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The flag of Boonsboro, Maryland, is a blue background with a black silhouette of a frontiersman on a dirt pile holding a hoe. On the bottom of the man, are two stripes of white and red. In the right corner, is a ring of 10 stars surrounding the town's seal. The flag was based from the city's forgotten flag from 1975.

2022 NAVA survey[]

The flag scored 2.59, ranked 159th out of 312, and got a grade of a D- on the 2022 NAVA City Flag Survey, behind Ridgely, and ahead of Marana.

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