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  • Holiday Artisan Market at The Galleries at Quiet Waters

    Holiday Artisan Market at The Galleries at Quiet Waters

    The Galleries at Quiet Waters Park 600 Quiet Waters Park Road, Annapolis, Maryland

    The Galleries of Quiet Waters Park is proud to present its 14th annual show/sale, “Holiday Artisan Market, Artistic Gifts of the Season,” which runs fro November 19, 2025 to January 4, 2026. Ten artists will be displaying and selling their work:  Joanne Bast (textiles),  Val Bembenek (paper boxes), Chesapeake Woodworkers (wooden artworks), Firelight Glass (fused […]

    Free

  • Silver in the Golden Age of Annapolis at Hammond-Harwood House

    19 Maryland Avenue, Annapolis 19 Maryland Avenue, Annapolis, MD, United States

    The decade prior to the American Revolutionary War (1760s-1770s) is considered the “Golden Age of Annapolis” because the city was regarded as the “genteelest town in North America,” and was a distinguished center for commerce, cultural pursuits, social events, and Georgian architecture. Hammond-Harwood House, 19 Maryland Avenue, is recognizing this description of our fair city […]

  • The Nutcracker

    The Nutcracker

    Maryland Hall 801 Chase St., Annapolis, MD, United States

    Be a part of something new! This holiday season, experience the world premiere of Annapolis’s own Nutcracker with Ballet Theatre of Maryland. The familiar story takes on local significance through vibrant dancing, historic costumes, and festive sets. Beloved characters like Clara, her enigmatic Uncle Drosselmeier, and the brave Nutcracker Prince return with new depth as their stories […]

    $47 – $72
  • The Nutcracker at BTM

    The Nutcracker at BTM

    Maryland Hall 801 Chase St., Annapolis, MD, United States

    The Nutcracker with all-new choreography by Artistic Director Nicole Kelsch November 23, 2025 at Coppermine Pantherplex December 13-21, 2025 at Maryland Hall An Annapolitan take on this beloved classic!​ Be a part of something new! This holiday season, experience the world premiere of Annapolis’s own Nutcracker with Ballet Theatre of Maryland.  The familiar story takes on local […]

    $41 – $75
  • The Talent Machine Co. Presents “A Merry Mix-Up” Holiday Spectacular!

    The Talent Machine Co. Presents “A Merry Mix-Up” Holiday Spectacular!

    Indian Creek School 1130 Anne Chambers Way, Crownsville, MD, United States

    Don’t miss The Talent Machine Company’s annual Holiday Spectacular, Dec. 12 through 23! Evening and matinee performances available! This year’s show – A Merry Mix-Up – promises to be an exciting experience for kids of all ages, with all of your favorite holiday songs and dances, plus a special surprise! What could possibly get mixed […]

    $20.00

  • AACC CHRISTMAS ON BROADWAY

    Chesapeake Arts Center 194 Hammonds Lane, Studio 194, Brooklyn Park, MD, MD, United States

    AACC CHRISTMAS ON BROADWAY Who doesn’t love New York City at Christmastime? The store windows dressed and decorated and in the air there’s a feeling of Christmas! In December 2025, NYC comes to Anne Arundel County, and our local theater gem, the Hammonds Lane Theatre at the Chesapeake Arts Center! Our Christmas show is just […]

    $10 – $25

  • Holiday Pops

    Bowie State University 14000 Jericho Park Rd, Bowie, MD, United States

    Holiday Pops Bowie State University December 21, 2025 | 3:00 PM Get ready to experience one of the most beloved traditions in Annapolis—the ASO’S Annual Holiday Pops concert! This festive season, join the Annapolis Symphony Orchestra and our 70 world-class musicians as we bring the joy, beauty, and warmth of the holidays to life with […]

    $65 – $135
  • The Nutcracker

    The Nutcracker

    Maryland Hall 801 Chase St., Annapolis, MD, United States

    Be a part of something new! This holiday season, experience the world premiere of Annapolis’s own Nutcracker with Ballet Theatre of Maryland. The familiar story takes on local significance through vibrant dancing, historic costumes, and festive sets. Beloved characters like Clara, her enigmatic Uncle Drosselmeier, and the brave Nutcracker Prince return with new depth as their stories […]

    $47 – $72
  • The Nutcracker at BTM

    The Nutcracker at BTM

    Maryland Hall 801 Chase St., Annapolis, MD, United States

    The Nutcracker with all-new choreography by Artistic Director Nicole Kelsch November 23, 2025 at Coppermine Pantherplex December 13-21, 2025 at Maryland Hall An Annapolitan take on this beloved classic!​ Be a part of something new! This holiday season, experience the world premiere of Annapolis’s own Nutcracker with Ballet Theatre of Maryland.  The familiar story takes on local […]

    $41 – $75
  • Auditions – Singers Wanted

    Auditions – Singers Wanted

    Compass Rose Theater at Unity by the Bay Annapolis, MD, United States

    Auditions for Compass Rose Cabaret (Celebrating 15 years of the best Compass Rose Musicals) ​ Producer, Barbara Webber Artistic Director, Madeline Austin Tracy Adler, Director Jack Benedict, Musical Director ​ Non-union, paid (stipend) USE THIS LINK TO APPLY DEADLINE JANUARY 22 (Applications will be reviewed, and an invitation for an in-person audition will be made […]

  • Holiday Artisan Market at The Galleries at Quiet Waters

    Holiday Artisan Market at The Galleries at Quiet Waters

    The Galleries at Quiet Waters Park 600 Quiet Waters Park Road, Annapolis, Maryland

    The Galleries of Quiet Waters Park is proud to present its 14th annual show/sale, “Holiday Artisan Market, Artistic Gifts of the Season,” which runs fro November 19, 2025 to January 4, 2026. Ten artists will be displaying and selling their work:  Joanne Bast (textiles),  Val Bembenek (paper boxes), Chesapeake Woodworkers (wooden artworks), Firelight Glass (fused […]

    $6

  • Silver in the Golden Age of Annapolis at Hammond-Harwood House

    19 Maryland Avenue, Annapolis 19 Maryland Avenue, Annapolis, MD, United States

    The decade prior to the American Revolutionary War (1760s-1770s) is considered the “Golden Age of Annapolis” because the city was regarded as the “genteelest town in North America,” and was a distinguished center for commerce, cultural pursuits, social events, and Georgian architecture. Hammond-Harwood House, 19 Maryland Avenue, is recognizing this description of our fair city […]

  • The Talent Machine Co. Presents “A Merry Mix-Up” Holiday Spectacular!

    The Talent Machine Co. Presents “A Merry Mix-Up” Holiday Spectacular!

    Indian Creek School 1130 Anne Chambers Way, Crownsville, MD, United States

    Don’t miss The Talent Machine Company’s annual Holiday Spectacular, Dec. 12 through 23! Evening and matinee performances available! This year’s show – A Merry Mix-Up – promises to be an exciting experience for kids of all ages, with all of your favorite holiday songs and dances, plus a special surprise! What could possibly get mixed […]

    $20.00
  • Holiday Artisan Market at The Galleries at Quiet Waters

    Holiday Artisan Market at The Galleries at Quiet Waters

    The Galleries at Quiet Waters Park 600 Quiet Waters Park Road, Annapolis, Maryland

    The Galleries of Quiet Waters Park is proud to present its 14th annual show/sale, “Holiday Artisan Market, Artistic Gifts of the Season,” which runs fro November 19, 2025 to January 4, 2026. Ten artists will be displaying and selling their work:  Joanne Bast (textiles),  Val Bembenek (paper boxes), Chesapeake Woodworkers (wooden artworks), Firelight Glass (fused […]

    $6
  • The Talent Machine Co. Presents “A Merry Mix-Up” Holiday Spectacular!

    The Talent Machine Co. Presents “A Merry Mix-Up” Holiday Spectacular!

    Indian Creek School 1130 Anne Chambers Way, Crownsville, MD, United States

    Don’t miss The Talent Machine Company’s annual Holiday Spectacular, Dec. 12 through 23! Evening and matinee performances available! This year’s show – A Merry Mix-Up – promises to be an exciting experience for kids of all ages, with all of your favorite holiday songs and dances, plus a special surprise! What could possibly get mixed […]

    $20.00

  • Intermediate Watercolor Workshop (4 weeks)

    ArtFarm Studios 111 Chinquapin Round Rd. Suite 200, Annapolis, MD, United States

    Have you taken our Beginner Watercolor Workshop or are ready to build on your current skills? Learn new techniques, and collaborate with other watercolorists in a studio environment. ArtFarm instructor and painter, Cat Dolch, will lead the class in developing techniques, including sketching and composition, adding value, depth, and texture, traditional brushwork and techniques, color […]

    $175

  • Watercolor for Beginners (4 week)

    ArtFarm Studios 111 Chinquapin Round Rd. Suite 200, Annapolis, MD, United States

    Completely new to watercolor or want to brush up on your brushwork? Whether you have painted with watercolor before or are a complete novice, you can feel comfortable and accomplished each week with this watercolor class. ArtFarm instructor and painter, Cat Dolch, will demonstrate and integrate a variety of techniques into each week's lesson. With […]

    $225
  • Small Gems

    Small Gems at McBride Gallery

    McBride Gallery 215 Main Street, Annapolis, MD, United States

    ‘Tis the Season for tiny treasures! We are featuring an array of Small Gems pieces throughout December and into the New Year. We are also featuring new work by Victor Nizovstev. The McBride Gallery is brimming with holiday spirit, and the artists are excited to share what they have made.

    Free
  • Holiday Artisan Market at The Galleries at Quiet Waters

    Holiday Artisan Market at The Galleries at Quiet Waters

    The Galleries at Quiet Waters Park 600 Quiet Waters Park Road, Annapolis, Maryland

    The Galleries of Quiet Waters Park is proud to present its 14th annual show/sale, “Holiday Artisan Market, Artistic Gifts of the Season,” which runs fro November 19, 2025 to January 4, 2026. Ten artists will be displaying and selling their work:  Joanne Bast (textiles),  Val Bembenek (paper boxes), Chesapeake Woodworkers (wooden artworks), Firelight Glass (fused […]

    $6

  • Silver in the Golden Age of Annapolis at Hammond-Harwood House

    19 Maryland Avenue, Annapolis 19 Maryland Avenue, Annapolis, MD, United States

    The decade prior to the American Revolutionary War (1760s-1770s) is considered the “Golden Age of Annapolis” because the city was regarded as the “genteelest town in North America,” and was a distinguished center for commerce, cultural pursuits, social events, and Georgian architecture. Hammond-Harwood House, 19 Maryland Avenue, is recognizing this description of our fair city […]

  • Shrek The Musical KIDS at CTA

    Shrek The Musical KIDS at CTA (Wednesdays)

    Children's Theatre of Annapolis 1661 Bay Head Road, Annapolis, MD, United States

    MUSICAL THEATRE PRODUCTION WORKSHOPS Beauty is in the eye of the ogre in DreamWorks Theatricals Shrek The Musical KIDS, based on the Oscar-winning DreamWorks Animation film and fantastic Broadway musical. It’s a “big bright beautiful world” as everyone’s favorite ogre, Shrek, leads a cast of fairytale misfits on an adventure to rescue a princess and find true […]

    $415.00