Kent County Maryland Calendar of Events- September 2025
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September 6
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Chestertown A&E Fall Art Walk
- Saturday, | 9:00 am to 3:00 pm
- Location: Chestertown A&E District - Downtown Chestertown
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Come to the Chestertown Arts & Entertainment District’s ART WALK. Dozens of artists and artisans will be selling works at galleries, storefronts, at a Pop-Up Gallery. Live music will also be...
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September 7
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Grape Stomp
- Sunday, | 12-4 PM
- Location: Crow Vineyard & Winery - 12441 Vansants Corner Rd. Kennedyville, MD 21645
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Join us in celebrating our 2025 Harvest with a Grape Stomp! Slip off your shoes, step in the barrel and get to stomping. Sip on a glass of wine, or a tasting of 3 wines while you learn about the diffe...
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September 10
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WC-ALL Learn@Lunch - Ken Kozel
- Wednesday, | 12-1:30pm
- Location: Hodson Hall - Hynson Lounge - Washington College
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Join us for a catered Learn@Lunch with Kenneth Kozel, President and CEO of UM Shore Regional Health. With an extensive background in healthcare leadership—including roles at Upper Chesapeake Hea...
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September 13
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Second Saturday Market
- Saturday, | 10:00 AM - 2:00 PM
- Location: St. Dennis Catholic Church - 156 N. Main Street
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The Second Saturday Market returns to downtown Galena on Saturday, September 13, 2025. This family-friendly outdoor event features a wide range of artisan vendors, small businesses, and local entrepre...
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September 18
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Girls' Night Out on the River Packet
- Thursday, | 6:00 - 8:00 pm
- Location: River Packet - High Street Town Dock
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Ladies' Night on the Chester River! Grab your friends/family for a fun evening with food and drinks on the River Packet. Reservations are required ahead of the cruise. Click the link for more inf...
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September 21
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Grape Stomp
- Sunday, | 12-4 PM
- Location: Crow Vineyard & Winery - 12441 Vansants Corner Rd. Kennedyville, MD 21645
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Join us in celebrating our 2025 Harvest with a Grape Stomp! Slip off your shoes, step in the barrel and get to stomping. Sip on a glass of wine, or a tasting of 3 wines while you learn about the diffe...
More information