Halloween events in Annapolis

Check out happening halloween events all around Annapolis, MD

Barktoberfest Annapolis 2025

 Sat, 04 Oct at 11:30 am 1906 Towne Centre Blvd USD 0 to 13

Undead Mile Run – Annapolis, MD

 Sat, 25 Oct at 08:00 pm Annapolis, Annapolis, Maryland

Annapolis Skelly Run

 Sat, 04 Oct at 08:00 pm Annapolis, Annapolis, Maryland

Annapolis Midnight Mile Vampire Run

 Sat, 11 Oct at 06:00 pm Annapolis, Annapolis, Maryland

Witches of Maryland Pub Crawl

Sun, 12 Oct at 07:00 pm Downtown Anapolis

Haunted Harbour Day 2025

 Sat, 25 Oct at 10:00 am 2512 A Solomons Island Road, Annapolis, MD 21401

Candlelight: Halloween Classics | Annapolis

 Thu, 30 Oct at 08:45 pm Maryland Hall

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

 Sun, 26 Oct at 08:00 pm 7 Church Cir, Annapolis, MD, United States, Maryland 21401

Annapolis Pride Parade and Festival

 Sat, 18 Oct at 10:00 am Maryland Hall

Pumpkin Walk

 Fri, 24 Oct at 04:00 pm 19 Maryland Avenue, Annapolis, MD, United States, Maryland 21401

SAMHAIN- 2025

 Sat, 01 Nov at 07:00 pm Unitarian Universalist Church of Annapolis

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

 Sat, 25 Oct at 10:00 am 186 Prince George St, Annapolis, MD 21401-1724, United States

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

 Sun, 19 Oct at 06:00 pm 7 Church Cir, Annapolis, MD, United States, Maryland 21401

FRI 10/24/25: Corpse Tour Signing with JAMES TYNION IV, MICHAEL WALSH & Surprise Guests

 Fri, 24 Oct at 06:00 pm 209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401

Halloween Paddle

 Sat, 18 Oct at 09:30 am Amos Garrett Park, Annapolis MD.

Annapolis Spooky Halloween: A Family Ghost Hunt

 Thu, 30 Oct at 05:00 pm 40 Francis St USD 13 to 40

Halloween Ghost Hunt in Annapolis

 Thu, 30 Oct at 05:00 pm 40 Francis St USD 13 to 40

Halloween Spooktacular! - October 19, 2025

 Sun, 19 Oct at 03:00 pm St. John's College USD 0 to 28

MON 10/13 – SAT 10/18: THIRD EYE THRILLER

 Mon, 13 Oct at 11:00 am 209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401