• Teach Your Craft

    Deale Library 5940 Deale-Churchton Road, Deale, MD, United States

    Teaching Your Craft: You Have More to Share Than You Think Has anyone ever said, “You should teach that”? You know how to make it. But how do you teach […]

  • Haunted Thrift Store Paint Night!

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

    Get ready for a night of creepy, quirky, wonderfully weird creativity! ARTAGAYNE is bringing the Haunted Thrift Store Paint Night to ArtFarm for an evening of painting, Halloween fun, and […]

    $45
  • Pumpkin Walk

    Hammond Harwood House 19 Maryland Ave, Annapolis, MD, United States

    Join us for our annual Pumpkin Walk! Come celebrate the spooky season with games, crafts, snacks, storytelling, face painting and a costume parade around the mansion. This event will also […]

    $25
  • Folklore & Folktales Exhibit / Closing Reception + Artist Happy Hour

    AND Creative Gallery 1851 McGuckian Street, Suite B, Annapolis, MD, United States

    On Friday, October 30, join us for one last evening with Folklore & Folktales at AND Creative Gallery as we celebrate the close of the exhibition. This group show explores […]

    Free
  • An Evening with Peppino D’Agostino (A Mansion Concert for Friends)

    Annapolis Friends Meeting 351 Dubois Rd, Annapolis, PA, United States

    On Friday, October 30, 2026, world-renowned acoustic guitarist Peppino D'Agostino will perform in the multipurpose room of the Annapolis Friends Meetinghouse (AFM - Annapolis, MD) - 6:00 PM Doors / 7:00 […]

    $35.00
  • The Pirates of Penzance

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

    Duty, love, and laughter set sail in this swashbuckling comedy! The Pirates of Penzance is a delightful adventure filled with romance, mischief, and mistaken identity! Young Frederic believes his years of […]

    $28 – $120
  • Halloween Pop-up Introductory Level Tap Routine w/ Lisa Pellittiere

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

    Saturday, October 31, 2026, 9:00am-10:00am, Room 101, Price: $20.70 (TFA26LPT08) Warm-up to songs from a range of genres and learn a Halloween themed routine! Choreography will be geared towards absolute […]

    $20.70
  • Halloween Pop-up Mixed Level Tap Routine w/ Lisa Pellittiere

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

    Saturday, October 31, 2026, 10:15am-11:30am, Room 101, Price: $25.85 (TFA26LPT09) Warm-up to songs from a range of genres and leave with a Halloween routine to show off! Choreography will be […]

    $25.85
  • Tavern Talk: Inside Annapolis’s Revolutionary-Era Taverns

    Hogshead Trades Museum 43 Pinkney St, Annapolis, MD, United States

    Stop by Hogshead Trades Museum and explore tavern life in the busy port city of Annapolis during the Revolution. Join living historian Jacob Kirsch to discover how taverns served as […]

    $5
  • Day of the Dead

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

    Celebrate Culture, Community, and Tradition! The Day of the Dead Festival (Día de los Muertos) is an annual Annapolis' celebration with live music, traditional dance, altars, art, food, and family-friendly […]

  • Día de los Muertos Festival at Maryland Hall

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

    2026 Day of the Dead Festival Date: Saturday, October 31, 2026 Time: 3:00 PM – 8:00 PM Location: Maryland Hall (Annapolis, MD) Celebrate culture, community, and tradition! The Day of […]

    Free
  • Motown Concert- Dinner Under the Stars

    Dinner Under the Stars West St and Calvert St, Annapolis, United States

    Motown Concert on Saturday, October 31, 5- 9 p.m. Dinner Under the Stars About the event 🎶 FREE MOTOWN CONCERT IN ANNAPOLIS! 🎶 Spice and Motown Magic are back! Join […]

  • That 70’s Halloween Jam

    Log Rhythm Media, 1801 West St #100, Annapolis, MD 21401, USA 1801 West Street Suite 100, Annapolis

    A Party for the Grownups! Fundraiser for Chesapeake Children's Museum Dress in your best 70's or Halloween costume! PRICE DROP $20 Proceeds go to The Chesapeake Children's Museum

    $20