Small Business Saturday, Artist Sunday, Midnight Madness Celebrated In Annapolis


The Downtown Annapolis Partnership encouraged customers to shop local during Small Business Saturday, Artist Sunday and Midnight Madness. Main Street is pictured above. (Jacob Baumgart/Patch)

ANNAPOLIS, MD - Small Business Saturday and Artist Sunday are expected to lure customers to downtown Annapolis this weekend. 

Leaders say the unofficial shopping holidays support local businesses, which are decorated for the season and offer full customer service.

Most of the downtown businesses, including about 90 retailers and 80 restaurants, are locally owned.

New businesses that opened downtown this year include:

  • FinArt on West Street
  • Silk Road Antiques on Maryland Avenue
  • Annapolis Crystals on Main Street
  • Reclaimed Of Annapolis on Main Street
  • The Goat on Randall Street
  • Party Dress on Fleet Street

Downtown Annapolis Partnership ambassadors will be on the street every weekend during the holidays to answer questions and give directions.

"The downtown Annapolis commercial district is a vibrant shopping destination," said Erik Evans, executive director of the Annapolis Arts District and the Downtown Annapolis Partnership.

Related: Tree Lighting + Boat Parade + Midnight Madness: Annapolis Holiday Events

Artist Sunday will round out the weekend. Residents can support local artists by:

  • Buying a CD from their favorite local musician
  • Purchasing tickets to local performing arts events
  • Shopping at local art galleries, art studios and bookstores

Midnight Madness, Holiday Market, Free Parking

Midnight Madness returns on the first three Thursday evenings of December.

Downtown Annapolis business will stay open late on Dec. 7, 14 and 21 .

The festivities start at 4 p.m. each day. Businesses will be open until midnight on Dec. 7 and Dec. 14. They will be open until 11 p.m. on Dec. 21. More information is posted here.

There's also an Annapolis Holiday Market at City Dock from Dec. 7 to Dec. 10. The market will be located at Susan Campbell Park, and it will be open during part of the Dec. 7 Midnight Madness. Check this Facebook event for hours and details.

The City of Annapolis is also offering two hours of free on-street parking on commercial streets from Thanksgiving through New Year's. Drivers must enter the promo code "ParkDTA" in the ParkMobile website or app to get the deal. The first hour is also free in Hillman Garage when using the same code.

There is free parking available evenings and weekends at the Calvert Street Garage, located at 19 St. Johns St. Free parking on Sundays is available until 4 p.m. at the Whitmore Garage at 25 Clay Street. 

Many downtown businesses also give two hours of free parking in city garages when making a purchase through the Park, Shop and Dine initiative.

More information on free parking is posted here.

For more details on downtown holiday events, visit

Small Business Saturday History

Founded by American Express in 2010, Small Business Saturday is sandwiched between the major Black Friday retail shopping holiday that tends to favor national brands and Cyber Monday, an online shopping event that this year takes place on Nov. 27.

Since it started in 2010, consumers have reported spending an estimated $163 billion at small businesses across all 12 Small Business Saturdays combined.

Locally owned businesses recirculate a far greater percentage of revenue locally compared to absentee-owned businesses, according to the American Independent Business Alliance. Independents return about 48 percent of their revenues back into the local economy, compared to 14 percent returned to the local economy by chains.

Small businesses are typically defined by the federal government as those with fewer than 500 employees.

They are responsible for two of every three jobs over the past 25 years. Even a partial collapse of small businesses could weaken the overall U.S. economy, according to the Labor Department.

Use this search tool to find local establishments participating in Small Business Saturday.

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