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Holiday events
in Chester, MD

Discover the best Holiday events in your area and online

Holiday
Chester
Date
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Most popular events

Voices of the Season primary image

Voices of the Season

Sun, Dec 13, 7:00 PM

Eastport United Methodist Church

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Annapolis, MD- Thanksgiving Take Home Kit primary image

Annapolis, MD- Thanksgiving Take Home Kit

Wed, Nov 25, 9:00 AM

Cooper’s Hawk Winery & Restaurant

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2026 FRA 24 Holiday Party primary image

2026 FRA 24 Holiday Party

Sat, Dec 5, 6:00 PM

Fleet Reserve Club Of Annapolis

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Maryland Yuletide Weekend 2027 primary image

Maryland Yuletide Weekend 2027

Fri, Jan 8, 6:00 PM + 1 more

210 Holiday Ct

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Holiday Wreath Making Workshop primary image

Holiday Wreath Making Workshop

Sat, Dec 5, 9:30 AM

Kinder Farm Park

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Dickens Holiday Home Tour primary image

Dickens Holiday Home Tour

Sat, Dec 5, 10:00 AM

The Bank

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Annual Holiday Celebration with the Eric Scott Trio primary image

Annual Holiday Celebration with the Eric Scott Trio

Mon, Dec 21, 7:30 PM

49 West Coffeehouse, Winebar & Gallery

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Breakfast with Santa at Historic Inns of Annapolis primary image

Breakfast with Santa at Historic Inns of Annapolis

Sat, Dec 12, 10:00 AM

The Governor Calvert House at Historic Inns of Annapolis

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