Annapolis Holiday Market

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Annapolis Holiday Market

Annapolis Holiday Market

Annapolis Holiday Market expands to 2 weekends in December.

This year, the holiday market will be on the front lawn of St John's College, near the intersection of College Avenue and St John's Street. This puts the market about a block from the Calvert Street Parking Garage, which has over 700 free parking spaces weekday evenings and all day on Weekends, and a block from the great shopping on Maryland Avenue.

This year’s market is set to return for 2 weekends in December. It is open Saturday, December 13th, and the following weekend, Thursday, December 18 to Sunday, December 21, 2025, on the front lawn of the beautiful St John's College. The market has free admission on all days.

The Annapolis Holiday Market will feature 100 artisan vendors, specialty food stalls, and festive entertainment. Visitors can shop for handcrafted gifts, including jewelry, pottery, glass art, and home décor, while enjoying specialty holiday beverages, including hot chocolates, apple cider, and spiced wines. Traditional holiday market foods will be available including bratwursts, crab soup, pretzels, pickles, cheeses, and sweet treats like strudels and cookies will also be available. The diverse mix of local and regional artists and crafters will give you the opportunity to find special gifts for everyone on your shopping list.

The Annapolis Market will have visits from Santa, unique photo opportunities like the holiday market archway, and other fun surprises.

Admission to the market is free. Hours are:

• Saturday, December 13: 11 AM–9 PM

• Thursday, December 18: 4 PM–10 PM

• Friday and Saturday, December 19 &20: 11 AM–9 PM

• Sunday, December 21: 11 AM–5 PM

Parking options include the Calvert Street Parking Garage (19 St Johns St), which is free weekday evenings starting at 6 pm and all day on Saturday and Sunday. Whitmore Parking Garage (25 Clay St) and Gotts Court Parking Garage (25 Northwest St), which are about 3 blocks from the market. Tour bus groups and rideshare services can drop off on St John's Street, near the market entrance.