiting for you afterwards to enjoy a glass of wine and bowl of chili next to. Food and wine by glass or bottle will be available for purchase. Cheese and summer sausage platters included with ticket price. Max 12 people. Group price for 6 people or 12. […]

  • Soup & Sip! 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. All proceeds benefit Kent County Public Schools Summer Tech Camps. […]

  • RiverArts Studio Tour

    Ever wonder what an artist’s studio really looks like? 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 Eastern Shore of Maryland takes place over two Fall weekends rain or shine. Only 90 miles from Baltimore, Washington D.C., and Philadelphia, the tour can be a great day trip. However, with more than 40 studios on the tour, you may wish to make a weekend of it. If you wish to make a weekend of it, information on lodging, restaurants, and other attractions is available at www.kentcounty.com or contact our Tourism Development Office at 410-778-0416. We hope that you will join us! […]

  • MassoniArt presents Marc Castelli Annual Exhibit

    King’s Tide – Annual Exhibition October 25 – November 27, 2019 also featuring Chesapeake Boat Models by Ken Castelli Opening of the Exhibition & Reception Friday, October 25, 5-7:30pm Collector’s Preview – October 21-24 – by appointment November First Friday Celebration November 1, 5 -7:30 pm Marc Castelli – Gallery Talk Saturday, November 2 – 10 am In-depth conversation with Marc as he shares the narrative of this year’s collection. CASTELLI & DOWNRIGGING 2019 Now in its 19th year, the Sultana Education Foundation’s Downrigging 2019 Festival Tall Ships and Bluegrass has a new twist. Taking advantage of Chestertown’s newly revitalized waterfront, Downrigging 2019 is expanding to include three days of bluegrass music and public sails on a fleet of Tall Ships. There is no other festival in the world like Sultana Downrigging. MASSONI ART is honored to feature the annual Castelli exhibition as an official partner event. For a list of festival activities: www.sultanaeducation.org   Gallery hours* are subject to change based on our exhibition schedule. When we are installing a new exhibit the gallery will be dark. Otherwise our hours are Thursday thru Friday 11-4pm, Saturday 10-5 pm, Sunday 11-2 pm. We are closed Monday thru Wednesday except by appointment or by chance. Private appointments may be scheduled at any time by contacting Carla Massoni – 410-708-4512. Of course, you are always welcome by chance – if you see the lights on – just knock! […]

  • Flute Duo with Piano

    Dr. Lori Kesner is an award-winning musician and scholar, enjoying a distinguished and active career as both a performing flutist and world music lecturer. Dr. Kesner is Lecturer in Music in Flute at Washington College. Gina Eichman performs flute with the Annapolis Symphony Orchestra, is a member of the American Federation of Musicians, and is a member of Music Teacher’s National Association. Dr. Tomoko Kanamaru, Associate Professor of Music at the The College of New Jersey, is a versatile recitalist, concerto soloist, chamber musician, and collaborative artist. […]

Chestertown’s Farmers Market Is Back In Business

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Chestertown’s Farmers Market is both a destination market that draws folks from all over and also a very community-spirited occasion. Totally focused on “local,” you can buy seasonal goods ranging from fruits, vegetables and meats to fresh flowers, soaps, and artfully created artisan works. See you next Saturday? Click here for additional info!

Calling All Cars: Come on Down to Cars on High

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Every third Thursday, from April through October, 6 to 8 pm, weather permitting. The schedule for 2019 includes April 18, May 16, June 20, July 18, August 15, September 19, and October 17.

Auto enthusiasts meet to share their classic, antique, and exotic wheels with the public.  Click here for additional info!

Calendar: Downrigging Weekend November 1 – 3

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The 19th Annual Downrigging Weekend will take place November 1 – 3. Organized by Chestertown’s own Sultana Education Foundation, this tall ship and wood boat festival is a cherished experience. Events include tall ship tours and sailing expeditions, enrichment lectures, musical concerts, 5K races and fireworks.

Click here for additional info!

Calendar: Chestertown Tea Party Festival May 24 – 26

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Can you believe this year marks the 44th annual Chestertown Tea Party Festival? The weekend, chock full of events surrounds the main event: A re-enactment of tossing tea overboard to support the Boston Tea Party. As well, don’t miss the parade, juried crafts stands, food trucks, music and more!

Click here for additional info!