Latest Past Events

Midnight Madness

Downtown Annapolis Annapolis

Select stores in downtown Annapolis will remain open until midnight to allow you to shop until the you drop! Also enjoy live music and holiday entertainment throughout the evening.

Sunday in Annapolis, MD (Boating and Touring)

St. John's College 60 College Ave, Annapolis

Learn the history of the Naval Academy and Colonial Annapolis Lunch at one of Annapolis' most popular restaurants Enjoy a relaxing afternoon boat cruise on the Chesapeake Bay Spend a beautiful fun-filled day of activities in Annapolis, the capital of Maryland. 

$50

Annapolis Annual Arts and Wine Festival

Annapolis

Join this celebration of the area’s artists and Maryland’s vineyards at the 8th Annual Annapolis Arts & Wine Festival. Spend two days with local artists, demonstrations, music, and tastings of over 25 local vineyards in and around Maryland.    There will be fine art, handmade crafts, wine tastings from over 25 Maryland wineries, live music [...]

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