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Do Not Miss List
Week of 10/15-21 Thursday, October 15 Great Annapolis Pumpkins | Downtown Annapolis (Oct. 15-30) Middle School Visit Day …
Eye on Annapolis: Top 5 in the News | Oct. 13, 2026 |
Anne Arundel County Police are searching for the driver of a black Land Rover suspected in a fatal hit-and-run crash on …
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10 Free Things to Do in Annapolis This Fall
You might have already spent some money on Halloween costumes, autumn décor, and lots of pumpkin-flavored treats. But …
Anne Arundel Jobs: Why a New 3,100-Job Shipyard Matters Here
A major new shipyard at Sparrows Point is expected to create more than 3,100 permanent jobs. Here is why that regional …
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Halloween Parties Around Annapolis for Kids and Adults
Costumes? Check. Candy buckets? Check. A calendar full of spooky fun? We’ve got you covered! Halloween is almost …
The Real Mom Recap | Oct. 12, 2026
Looking for trusted recommendations and real-life advice from local moms? Our weekly Real Mom Recap highlights the most …
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Save The Date List
Friday, November 13 Annapolis Area Christian School Presents the Annapolis Lower School Parent Preview Day | Annapolis …
Basilwood Kitchen Is the Family-Friendly Italian Spot We’ve Been Looking For
Finding a restaurant where the food is actually good and you can bring your kids without feeling like you need to keep …
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Eye on Annapolis: Top 5 in the News | Oct. 6, 2026 |
Annapolis Police are investigating after apparent human remains were discovered in a wooded area of Truxtun Park. The …
Do Not Miss List
Week of 10/8-14 Thursday, October 8 Annapolis Powerboat Show | Annapolis City Dock (Oct. 8-11) A Toast to History | …
Jumbo Jack-o’-Lanterns: The Great Annapolis Pumpkins
This October, the narrow streets of Annapolis will have some very large guests. The Great Annapolis Pumpkins are …
Anne Arundel Job Market: Why Career Changers May Have More Options Than They Think
A career change does not always mean starting over. Anne Arundel job seekers may already have skills that transfer into …
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Upcoming Events
Events
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Maryland Corn Maze
September 12 - November 8 -
Great Annapolis Pumpkins
October 5 - October 30 -
The Latest from our Facebook Page
Whether you're considering braces or Invisalign® for your child, or
thinking about improving your own smile, we're here to help!
We welcome all Annapolis Moms and their families a FREE orthodontic consultation
with Dr. Benkovich, who has helped more than 9,000+ patients smile with confidence.
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🍁 THERE’S NO SHORTAGE OF FALL FUN AROUND ANNAPOLIS!
Giant pumpkins, waterfront adventures, live performances, and local festivals are all on the calendar this week. Whether you’re planning a family outing, a night out, or something new to explore, there’s plenty to add to your list!
🎃 See the Great Annapolis Pumpkins downtown
⛵ Explore the Annapolis Sailboat Show
😂 Catch comedian Josh Blue at Rams Head On Stage
🩰 Experience La Sylphide at Maryland Hall
🐉 Enjoy DragonFest 2026 at Pier 4 Marina
🍂 Browse the Maryland Avenue Fall Festival
🎤 Hear local voices at Ignite Annapolis
Save this post for your plans, and tag your planning buddy!
👉 See the full list here: annapolismomsmedia.com/do-not-miss-list-oct-15/
#AnnapolisMoms #DoNotMissList #WeekendPlans #FallFun #LocalEvents
Visit Annapolis & Anne Arundel Co. Downtown Annapolis Partnership annapolisboatshows Rams Head On Stage The Ballet Theatre of Maryland Annapolis Dragon Boat Club
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