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Arts & Entertainment, Community, Do Not Miss

Do Not Miss List

May 19, 2026 by Piper Langenfeld

Week of 5/21-5/27

Presented by

Thursday, May 21

DelFest | Cumberland (May 21-24)

Color Parade | United States Naval Academy 

Historic Annapolis Book Club | Museum of Historic Annapolis 

Colonial Cocktails: Society Sippers | Historic London Town & Gardens

Die Laughing Productions Presents a “Hit Me 90s One More Time” Comedy Murder Mystery | Rams Head On Stage

Friday, May 22

United States Naval Academy Graduation | Navy-Marine Corps Memorial Stadium

Academy Ballet School of Annapolis Presents: The Little Mermaid | Maryland Hall (May 22-23)

Paul Cullen: Good Times with Bad Company | Live Arts Studio

Saturday, May 23

Artscape | Downtown Baltimore (May 23-24)

Arundel Bands Together | Arundel High School 

Dancing Stories with Kalanidhi Dance | Eastport-Annapolis Neck Library

Sunday, May 24

Oak Crest Farmers’ Market | Oak Crest Farm 

Monday, May 25

City of Annapolis Presents the Memorial Day Parade | Amos Garrett Boulevard and West Street, Annapolis

Memorial Day Celebration | Federal House 

Wednesday, May 27

Homeschool Lunch & Learn: Unlocking the Universe with NASA| Severna Park Library

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Category: Arts & Entertainment, Community, Do Not MissTag: Activities, Annapolis, Family Friendly See all posts by Piper Langenfeld

About Piper Langenfeld

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