Crazy Days Ahead! July 25 – 27, 2024

Mark your calendars for Downtown Chestertown’s annual sidewalk sale, Crazy Days! The bargain shopping begins on Thursday, July 25 and runs through Saturday, July 27, 2024 with many stores carrying the specials into Sunday. The shops will be open by 10 am and remain open on Thursday and Friday until 6 pm, Saturday until 5 […]

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Memorial Day – Chestertown, MD

The day’s events for Memorial Day in Chestertown began with a Grave Side ceremony at Chester Cemetery by the Frank M Jarman American Legion Post 36. At 10am the Annual Memorial Parade was viewed by many as it came down High Street. After the Parade a short program that both honored the day as well […]

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Celebrate the Summer Solstice with ShoreRivers

Join ShoreRivers this summer for its beloved big-tent party on the banks of the Chester River! Scheduled for Saturday, June 24, 2023 at Wilmer Park in Chestertown, ShoreRivers’ annual Solstice Celebration includes an open bar with Ten Eyck beer, Crow Vineyards wine, and a signature cocktail; hors d’oeuvres and a full buffet dinner with dessert; […]

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Workshops Announced for 2023 Upper Shore Youth Environmental Action Summit

An exciting slate of workshops, activities, and excursions has been announced for the Upper Shore Youth Environmental Action Summit on Saturday, March 18, 2023, held from 9am–3:30pm. Hosted at Washington College in Chestertown, the Summit is a free event created to inspire and empower middle and high school students in taking local environmental action. Workshops, […]

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Chestertown Rotary Club’s Second Annual “Spring Fling” will Benefit the Rotary’s Scholarship Fund

The Chestertown Rotary Club presents their second annual “Spring Fling” event at The Chester River Yacht and County Club, 7738 Quaker Neck Road in Chestertown, March 18, 2023 starting at 5:30pm. Guests will enjoy an evening’s entertainment including a sumptuous buffet dinner, a roving magician, music and dancing, as well as a silent auction. This […]

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