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Annapolis Moms

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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

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Looking for a family

Looking for a family-friendly activity during the cold winter months? Navy basketball games are a fun way to stay warm while enjoying exciting action, great energy, and an experience the whole family will love. 🏀❄️

Navy Athletics is also one of our amazing Annapolis Moms Community Supporters, and we love sharing ways for families to get out and support them, grab your tickets here: navysports.evenue.net/list/NAVY 💙⚓
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🎉 Hi Moms! 🎉

🎉 Hi Moms! 🎉

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