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  • Quaker Holiday Market

    Annapolis Friends Meeting Hall 351 Dubois Rd., Annapolis, MD, United States

    Come eat, chat, & shop! Quaker Holiday Market                        Saturday, December 3rd, 2022                […]

    Free

  • Glen Burnie High School Winter Craft Fair

    Glen Burnie High School 7550 Baltimore Annapolis Blvd, Glen Burnie

    Get your holiday shopping done at the 39th annual Glen Burnie High School Winter Craft Fair benefiting the GBHS Band Boosters. Join us as over 140 crafters display their unique […]

    Free

  • Regional Textile Showcase

    Montpelier House Museum

    See all kinds of fiber art by local artists. Past exhibitors include the Uhuru Quilt Guild, the Montpelier Arts Center rug hooking class, and the artists of Stitching Pretty. Self-guided […]

    $2 – $5

  • St. Clement’s Island Museum Christmas Doll & Train Exhibit

    St. Clement's Island Museum 38370 Point Breeze Road, Colton's Point, MD, United States

    St. Clement’s Island Museum Christmas Doll & Train Exhibit Dates: Daily, December 1, 2022 – January 1, 2023 (closed Christmas Eve & Christmas Day) Time: 10:00 a.m. – 5:00 p.m. […]

  • Retro Christmas at Piney Point Lighthouse Museum

    Piney Point Lighthouse Museum 44720 Lighthouse Road, Piney Point, MD, United States

    Retro Christmas at Piney Point Lighthouse Museum Dates: Daily, November 27, 2022 – January 1, 2022 (closed Christmas Eve & Christmas Day) Time: 10:00 a.m. – 5:00 p.m. Location: Piney […]

  • 23rd Annual Gingerbread House Contest & Show

    Darnall's Chance House Museum 14800 Governor Oden Bowie Drive, Upper Marlboro, MD, United States

    For a sweet treat, come and view an amazing display of edible gingerbread houses. Visitors can vote in the Viewer's Choice Awards by picking their favorite entry in the child/family/adult […]

    $2

  • Tea with the Sugar Plum Fairy

    Captain Avery Museum 1418 East West Shady Side Road, Shady Side

    Captain Avery Museum and the National Ballet Company present: Tea with the Sugar Plum Fairy & the Nutcracker Prince Join us at the Captain Avery Museum for scenes from the […]

    $20 – $25

  • Handel’s Messiah

    Nancy R. & Norton T. Dodge Performing Arts Center 47855 College Dr, St. Mary's City

    The SMCM Chamber Singers, under the direction of Larry Vote, will give their annual performance of Handel's Messiah. First performed in 1742, Handel's Messiah has become one of the most […]

    Free

  • White Christmas at Classic Theatre of Maryland

    The Classic Theatre of Maryland 1802 West Street, Annapolis

    White Christmas Classic Theatre of Maryland presents White Christmas November 25 - December 24, 2022. Based on the beloved 1954 film, this musical adaptation features the music of Irving Berlin […]

  • Colonial Yuletide Celebration

    Hogshead on Pinkney Street, William Paca House and Garden 186 Prince George Street, Annapolis, MD

    You are cordially invited to celebrate a colonial holiday with Historic Annapolis! Bring the entire family to welcome yuletide at the William Paca House and Hogshead. It’s the year 1772, […]

    $2 – $12

  • Jolly Express Cruise

    Annapolis City Dock Dock Street, Annapolis, MD

    Jolly Express Cruise Ho, Ho, Ho, and a Bottle of Rum! Well, maybe not the rum, but Santa returns to the shores of Annapolis with his Jolly Express Cruise! Grab […]

    $25

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