Music & Concerts Events in Chester, MD - Live Music, Dances | Eventbrite

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Chester

Date

Halloween Masquerade Ball primary image

Halloween Masquerade Ball

Friday at 20:00

Kent Island Resort

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Encore ROCKS Annapolis Concert primary image

Encore ROCKS Annapolis Concert

Sun, Dec 6, 7:00 PM

Maryland Hall

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2026 Sultana Downrigging Festival Music Village Passes primary image

2026 Sultana Downrigging Festival Music Village Passes

Chestertown Marina

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Ari Hest at 49 West in Annapolis, MD primary image

Ari Hest at 49 West in Annapolis, MD

Mon, Nov 16, 7:30 PM

49 West Coffeehouse, Winebar & Gallery

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Landscapes of Radiance & Light primary image

Landscapes of Radiance & Light

Sat, Jun 5, 7:30 PM

Maryland Hall

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Echoes of Love & Longing primary image

Echoes of Love & Longing

Sun, Feb 21, 3:00 PM

Maryland Hall

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Prezzy's Annual All Black Everything 2026 primary image

Prezzy's Annual All Black Everything 2026

Sat, Oct 31, 9:00 PM

TBA

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Handel's Messiah primary image

Handel's Messiah

Sat, Dec 19, 7:30 PM + 1 more

St. Anne's Parish

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