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 …
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 …
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 …
Haunted Happenings in Annapolis
Annapolis is full of charm year-round, but come October, our historic streets take on a delightfully eerie twist. Cobblestone alleys, flickering lanterns, and centuries-old buildings set the stage for a …
Your Ultimate 2026 Fall & Holiday Guide
Fall in Maryland is packed with can’t-miss events festivals, but the fun doesn’t end with October! From parades and pumpkins to holiday markets, light displays and family-friendly traditions, there’s plenty …
Halloween Costume Contest
Happy Halloween from Annapolis Moms! We hope your Halloween is filled with sweet treats, spooky fun, and just the right amount of fright! This week, we called on our amazing …
Parents Trick-Or-Treat Too!
Written by Lea Hurt Shepherding candy-crazed kids down darkened streets on Halloween night is tough work. Parents get the short end of the Pixy Stix when it comes to trick-or-treating. …
Trunk or Treats Around Annapolis
Halloween is better when the candy comes to you! These community events let kids show off their costumes, collect candy, and enjoy festive fun all in one safe spot. From …
Trick or Treat and Life is Sweet: Lessons in Parenting During Halloween
by Heather Tayner As we get older, we often find that life has a way of evolving. The wonder and excitement we felt around the holidays as children often fades …
Annapolis Ghost Stories for Halloween Night (VIDEO)
By Melissa Huston It’s Halloween night. Trick-or-Treating is done. The frenzied dumping and trading of candy is done. Grown-ups are chilling by the fire pit or maybe snuggling on the …