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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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Experience the magic

Experience the magic of The Nutcracker with @ballettheatreofmaryland , premiering December 13–21 at Maryland Hall! This beloved holiday tradition is perfect for families, bringing Clara’s enchanting adventure, dazzling costumes, and Tchaikovsky’s iconic score to life onstage. It’s a beautiful way to spark holiday joy and create unforgettable memories with kids of all ages.

Make the day even sweeter with our Sugarplum Parties, held one hour before each Sunday performance—complete with treats, crafts, and meet-and-greets with favorite characters. Add Sugarplum Party tickets right at checkout when purchasing your show seats.

For tickets and more information, visit www.BalletMaryland.org/Nutcracker
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🎁 After checking everyone else off your holiday list… it’s time to give YOURSELF the gift you actually need: health, strength, and a little “you time.” ❤️

At our Pure Barre, our awesome Community Supporter, you get high-intensity, low-impact workouts that sculpt and strengthen your body safely and effectively—perfect for boosting your energy, easing stress, and helping you feel amazing heading into the new year. ✨

So take a break from the shopping bags and give yourself the gift of well-being. You deserve it. 💪🎄

Ready to lift, tone, burn your way through the season? Come meet us at the barre and get your first class FREE! 💕

Located in the Annapolis Harbour Center!
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