Holiday Markets in the Chesapeake

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The entrance of Annapolis Holiday Market (Courtesy of Annapolis Holiday Market)

Pick up all of the gifts on your list at these holiday markets, which highlight local artisans and small businesses!

Holiday Marketplace

Dec. 7, 1-5 p.m.

This local holiday market at Severna Park Community Center gives families the opportunity to shop small for some treasures they can gift their loved ones this holiday season. Let the kids pick out something special, too!
spcommunitycenter.org/event/holiday-marketplace

Christmas in St. Michael’s

Dec. 12-14

Get in the holiday spirit with this weekend-long celebration in one of the Eastern Shore’s most picturesque small towns — it’s a weekend of shopping and festivities, including a parade, gingerbread competition and display, shopping, music and lighted boat parade.
christmasinstmichaels.org

Annapolis Holiday Market

Dec. 13 & 18-21

4-10 p.m. Thursday, 11 a.m.-9 p.m. Friday and Saturday, 11 a.m.-5 p.m. Sunday

The front lawn at St. John’s College (a new location for this market in 2025) transforms into a magical waterfront wonderland with art, crafts, food and handmade gifts for its fourth year. Enjoy seasonal favorites like hot chocolate, hot apple cider, spiced wine and strudels for a traditional Christmas market experience.
annapolisholidaymarket.com