Annapolis Holiday Market
We recommend heading straight for one of the parking garages below and taking one of the shuttle options to the outdoor holiday market. This is the easiest and most stress-free ways to visit downtown Annapolis, Maryland all day. On 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)
On street parking on commercial streets are free for the first 3 hours.
Paid Parking at
Whitmore Parking Garage, 25 Clay Street ($6 until 4pm and $2 after 4pm)
Free on Sunday until 4 pm)
Knighton Parking Garage, 1A Colonial Ave
Park Place Parking Garage, 1 Park Place
Downtown Annapolis Shopping, Dining, Tours & Entertainment options
Visit Annapolis Visitors Center 26 West Street
Bus and Tour Groups Welcome. If your group likes free admission 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 group reservations within a block or 2 of the holiday market
Latitude 38, Iron Rooster, Middleton Tavern, Annapolis Market House, McGarvey's Saloon, Federal House, 1771 Restaurant, Buddys Crab and Ribs, Obrien's Restaurant, Pussers Caribbean Grill and Harry Browne's.
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
Reynolds Tavern, 7 Church Circle
Arriving by boat
Check with the Annapolis Harbormasters office (1 Dock Street) for docking and mooring options
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 or shine. If weather affects any portion of the event, we will update the website.
The map below highlights parking garages and the Annapolis Holiday Market location,