Oyster Festival
As always, our Oyster Festival—winner in the past of the Bay Weekly Best of the Bay award for Community Events—features good community company, fine regional music, an array of choice …
Holiday Preview Party
Don’t miss this 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 …
Annapolis Vintage Market
Don’t miss the Annapolis Vintage Market on Sunday, October 5 from 11:00 am – 5:00 pm! There will be food trucks, music, and 20+ vendors selling vintage. Register here!
Maryland Sheep & Wool Festival
The Maryland Sheep & Wool Festival is one of the largest festivals of its kind celebrating all things sheep, from hoof to handwoven. The Maryland Sheep & Wool Festival will …
Fashion Consignment Pop-up
Local personal stylist, Gianna Nucci Style, will be hosting a four day consignment pop-up at The Barn Show featuring a curation of contemporary to luxury fashion items.
HERE. pops-up at MASON MAYES – Fall Sneak Peek (one day only)
SHOP FALL, SHOP EARLY & as always SHOP LOCAL! One of the great things about the pop-up is the new connections made in each new location. This collab came from …
Naptown Vinyl Record Show & Vintage Market
Hosted by Maryland Hall, Naptown Vinyl & Vintage is Annapolis’ premier record shopping opportunity. Come dig through hundreds of crates to find that hidden gem you have been looking for. The …
Back to School Community Resource Festival
The Department of Social Services presents the Back to School Community Resource Festival at the Edgewater Library on September 20, 2025 from 11:00 am – 2:00 pm. For more information …
Annapolis Chocolate Binge Festival
The Inner West Street Association brings you the popular Annapolis Chocolate Binge Festival to downtown Annapolis for the holidays. Held on Sunday, December 7, 2025 from 11:00 am to 4:00 …
Harvest Bash: Oktoberfest Edition
Join us for a night of great food, drink, and company in celebration of the season and in support of Providence’s mission. Providence’s Harvest Bash features: Entertainment by the Dan …