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Arts & Entertainment, Community, Do Not Miss

Do Not Miss List

May 5, 2026 by Piper Langenfeld

Week of 5/7-5/12

Presented by

Thursday, May 7

Paca Girlfriends Shopping Night | Museum of Historic Annapolis

Cirque Anouchka Bouglione Presents Cirque de Paris | Annapolis Mall (May 7-10)

Sirens of Spring featuring Mama’s Black Sheep, Sweet Leda Duo, Regina Sayles, Colleen Clark, and Madisun Bailey | Rams Head On Stage

Mother’s Day Celebration | Federal House 

Mandala Paint Night | Julep Kitchen & Bar 

Friday, May 8

Bi-Annual Sip & Shop | Wine Cellars of Annapolis 

Spring Garden Ramble | Historic London Town & Gardens 

Hospice of the Chesapeake Presents Boots & Bling: A Culinary Experience | Rod ‘N’ Reel

BoDeans | Rams Head On Stage

Annapolis Crystals’ Grand Reopening | Annapolis Crystals (May 8-10)

Saturday, May 9

Jug Bay Wetlands Sanctuary Presents Brewgrass in the Barn | Glendening Nature Preserve 

Appalachian Promotions Presents the Gun and Knife Show | Anne Arundel County Fairgrounds (May 9-10)

Mother’s Day Market | Bushel and a Peck Homestead 

Glen Burnie Spring Fest | GBIA Carnival Grounds

Brews & Blooms Yoga Pop Up | Yoga Barn 

Leading Ladies of Liberty | Hammond-Harwood House 

United States Navy Band Concert | Maryland Hall 

The Maritime Republic of Eastport Presents The 0.05K Bridge Run | Long & Foster 

Historic Annapolis Presents the William Paca Garden Plant Sale | William Paca House & Garden and the Middendorf Horticultural Center (May 9-10)

Sunday, May 10

Mother’s Day Brunch | Rams Head Tavern

Mother’s Day Dinner | Captain’s Daughter 

Tuesday, May 12

Crafting the Golden Age: The Architectural World of Pre-Revolutionary Annapolis | Historic Annapolis: Virtual

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Related posts:

Save The Date List The Blue AngelsThe Ultimate Annapolis Guide to Commissioning Week 2025 Anne Arundel County Easter Events Guide Local Food Finds | What’s Cooking in Annapolis: New Restaurants to Try Now
Category: Arts & Entertainment, Community, Do Not MissTag: Activities, Annapolis, Family Friendly See all posts by Piper Langenfeld

About Piper Langenfeld

Previous Post:Annual Plant Sale Blooms Again at William Paca Garden
Next Post:Eye on Annapolis: Top 5 in the News | May 6, 2026 |

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Every September, new students and faculty arrive by boat for their first day at The Gunston School, stepping onto their docks to a shoreline lined with cheering peers, parents, and teachers. After stepping ashore, signing the Honor Code, and walking up the hill through a welcoming line of fist bumps and high fives, they officially become part of the Gunston family.

That deep sense of community and connection sets the foundation for everything they do—and they invite your family to experience it firsthand!

Join Them for a Fall Open House on Sunday, October 18. Tour their waterfront campus, meet students and faculty, explore their academic and leadership programs, and see how their vibrant community helps students thrive.

Click here to RSVP:
gunston.org/openhouse
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