Jingle Bell Bargains Yard Sale & Holiday Vendor Market
Please join us on the farm for our very festive Jingle Bell Bargains Yard Sale & Holiday Vendor Market on Saturday, November 14 from 9:00 am-2:00 pm. There will be …
Annapolis Toy & Collectibles Show
The Annapolis Toy Show brings together collectors and families for a morning of discovery and nostalgia in Maryland’s sailing capital. Whether you’re into vintage action figures, trading cards, comics, Funko Pops!, or LEGO, you’ll find …
Naptown Flea Night Market
Join us at GameOn Bar + Arcade for a special Naptown Flea Night Market featuring 15+ vintage, handmade, and local vendors. Grab a drink, play arcade games, and shop a …
Annapolis Moms Deal Drop | July 23, 2026
Merry Christmas…in July! With only 154 shopping days left until Christmas, a few local businesses are getting an early start on the holiday season. Other stores and markets are soaking …
Grand Illumination
Join us for an unforgettable evening at our annual Grand Illumination, where the magic of the holidays comes alive. There are over 250,000 lights illuminating the stunning grounds of our …
Girls Night Out
Mark your calendars for the highly anticipated 2026 Holiday Girls Night Out at Homestead Gardens! This signature event promises to be a magical night filled with festive charm, perfect for kicking …
Girls Night Out
Mark your calendars for the highly anticipated 2026 Holiday Girls Night Out at Homestead Gardens! This signature event promises to be a magical night filled with festive charm, perfect for kicking …
Holiday Preview Party
Be the first to see our stores transformed into joyful holiday wonderlands, featuring themed trees, festive door and table displays, and heartwarming scenes designed to inspire your traditions. This enchanting …
Annapolis Moms Deal Drop | July 21, 2026
It’s not summer without Shark Week! We’re right in the middle of the annual tradition of learning about these apex predators. And for new Annapolitans, we probably should mention: Yes, …
Annapolis Moms Deal Drop | July 16, 2026
This Sunday is National Ice Cream Day, and lots of ice cream shops around Annapolis are getting into the spirit. We may not have oyster ice cream readily available anymore …