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  • 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

  • Susan Gabriel – PopUp Little House Concert

    Jo Fleming Contemporary Art 68 Maryland Ave, Annapolis, MD

    Tony and Emmy acclaimed Susan Gabriel presents a musical adventure "Paintings with a story to tell". Songs that paint a picture will kick up in downtown Annapolis. A pop up […]

    Free

  • Annmarie Garden in Lights

    Annmarie Sculpture Garden & Arts Center - 13480 Dowell Road P.O. Box 99 Solomons MD 20688 , United States

    Friday, November 25, 2022 - January 1, 2023, 5-9pm nightly Advance timed-entry tickets required for members & non-members! (Closed November 28 & 29 and December 5, 6, 24, 25) Dazzling […]

  • Lights on the Bay

    Sandy Point State Park 1100 East College Pkwy, Annapolis

    November 20 – January 2, 2023 Lights on the Bay Lights on the Bay is an annual holiday light show featuring a two-mile scenic drive along the shores of the […]

  • Christmas Movie at Town Hall

    North Beach Town Hall MD, United States

    Christmas Movie at Town Hall Join us at Town Hall on Saturday, December 17, 2022 at 5:30 pm while we watch Dr. Seuss' The Grinch.

  • English Country Dance

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

    English Country Dance to delightful live music - Intro lesson at 6:30; dance at 7:00. Capped attendance, so pre-registration required via email to [email protected]. Required of each attendee at door: […]

    $10

  • Holiday Concert

    St. Margaret's Church 1601 Pleasant Plains Road, Annapolis, MD, United States

    Featuring music from the Third Sunday Band

  • Ballet Theatre of Maryland presents “The Nutcracker”

    Maryland Hall 801 Chase St., Annapolis, MD

    Discover the wonder of this timeless holiday tradition and allow yourself to be magically swept away by the tale of the young heroine Clara and her adventures to rescue her […]

  • MATT HUTCHISON performs the music of Fools & Horses

    Cult Classic Brewing Company 1169 Shopping Center Road, Stevensville

    Matt Hutchison is an unapologetic, pure pop offering. Always looking for ways to do more with less, Matt is endlessly searching for unique melodies and turns of phrase, weaving them […]

    $10

  • Holiday Wishes from The Talent Machine Company

    Indian Creek School 1130 Anne Chambers Way, Crownsville

    Enjoy this high-energy holiday musical revue featuring an amazingly talented cast of kids ages 5 to 18. The Talent Machine's holiday show, which has been delighting people of all ages […]

    $20

  • Holiday Concert – The Chesapeake Chorale

    Elizabeth Ann Seton Catholic Church St. Elizabeth Ann Seton Catholic Church, Crofton, MD, MD

    The Chesapeake Chorale will present “Lo, How a Rose” on December 17th (Saturday), 7:30PM, at St. Elizabeth Ann Seton Catholic Church, Crofton, MD 21114. The concert features an array of […]

    $5 – $18

  • 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 […]

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