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Arts & Entertainment, Community, Do Not Miss

Do Not Miss List

May 20, 2025 by Piper Langenfeld

Week of 5/21/25 – 5/28/25

Presented by

Thursday, May 22 – Friday, May 23 | USNA Commissioning Week | United States Naval Academy 

Thursday, May 22 | Community25: Opening Reception | Maryland Hall 

Thursday, May 22 | Steady in the Storm: Finding Calm in the Chaos | Betty Center

Thursday, May 22 | Watermark’s Naptown Brass Band Cruise | Annapolis City Dock

Thursday, May 22 | Live Music from Mike Sharp | O’Loughlin’s Restaurant

Friday, May 23 | After Hours Author Event: Mary Alice Monroe with Kate Quinn | Busch Annapolis Library

Friday, May 23 | Night at the Museum | Play Street Museum 

Friday, May 23 – Sunday, May 25 | The Complete Works of William Shakespeare (Abridged) | Maryland Hall

Friday, May 23 | The Massacoustics with Alexander Saddic | Rams Head On Stage 

Saturday, May 24 | Spring Field Market | Wildberry Farm 

Saturday, May 24 | Mr. Paca’s Garden Storytime: “The Bug Collector” | William Paca House & Garden 

Saturday, May 24 | Living Soil Workshop | Honey’s Harvest Farm 

Saturday, May 24 | The Chuck Brown Band | Rams Head On Stage

Sunday, May 25 | Vibe + Flow + Chill Yoga | AND Creative Studio

Sunday, May 25 | Memorial Day Weekend Celebration at the Farm | Honey’s Harvest Farm 

Sunday, May 25 | Let’s Be Friends Brunch | 19 River Drive, Severna Park 

Sunday, May 25 | Poetry Reading with Words on the Thirds | Wyrd Bookstore 

Monday, May 26 | Annapolis Harbor & USNA Cruise | Annapolis City Dock 

Monday, May 26 | Art & Storytime | Chesapeake Children’s Museum 

Monday, May 26 | Pre-Instruments | Naptown Sings and Plays!

Tuesday, May 27 | Campfire Family Storytime | Discoveries: The Library at the Mall

Tuesday, May 27 | Walk Around Arundel: 52 Places to Hike with Your Dog (and Other Best Friends) | Historic Annapolis: Virtual 

Tuesday, May 27 | Talent Tuesday | Cult Classic Brewing Company

Wednesday, May 28 | Drop-In Chess Club | Busch Annapolis Library 

Wednesday, May 28 | Happy Hour with Nicky Stacy | Twain’s Tavern

Wednesday, May 28 | Dinner Under the Stars | West Street

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Related posts:

The Blue AngelsThe Ultimate Annapolis Guide to Commissioning Week 2025 Do Not Miss List Local Food Finds | What’s Cooking in Annapolis: New Restaurants to Try Now Annapolis Blues Need-to-Knows: 2025 Game Schedule and Ticket Options
Category: Arts & Entertainment, Community, Do Not MissTag: Activities, Annapolis, Family Friendly See all posts by Piper Langenfeld

About Piper Langenfeld

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Publishing for the 2

Publishing for the 250th anniversary of the United States, Dr. Emily Sneff’s latest book, When the Declaration of Independence Was News, focuses on the nation’s founding document at the moment of its creation in 1776, before anyone knew what the legacy of the Declaration would be or if the United States would win the war against Great Britain. It explores how the Declaration was communicated to people in the new nation and around the Atlantic world and reveals the stories of the many people involved in the process of declaring independence, from printers to soldiers to diplomats to translators.
Dr. Emily Sneff is an early American historian and leading expert on the Declaration of Independence. She earned her Ph.D. in History from William & Mary. She is a consulting curator for exhibitions marking the 250th anniversary of the Declaration at the Museum of the American Revolution and Historic Trappe.

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Looking for an easy way to keep the kids entertained without spending a fortune? 🙌 From indoor play areas and library play spaces to LEGO tables, bookstores, and free workshops, we’ve rounded up the best FREE indoor play spots around Annapolis for those hot, rainy, or “what are we doing today?” kind of days.

Read the full roundup and save it for your next spontaneous family adventure! 💛

annapolismomsmedia.com/play-place-roundup-free-indoor-play-around-annapolis/

#AnnapolisMoms #AnnapolisKids #FamilyFun #ThingsToDoWithKids #MarylandFamilies #FreeFamilyFun #AnnapolisMD #RainyDayFun #SummerWithKids
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Play Place Roundup: Free Indoor Play Around Annapolis - Annapolis Moms

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We’ve made a list of free play places around Annapolis where your kids can have fun and burn off some energy.
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