Halloween events in Annapolis

Check out happening halloween events all around Annapolis, MD

Undead Mile Run – Annapolis, MD

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

Annapolis Halloween Rooftop Party : Haunted Heights

 Fri, 31 Oct at 08:00 pm Metropolitan Kitchen & Lounge Free

Annapolis Spooky Halloween: A Family Ghost Hunt

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

Haunted Harbour Day 2025

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

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

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

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

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

Trunk or Treat

 Wed, 29 Oct at 05:30 pm Fidelity First Mortgage Free

SAMHAIN- 2025

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

Pumpkin Walk

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

Maxed Out Fitness Halloween Bash 2025

 Fri, 24 Oct at 06:00 pm Maxed Out Fitness USD 39

Halloween Scavenger Hunt in Annapolis

 Thu, 30 Oct at 10:00 am 40 Francis St USD 8 to 20

2nd Annual Halloween Dance

 Fri, 24 Oct at 07:00 pm 4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409

Trunk or Treat

 Fri, 24 Oct at 03:30 pm Eucalyptus Rd, Annapolis, MD 21402, United States

Halloween Ghost Hunt in Annapolis

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

Candlelight: Halloween Classics | Annapolis

 Thu, 30 Oct at 08:45 pm Maryland Hall

Haunted Tiki Halloween party at Pearl Restaurant and Ponche Tiki Bar

 Fri, 31 Oct at 09:30 pm 26 Market Space USD 13

Trunk or Treat

Sun, 26 Oct at 05:00 pm 1740 Forest Dr, Annapolis, MD, United States, Maryland 21401

Halloween Costume Party

 Fri, 31 Oct at 06:00 pm 2016 Industrial Dr, Annapolis, MD, United States, Maryland 21401

Trunk or Treat

 Tue, 28 Oct at 04:30 pm 2525 Riva Rd Free

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

Trunk or Treat

 Wed, 29 Oct at 05:30 pm 2016 Industrial Dr, Annapolis, MD, United States, Maryland 21401

DTA Halloweekend Sugar Skull Crawl

Sat, 01 Nov at 01:00 pm Downtown Annapolis

Great Annapolis Pumpkins - Check out the giant pumpkins!

 Mon, 06 Oct at 08:00 am Downtown Annapolis