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Arts & Entertainment, Community, Do Not Miss

Save The Date List

May 9, 2026 by Piper Langenfeld

Presented by:

Wednesday, June 10

Chesapeake Arts Center Presents the Chip in for the Arts Golf Tournament | Compass Pointe Golf Course 

Historic Annapolis Presents the Paca Girlfriends Party | William Paca House & Garden 

Annapolis Blues vs. Richmond Ivy SC (W) | Navy-Marine Corps Memorial Stadium 

Saturday, June 13

Air Dot Show | Ocean City Boardwalk & Beach (June 13-14)

Arts Annapolis 2026 | 53 West Street, Annapolis 

Chesapeake Bay Foundation Presents Bands in the Sand | Philip Merrill Environmental Center 

Arundel Lodge Presents the Hope on the High Seas Gala | Graduate Annapolis Hotel 

Tuesday, June 16 

Kiefer Sutherland featuring Rocco Deluca | Rams Head On Stage

Thursday, June 18

Juneteenth VIP Gala | Fresh Start Life Center 

Friday, June 19 

Antique & Classic Boat Festival and Coastal Arts Fair | Chesapeake Bay Maritime Museum (June 19-21)

Saturday, June 20

The Oddities & Curiosities Expo | Baltimore Convention Center (June 20-21)

Annapolis Juneteenth Parade & Festival | Bates Athletic Complex 

DMV R&B Wine Festival | Anne Arundel County Fairgrounds

Big Bad Voodoo Daddy | Rams Head On Stage

Sunday, June 21

Makers of Maryland Presents the Anchors & Artisans Pop-Up Market | Annapolis Town Center 

Father’s Day Celebration | Federal House

Annapolis Blues vs. Virginia Beach United (W) | Navy-Marine Corps Memorial Stadium 

Annapolis Blues vs. Northern Virginia FC (M) | Navy-Marine Corps Memorial Stadium 

Wednesday, June 24

Sail250 Maryland & Airshow Baltimore | Baltimore Inner Harbor and Martin State Airport (June 24-30)

Annapolis Blues vs. VDA (W) | Navy-Marine Corps Memorial Stadium

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Category: Arts & Entertainment, Community, Do Not MissTag: Activities, Annapolis, Family Friendly See all posts by Piper Langenfeld

About Piper Langenfeld

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🚗✨ Road Trip Ready with Annapolis Moms is here!

First stop: St. Michaels! 🌊⚓️

Looking for the perfect summer day trip? We’ve mapped out everything you need, from where to grab your morning coffee and the can’t-miss stops at the Chesapeake Bay Maritime Museum to waterfront dining, boutique shopping, sweet treats, and even sunset sails.

Whether you’re planning a family adventure, a girls’ day, or a date on the Eastern Shore, St. Michaels is the kind of place you’ll want to visit again and again.

Ready to hit the road? The full day-trip guide is linked in our bio! Save this post for your next weekend adventure, and tell us where we should go next for Road Trip Ready with Annapolis Moms! 🚙☀️

#AnnapolisMoms #RoadTripReady #StMichaelsMD #EasternShoreMD #DayTrip
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Summer brings a chan

Summer brings a change of pace. ☀️

Travel plans, busy schedules, and time away can make it harder to stay closely connected to aging loved ones.

Having trusted support at home ensures continuity of care, so you can enjoy time away knowing someone is there when it matters most.

Angel Care Network | Home Care MD has been a trusted resource for local families for over 20 years. As a woman-owned Annapolis-area business and proud Annapolis Moms community sponsor, they help match families with caregivers who provide dependable support and meaningful companionship.

Learn more at www.angelcarenetwork.com
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