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 …
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 …
Fall Craft Fairs and Markets Around Annapolis
There’s something about fall and cooler weather that makes us want to shop local. You just can’t beat waking up early on a weekend morning, walking around with a coffee, …
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 …
Annapolis Pride Parade & Festival Returns With Family-Friendly Fun
Get ready to show your Pride, Annapolis! The Annapolis Pride Parade & Festival returns Oct. 3 with a parade through Annapolis followed by an afternoon of live music, food trucks, …
Your Ultimate Annapolis Guide to Pumpkin Patches
It’s the Great Pumpkin season, Charlie Brown! This fantastic fruit (yes, pumpkins are fruits, I checked) has so many uses. It can add fall vibes to your front door, give …
Get Lost: Your Ultimate Annapolis Guide to Corn Mazes
These early fall days bring cool breezes, cozy vibes, and lots of outdoor activities for the whole family. There are hayrides, pumpkin patches, and—of course—corn mazes! Farms around Annapolis design …
Your Ultimate Annapolis Guide to Apple Picking
Crisp mornings, colorful leaves, and the smell of cider in the air. Fall in Maryland practically begs you to grab a sweater and head outside. One of the best ways …