Annapolis Halloween Events

Halloween events Happening Next in Annapolis, MD

Undead Mile Run – Annapolis, MD

 Annapolis, Annapolis, Maryland 25 Oct 2025
PARTIES

Witches of Maryland Pub Crawl

Downtown Anapolis 12 Oct 2025
PARTIES

Annapolis Midnight Mile Vampire Run

 Annapolis, Annapolis, Maryland 11 Oct 2025
TRIPS-ADVENTURES

Haunted Harbour Day 2025

 2512 A Solomons Island Road, Annapolis, MD 21401 25 Oct 2025
CONTESTS

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

 7 Church Cir, Annapolis, MD, United States, Maryland 21401 26 Oct 2025
ENTERTAINMENT

Haunted Tiki Halloween party at Pearl Restaurant and Ponche Tiki Bar

 26 Market Space 31 Oct 2025
HALLOWEEN USD 13

Pumpkin Walk

 19 Maryland Avenue, Annapolis, MD, United States, Maryland 21401 24 Oct 2025
PARADES

SAMHAIN- 2025

 Unitarian Universalist Church of Annapolis 1 Nov 2025

Halloween Paddle

 Amos Garrett Park, Annapolis MD. 18 Oct 2025
HALLOWEEN

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

 209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401 24 Oct 2025
HALLOWEEN

Trunk or Treat

 Eucalyptus Rd, Annapolis, MD 21402, United States 24 Oct 2025
TRUNK-OR-TREAT

Candlelight: Halloween Classics | Annapolis

 Maryland Hall 30 Oct 2025
CANDLELIGHT-CONCERTS

Annapolis Spooky Halloween: A Family Ghost Hunt

 40 Francis St 30 Oct 2025
TRIPS-ADVENTURES USD 13 TO 40

Halloween Ghost Hunt in Annapolis

 40 Francis St 30 Oct 2025
HALLOWEEN USD 13 TO 40

Halloween Spooktacular! - October 19, 2025

 St. John's College 19 Oct 2025
HALLOWEEN USD 0 TO 28

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

 186 Prince George St, Annapolis, MD 21401-1724, United States 25 Oct 2025
TRICK-OR-TREAT

Trunk or Treat

 2525 Riva Rd 28 Oct 2025
TRUNK-OR-TREAT FREE

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

 209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401 13 Oct 2025
HALLOWEEN