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Annapolis Moms

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may day

Community, Holiday

Celebrating May Day: The Evolution of a Long Annapolis Tradition

April 26, 2026
by Sandy Biello

For 70 years, on May 1, the streets of Annapolis have burst into color as residents and businesses alike take part in the beloved May Day tradition. What began as …

Read MoreCelebrating May Day: The Evolution of a Long Annapolis Tradition

Naval Academy Tourism & Gift Shop Pop-Up

April 21, 2026
by Admin

Join us at the Randall Street pedestrian entrance to the Naval Academy for kids activities and games, to check out our May Day basket, and to shop Official Navy merchandise! …

Read MoreNaval Academy Tourism & Gift Shop Pop-Up
May Day Workshops

May Day Workshops

April 7, 2026
by Piper Langenfeld

Join Four Rivers Garden Club for a hands-on workshop where you’ll make a charming May Day basket—perfect for gifting to a neighbor, friend, or family member. All skill levels welcome. This event will …

Read MoreMay Day Workshops
May Day Faerie Festival

May Day Faerie Festival

March 31, 2026
by Piper Langenfeld

Rocky Point Park jubilantly invites you to share in our May Day Faerie Festival in partnership with Spoutwood Farm. On May 2 and May 3, 2026, we’ll capture the magic …

Read MoreMay Day Faerie Festival
May Day

May Day

March 20, 2026
by Piper Langenfeld

May Day is one of the most beautiful days in Annapolis. On May 1, the doors of homes and businesses in Annapolis are adorned with baskets. They’re full of fresh-cut …

Read MoreMay Day
Annual May Day Competition

Annual May Day Competition

March 5, 2026
by Piper Langenfeld

Don’t miss the Annual May Day Competition! Event Details: 1) Decorate your business door or entryway in the spirit of May Day. 2) Capture your entry in a photograph. 3) …

Read MoreAnnual May Day Competition
May Day Market

May Day Market

March 5, 2026
by Piper Langenfeld

Rooted in community, May Day baskets began as a simple act of kindness. A small basket filled with flowers or treats, left on a neighbor’s doorstep. A quiet way to …

Read MoreMay Day Market
May Day in Annapolis

May Day in Annapolis

March 7, 2025
by Piper Langenfeld

May Day is one of the most beautiful days in Annapolis. On May 1, the doors of homes and businesses in our centuries-old City of Annapolis are adorned with baskets …

Read MoreMay Day in Annapolis

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FALL WEEKEND PLANS ARE HERE!

October is kicking off with plenty to do around Annapolis, from waterfront festivals and Pride celebrations to a family-friendly bike event, an arts festival, and a night celebrating Anne Arundel County’s arts community.

⚓ Galesville Maritime Heritage Festival — live music, food and drinks, boat tours, and more
with Galesville Maritime Festival
🌈 Annapolis Pride Parade & Festival — a full day of celebration, vendors, music, and family
fun with Annapolis Pride
🚲 Lifeline 100 Bicycle Event — including a free Kids Bike Rodeo and Family Fun Ride
🎨 First Sunday Arts Festival — browse local art, crafts, and more downtown
🏆 Annie Awards — celebrating outstanding contributions to the arts in Anne Arundel County
with @acaac

Save this post, tag a friend you want to make plans with, and start filling up that October
calendar!

👉 See the full list here:
annapolismomsmedia.com/do-not-miss-list-oct-1/

#AnnapolisMoms #DoNotMissList #WeekendPlans #FamilyFun #LocalEvent
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Fall activities are

Fall activities are here! 🍂💙

The Ballet Theatre of Maryland Conservatory of Dance is now open for fall enrollment! From tiny dancers just starting out to more experienced students looking to grow their technique, there’s a class for every age and level.

Classes are offered in both Annapolis and Grasonville, making it easy to find a location that works for your family. All classes are led by professional instructors in a supportive, encouraging environment. It’s such a wonderful way for kids to build confidence, discipline, and creativity (plus get those wiggles out after school!).

For enrollment and more information, visit www.balletmaryland.org/fall-classes

The Ballet Theatre of Maryland
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