• A Charlie Brown Christmas w/ Eric Byrd Trio

    A Charlie Brown Christmas w/ Eric Byrd Trio

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

    Celebrate the season with a timeless holiday classic, brought to life by the acclaimed Eric Byrd Trio. The Eric Byrd Trio captures the magic with soulful, swinging renditions of favorites like “Linus and Lucy” and “Christmas Time Is Here” — blending musical excellence with holiday cheer. Children 12 & Under = $16

    $41
  • 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

    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
  • “Gifts from the Arts” Art Show and Sale

    “Gifts from the Arts” Art Show and Sale

    Hitching Post 5078 Solomons Island Rd, Lothian, MD, United States

    The Muddy Creek Artist Guild is thrilled to announce our ever popular Holiday Art Show and Sale .... and it starts on Black Friday! We have extended the weekends this year to give you more time to shop and browse. And that's not all. We are popping up at a new, bigger location in the […]

  • The Bay Winds Band Winter Concert

    The Bay Winds Band Winter Concert

    St. Martin's Lutheran Church 1120 Spa Road, Annapolis, MD, United States +1 more

    'Set the Scene' with Holiday Fun! The Bay Winds Band Winter Concert features selections from The Nutcracker Suite, Russian Christmas, Glenn Miller; with additional selections by Viet Cuong, PinkZebra, Erika Svanoe, JaRod Hall, and many more!   We look forward to celebrating this magical season with you! This performance is supported in part by the […]

    Free
  • “A Winter Day” Concert

    Gloria Dei Lutheran Church 461 College Parkway, Arnold, MD, United States

    Join us in welcoming our new director, Ruslan Bondar, for his first season with the Arundel Vocal Arts Society.  The program features winter holiday songs from around the world, including Christmas carols from Mr Bondar's Ukrainian homeland. We also welcome cellist Daniel Shomper and soprano Yuliia Neduzhko in this inspiring program of choral music.

    $25
  • South County Concert Association Presents Encore Creativity for Older Adults Concert

    South River High School 201 Central Avenue East, Edgewater, MD, United States

    Encore Creativity for Older Adults will perform their Holiday Concert.  This concert includes both novel and traditional holiday songs plus audience sing-a-longs to attune your spirit to the most wonderful time of the year.  Both the Chorale and ENCORE Rocks will perform. ENCORE has performed concerts at prestigious locations such as the Kennedy Center, Strathmore […]

    $30
  • Christmas with Cantori

    Live Arts Studio 2002 Annapolis Mall Suite 1700, Annapolis, Maryland

    Live Arts’ women’s ensemble celebrates the music of the season with a jolly gift bag of the best holiday pop standards, presented in fresh and delightful ways for a heart-warming evening of Christmas cheer! Get ready for “I’ll be Home for Christmas,” The Christmas Song,” and a jazzy “Jingle Bells!”

    $30
  • 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
  • Holiday Traditions Tour of the William Paca House

    William Paca House and Garden 186 Prince George Street, Annapolis, MD, United States

    Experience the joy of the holiday season with a festive tour of the William Paca House! Gather your family and friends and begin the holiday season amidst the charming decorations of our historic mansion. You’ll be guided through the home of a Signer of the Declaration of Independence by your knowledgeable docent on a one-hour […]

    $3 – $17
  • 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 […]

  • Watercolor Pop Up Workshops

    Watercolor Pop Up Workshops

    ArtFarm Annapolis 111 Chinquapin Round Rd., Suite 200, Maryland

    Watercolor  A Pop-Up Experience for Beginners and Those that want to Keep Painting Discover the joy of watercolor painting in our welcoming, laid-back studio! This beginner-friendly workshop is the perfect opportunity to explore a new creative outlet with no pressure or prior experience needed. Each monthly pop up workshop will focus on a different theme. […]

    $65
  • Fairytales on Stage

    Fairytales on Stage

    Compass Rose Theater at Maryland Hall 801 Chase St., Third Floor, Annapolis, MD, United States

    Fairytales on Stage Tuesdays 4:30-5:30 pm Ages 5-11  Class Dates: 10/14/25 – 12/09/25 (No Class 11/25) ​​Step into the enchanting world of fairytales (of their own creation) with our immersive ensemble theater program! Join us on a magical journey where classic and contemporary fantasy tales come to life on stage, fueled by the boundless creativity […]

    $20
  • Knitting Together 55+ Creative Aging- Intermediate Knitting

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

    Tuesdays 11/4-12/9 10am-12pm Price: $191.47 Designed for 55+. Would you like to cast on for a more complicated knitting pattern, but don't quite know where to start? Bring your project (or your ideas) to this six-week class. Students will work on the projects of their choosing, with as much (or as little!) assistance as needed. […]

    $191.47
  • 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
  • Beginning Wheel Tuesdays

    Beginning Wheel Tuesdays

    Arts Lab of South County 312 Deale Road, Tracys landing, MD

    Learn to throw clay and explore the properties of clay and glaze materials during this 6-week Tuesday afternoon class.

    $250
  • Musical Theater Classes

    Musical Theater Classes

    Compass Rose Theater at Maryland Hall 801 Chase St., Third Floor, Annapolis, MD, United States

    Musical Theater   Tuesdays 5:30-6:30 pm Class Dates: 10/14/25 – 12/9 Ages 10+ 🎭 Join Our Musical Theater Class – Where Kids Shine On Stage! 🎶 Does your child love to sing, act, or perform? Our Musical Theater class is the perfect place for young performers to build confidence, creativity, and stage skills — all while […]

    $20
  • Youth Acting/Improv

    Youth Acting/Improv

    Compass Rose Theater at Maryland Hall 801 Chase St., Third Floor, Annapolis, MD, United States

    Youth Acting & Improv Best for Ages 11+ Wednesdays 6:30-7:30 pm 10/14 - 12/10 Has your child ever dreamed of taking center stage and captivating audiences with their talent? Now is the perfect time to turn that dream into reality with our immersive acting class! Whether they're looking to kickstart their acting journey or sharpen […]

    $20