• Classical happy hour at 49 West

    49 West Cafe and Gallery 49 West Street, Annapolis, Annapolis

      Join Pamela Godfrey, flute, Paula Sweterlisch, violin, and Katie McCarthy, cello as we play classical trios while you sip and dine at 49 West Coffeehouse and Winebar. No cover charge!

    Free
  • Dinner Under the Stars

    Inner West Street Annapolis, Maryland

    Hosted by eight local restaurants with outdoor cafe dining on the street.   Located in Historic Annapolis,  Dinner Under the Stars brings visitors and the community together to meet, greet, enjoy live music, and dance. Every Wednesday, May 21 through September 24, including special concerts on Saturday nights.  Outdoor dining begins at 5 pm - […]

  • Create a Play

    Create a Play

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

    Create A Play Wednesdays 5:30-6:30 pm Ages 6-11 Class Dates: 10/15/25 – 12/10/25   ​​Attention, young drama kids, playwrights, directors, and actors! Are you ready to embark on a thrilling adventure in the theater? Join our exciting "Create a Play" class designed just for you! In this dynamic program, students become the architects of their own […]

    $20
  • 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
  • THEATRE PRODUCTION WORKSHOP (non-musical) HOMESCHOOL EDITION

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

    THEATRE PRODUCTION WORKSHOP (non-musical) HOMESCHOOL EDITION An Ogre's Adventures: Make room for ogre-sized fun as the greatest fairy tale never told comes to life in this Theatre Production Workshop! This is a one-of-a-kind, comical story in which curses are reversed, monsters get the girls, and princesses are beautiful in all shapes and sizes. Once upon a […]

    $290.00
  • IMPROV COMEDY “WHOSE LAUGH IS IT ANYWAY” WORKSHOP at CTA

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

    IMPROV COMEDY WORKSHOP They say laughter is the best medicine & this workshop will provide tons of it. Students will build confidence playing improv games, learning about comedy acting skills + timing, working on group acting scenes, and so much more! This workshop concludes with a free showcase performance for families and friends on CTA’s […]

    $135.00
  • CP presents Dracula: A Comedy of Terrors

    CP presents Dracula: A Comedy of Terrors

    The Colonial Players of Annapolis 108 East Street, Annapolis, Maryland

    In the treacherous mountains of Transylvania, a meek English real estate agent takes a harrowing journey to meet a new and mysterious client, who also just happens to be the most terrifying and ferocious monster the world has ever known: Count Dracula! As famed female vampire hunter Jean Van Helsing and company chase Drac from […]

    $26
  • Annapolis Pearl Gallery Anniversary Open House

    Annapolis Pearl Gallery 32 West Street, Annapolis, MD, United States

    Annapolis Pearl Gallery celebrates our one-year anniversary! Meet our artists, enjoy light refreshments, plus there will be special surprises and deals!

    Free
  • “Narnia: The Musical” presented by Pasadena Theatre Company

    Anne Arundel Community College Humanities Building Lecture Hall 101 College Pkwy, Arnold, MD, United States

    "Narnia: The Musical " presented by Pasadena Theatre Company Tickets on sale at www.ptcshows.com Step through the wardrobe and into a world of wonder in “Narnia: The Musical”. Join the Pevensie siblings as they stumble into an enchanted land where mythical creatures roam, an evil White Witch rules with icy cruelty, and a great lion […]

    $18 – $23
  • Unified Jazz Ensemble Perform Big Band Classics at the Annapolis Jazz & Roots Festival

    Eastport United Methodist Church 926 Bay Ridge Ave, Annapolis, MD, United States

    Annapolis Jazz & Roots begins the second festival weekend with a concert featuring Unified Jazz Ensemble, the city's most popular jazz band. The four accomplished musicians will deliver a carefully curated performance recapturing the decades when jazz took North America by storm, making its mark through live concerts, radio, film and television. Hear music popularized […]

    Free
  • The Diary of Anne Frank

    The Diary of Anne Frank

    Anne Arundel Community College 101 College Parkway, Arnold, Maryland

    AACC Theatre presents The Diary of Anne Frank, a powerful true story of Anne Frank — a young girl whose words continue to inspire generations with their courage, honesty, and hope. We shine the spotlight on her and her family. Directed by Dr. Erin Bone Steele, the cast includes Andrew Agner-Nichols, Etta Boynton, Kaitlyn Carter, […]

    $5.00 – $20
  • CP presents Dracula: A Comedy of Terrors

    CP presents Dracula: A Comedy of Terrors

    The Colonial Players of Annapolis 108 East Street, Annapolis, Maryland

    In the treacherous mountains of Transylvania, a meek English real estate agent takes a harrowing journey to meet a new and mysterious client, who also just happens to be the most terrifying and ferocious monster the world has ever known: Count Dracula! As famed female vampire hunter Jean Van Helsing and company chase Drac from […]

    $26
  • Pride & Prejudice

    Pride & Prejudice

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

    Mrs. Bennet has five unmarried daughters, and not a single suitor among them. Luckily, Netherfield Hall is to be let at last, and to an eligible gentleman: the handsome and charming Mr. Bingley. Lovely Jane Bennet soon attracts Bingley’s attention, while witty and headstrong Lizzie conceives an instant dislike for Bingley’s proud, standoffish, and obscenely […]

    $15 – $55
  • Paper Water Marbling age 11+ at Maryland Hall

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

    Saturday Workshop 11/15 10am-12pm Price: $82.80 In this 2 hour workshop, you will learn the exquisite and age-old technique of marbling paper. Step-by-step guidance will assist you in creating one-of-a-kind and breathtaking designs that can be utilized for various purposes, such as book covers, gift boxes, postcards, gift tags, or decorative pieces in your home. […]

    $82.80
  • Photography: Holiday Portrait Workshop

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

    'Tis the Season for Holiday photos, are you ready? Join Kaitlyn McQuaid, photography instructor at ArtFarm, for a two-hour Holiday Portraits session covering tips for composing a family photo, just in time for the holidays. This session will include tips for photographing kids and pets, using a tripod for and self-timer (so you're included, of […]

    $95
  • Kinder Theater

    Kinder Theater

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

    Kinder Theater – Vacation Imagination! Suggested Ages 4 - 7 Saturdays 11:00 am-12:00 pm Class Dates: 9/27/25 – 11/22/25 Embark on a magical journey with Kinder Theater! Guided by their vivid imaginations, young actors will set sail for new destinations in every class. From exploring lush jungles to sailing the seven seas and even blasting […]

    $20
  • Ed Hrybyk Trio Perform “Bass Traditions” at the Annapolis Jazz & Roots Festival

    Eastport-Annapolis Neck Library 269 Hillsmere Dr, Annapolis, Maryland

    Annapolis Jazz & Roots has enjoyed a fabulous partnership with Anne Arundel Public Library & Foundation. Since the festival began four years ago, our traditional Saturday morning events (concerts, lectures and discussions) have been tremendously popular. Featuring Ed Hrybyk on upright bass, pianist Savino Palumbo and drummer Aldo Branch, the program "Bass Traditions" will be […]

    Free
  • Wicked Themed Crochet Hair Scrunchies ages 13+ at Maryland Hall

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

    Saturday 11/15 1pm-4pm. Price: $62.10. Teaching Artist: Laura Graham Booth Elphaba or Glinda? Green or pink? Learn the basics of crochet as you make a hair scrunchie to show off your favorite Wicked character. *If you need help navigating the website, finding classes, creating a new customer account with Maryland Hall, or purchasing a class […]

    $62.10