Annapolis Holiday Market
We recommend heading straight for one of the parking garages listed below and plan on spending the day in downtown Annapolis. This is the easiest and most stress-free way to visit downtown Annapolis, Maryland. There is a ton of shopping, dining, entertainment, and attractions within an easy walk from the Annapolis Holiday Market. If planning on bringing a large group, tour buses can drop off at the entrance to the Annapolis Holiday Market. Street parking has strictly enforced time limits.
Annapolis Holiday Market Location
1 Dock Street, Annapolis, MD 21401
Free Parking at
Calvert Street Parking Garage, 19 St. Johns Street
(Open every weekday evening by 6 pm and all day Saturday and Sunday)
Commercial Streets downtown is free for 2 hours if using the Parkmobile App.
Sunday only: Free parking at Hillman Parking Garage if you exit by 2 pm
Sunday only: Free parking at Whitmore Parking Garage if you exit by 4 pm
On-street parking on commercial streets is free for the first 3 hours.
Paid Parking at
Hilman Parking Garage 150 Gorman Street. (first hour free if using the Parkmobile app)
Whitmore Parking Garage, 25 Clay Street ($6 until 4 pm and $2 after 4 pm and Free on Sunday until 4 pm)
Knighton Parking Garage, 1A Colonial Ave
Park Place Parking Garage, 1 Park Place
Downtown Annapolis Shopping, Dining, Tours and entertainment options
Visit Annapolis Visitors Center 26 West Street and the Visitors Kiosk at the event.
Bus and Tour Groups are welcome. If your group likes free admission to Christmas Markets and Kris Kringle Markets this event is for your group. Large groups needing help with lodging or dining can contact Elizabeth Joyner, Visit Annapolis Director of Group Travel 410-280-0445, ext. 306
Dining Partners that can handle large groups with advance reservations and located within a block or 2 of the holiday market are
Lodging Partners with a short walk to the holiday market
134 Prince Boutique Hotel,134 Prince George Street
Annapolis Waterfront Hotel, 80 Compromise Street
Flag House Inn, 26 Randall Street
Georgian House, 170 Duke of Gloucester Street
Gibson's Lodgings of Annapolis, 110 Prince George Street
Historic Inns of Annapolis, 58 State Circle
Reynolds Tavern, 7 Church Circle
Arriving by boat
Check with the Annapolis Harbormasters office (1 Dock Street) for docking and mooring options
Busy venues like this are not the best venue for pets. We recommend that they be left at home. If you bring a pet, it must be friendly and leashed.
This event is next to the water, so make sure you are aware of your surroundings and do not allow kids to roam near the water unattended.
Are available at the Harbormasters office (1 Dock Street)
Is available at the Harbormasters office (1 Dock Street)
Rain, Snow, or Shine
This event is rain, snow, or shine. If the weather affects any portion of the event, we will update the website.
The map below highlights parking garages and the Annapolis Holiday Market location.