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

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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.

Free parking at Whitmore Parking Garage on Sundays if you exit by 4 pm. ​

Free parking at Hillman Parking Garage on Sundays  if you exit by 2 pm or 

Hillman Parking Garage, offers one hour of free parking every day from Friday, November 29, through January 1, 2025, when using the Premium Parking or ParkMobile app. Users can extend their parking time at the regular rates if needed. 

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Paid Parking at

Hilman Parking Garage 150 Gorman Street. (closest parking)

Gotts Court Parking Garage, 25 Northwest Street

Whitmore Parking Garage, 25 Clay Street ($6 until 4 pm and $2 after 4 pm and Free on Sunday until 4 pm)

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Free shuttles from the following Annapolis parking garages

Knighton Parking Garage, 1A Colonial Ave 

Park Place Parking Garage, 1 Park Place 

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Click here for additional parking tips

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Downtown Annapolis Shopping, Dining, Tours, and entertainment options

Click here for more information

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Visitor Services

Visit the Annapolis Visitors Center at 26 West Street and the Visitors Kiosk at the event.

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Group Travel

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

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Dining Partners that can handle large groups with reservations and located within a block or 2 of the holiday market are

Latitude 38, Middleton Tavern, Annapolis Market House, McGarvey's Saloon, Federal House, Buddys Crab and Ribs, and Obrien's Restaurant, ​

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Lodging Partners with a short walk to the holiday market

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Annapolis Waterfront Hotel, 80 Compromise Street​

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Georgian House, 170 Duke of Gloucester Street​​

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Historic Inns of Annapolis, 58 State Circle​

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Arriving by boat

Check with the Annapolis Harbormasters office (1 Dock Street) for docking and mooring options

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Pets

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.

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Waterfront Safety

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.

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Bathrooms

Are available at the Harbormasters office (1 Dock Street)

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First Aid

Is available at the Harbormasters office (1 Dock Street)

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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.

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Map

The map below highlights parking garages and the Annapolis Holiday Market location.

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