Annapolis Moms Deal Drop | June 16, 2026
It’s finally summer break! Does everyone have their summer reading lists? (If not, just head to the library and look for the summer reading shelves.) Well, we found some programs …
Piney Orchard Street Festival
Don’t miss the Piney Orchard Street Festival! There will be arts and crafts, food, shopping, non-profits, and more! This event will take place at the Piney Orchard Community Center. (DNML)
Summer Market
Kick off Father’s Day weekend with us! Join us from 4:00 pm–8:00 pm for a summer market full of local makers, handmade goods, and that classic Old Stein Inn atmosphere right …
Annapolis Moms Deal Drop | June 11, 2026
This weekend is packed with reasons to get out, including the Annapolis Pride Fashion Show, Arts Annapolis, and Flag Day at Hogshead Trades Museum. Bring your totes (or maybe a …
Strawberry Festival
Don’t miss the Strawberry Festival! There will be food, craft vendors, music, and kids activities! This event will take place at the Jenkins Memorial Church.
Annapolis Moms Deal Drop | June 9, 2026
We’re coming up on the time of year when school is out, but camp hasn’t started. That’s why we found some deals on fun activities that you can take advantage …
Third Annual Summer Fest
Don’t miss the Third Annual Summer Fest at the Benson-Hammond House! There will be vendors, live music, house tours, and more! (DNML)
Annapolis Moms Deal Drop | June 4, 2026
It’s National Doughnut Day! Yes, you definitely deserve to treat yourself. To help you celebrate properly, we’ve collected all the doughnut deals in the area. And don’t worry, despite Sandy …
MRE Mercantile Brings Men’s Style and Southern Hospitality to Eastport
MRE Mercantile, a new men’s clothier in Annapolis, welcomed customers to its grand opening May 30. The store aims to bring something fresh to the men’s fashion scene in Annapolis, …
Annapolis Moms Deal Drop | June 2, 2026
Nothin’ like a few sunny days to make Annapolis come alive! This weather syncs up perfectly with the end of the school year. Time to take it easy and relax …