Do Not Miss List
Week of 10/15-21 Thursday, October 15 Great Annapolis Pumpkins | Downtown Annapolis (Oct. 15-30) Middle School Visit Day | Annapolis Area Christian School Annapolis Sailboat Show | Annapolis City Dock …
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 Ritchie Highway in Severna Park. Steven Joseph Reynolds, 54, …
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 you don’t have to spend a fortune to celebrate everything that the …
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 here, and Annapolis and the surrounding area are packed with ways to …
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 engaging conversations from the Annapolis Moms Facebook group. From parenting wins to …
Save The Date List
Friday, November 13 Annapolis Area Christian School Presents the Annapolis Lower School Parent Preview Day | Annapolis Lower School Live Arts Maryland Presents Pops Concert 1: Rodgers & Hammerstein’s Oklahoma! …
No Tricks, All Treats at Annapolis Trunk or Treat Events
Halloween might only be one night a year, but it’s not the only time for your kids to wear costumes and score some candy. There are lots of events happening …
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 Maryland Office of the Chief Medical Examiner is working to identify 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 | Historic London Town & Gardens A commemoration of the 250th …
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 half-ton gourds so gargantuan that they’re almost fit for a carriage. And …