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  • Mr. Paca’s Garden Storytime: “Trick or Treat on Scary Street” by Lance Bass

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

    Mr. Paca’s Garden Storytime is a fun hour full of reading and activities in the William Paca Garden, a secret treasure in the Historic District of Annapolis. Each program is designed for little ones, 3-7 years, with a book reading, song, and craft/art project, plus time to explore the Paca Garden following the story hour. […]

  • Corsets and Contraband: African American Women’s Labor in the Fight for Freedom

    Hogshead 43 Pinkney Street, Annapolis, MD

    Stop by Hogshead Trades Museum for a special program highlighting the courageous contributions of African American women during the Civil War. Meet living historians and hear the compelling stories of three extraordinary women: Lucy Ann Walker – The Clothesline Spy Mary Bowser – The Confederate White House Black Dispatcher Mary Louvestre – The Ironclad Informant […]

  • Fall Fun Day at the Benson-Hammond House – Live Music

    The Benson-Hammond House 7101 Aviation Blvd, Linthicum Heights, MD

    Come on out and enjoy live music, drink some cider, play some yard games, and check out the Benson-Hammond House together. The Appalachian style music of The Overtones will be playing on the porch for our Pickin' on the Porch series!!! There will be face painting, and a mini-pumpkin giveaway for our first three dozen […]

  • Watermarks Kids Halloween Costume Cruises

    Cruises on the Bay by Watermark 1 Dock Street, Annapolis, Maryland

    Saturday October 25th and Sunday 26th Kids in costume cruise FREE on our Harbor cruises in Annapolis and Baltimore-(Walk Ups only) Post your onboard costume photo and tag @Watermark and #HarborHauntsto win a family Holiday Cruise. $25/Adult kids in Costume cruise FREE for more dates and information visit https://watermarkjourney.com/events/annapolis-harbor-usna-cruise/

  • Below Deck: Ghost Tales & Sea Shanties

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

    Join us for a candlelit program that conjures the shadowy musical world of haunted harbors, shipwrecks, and sailor’s lore. Below Deck draws from the rich tradition of maritime music sung aboard tall ships and in dockside taverns during the long 18th century. Sea shanties—rhythmic, call-and-response work songs—were used to coordinate physical labor aboard sailing vessels, […]

  • Special Historic Hauntings with Watermark Tours

    During the month of October, we’re partnering with Watermark Tours to offer Special Historic Hauntings Tours on Thursdays, Fridays, and Saturdays at 7:30 pm. Our spirited guide will lead you through the dark alleys, spooky side streets, and lesser-known haunted sites of the old and creaky town of Annapolis. Hear from real diary entries and newspaper […]

  • Watermarks Kids Halloween Costume Cruises

    Cruises on the Bay by Watermark 1 Dock Street, Annapolis, Maryland

    Saturday October 25th and Sunday 26th Kids in costume cruise FREE on our Harbor cruises in Annapolis and Baltimore-(Walk Ups only) Post your onboard costume photo and tag @Watermark and #HarborHauntsto win a family Holiday Cruise. $25/Adult kids in Costume cruise FREE for more dates and information visit https://watermarkjourney.com/events/annapolis-harbor-usna-cruise/

  • MD Concert Series Presents…Big Buffett Beach Band

    Chesapeake Arts Center 194 Hammonds Ln, Brooklyn Park, MD, United States

    MD Concert Series Presents... Big Buffett Beach Band Sun, October 26, 2025 3PM Hammonds Lane Theatre $10 - $25 | $1.30 - $1.75 Fees This large band with horns, percussion, drums, bass, keyboards, and multiple guitars is the complete Jimmy Buffett experience. The Sons of Pirates first launched as a Buffett tribute group, but has […]

  • Spirits of the Past: Disease, Death, and Mourning Tours

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

    In October, experience a spirited tour of the historic William Paca House, highlighting tales of the past: sickness, treatments, mourning rituals, and superstitions. Tours are offered every Saturday at 2 pm and every Monday at 11 am throughout October. You’ll be guided by candlelight on a special tour focusing on the treatment of diseases, medical practices […]

  • Jane Austen Tour and Book Club

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

    READ Emma – TOUR Hammond-Harwood House – DISCUSS with fellow readers! Participants will enjoy a 60-minute guided tour of the house that compares the customs and social graces of the Loockerman family, who lived in the Hammond-Harwood House in the early 19th century, with those of characters in Jane Austen novels. A book club discussion […]

  • Orlando Ridout V Memorial Lecture

    Governor Calvert House 58 State Circle, Annapolis, MD

    Historic Annapolis and the Maryland Historical Trust invite you to attend the 2025 Orlando Ridout V Memorial Lecture at the Governor Calvert House. The lecture is free, but reservations are required, and we thank you for considering a donation when you register to support this lecture series. This year, we are pleased to welcome Philadelphia […]

  • Special Tour: Dark History of the South River

    Historic London Town and Gardens 839 Londontown Road, Edgewater, MD, United States

    Do you dare to join us as the sun sets, and the shadows grow long while we tell long forgotten stories of London Town's darker side? Learn about the Pirate Clark, the plague of mad dogs, and about 18th-century ghost stories. Hear some of London Town's historical oddities on a 45-minute specialty tour. This is […]

    $12