Annapolis Halloween 2025

What to Expect This Halloween in Annapolis!

Annapolis halloween around City Dock and the U.S. Naval Academy mixes nautical ghost tours, haunted walking tours, and family trick-or-treat evenings. Historic downtown Annapolis and Main Street host fall festivals, spooky harbor cruises, and colonial-themed Halloween events by the State House.

Find the best Halloween events in Annapolis this year!

Annapolis Halloween Events

Annapolis Other Halloween Activities (2)

A young couple holding drinks and smiling at each other outside a historic tavern on a moonlit Halloween night, with several ghosts in the background.

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📍 Annapolis, MD, US

(0.1 mi from Annapolis)

Annapolis Ghost Tours & Crawls

Award-winning ghost tours and pub crawls with over 20 years of history.

Event Details

👻 Scare Factor: 👻👻👻👻👻

💰 Budget: $$

🎃 Family Friendly: 🎃🎃🎃🎃🎃

⚡ Energy: Moderate (walking and standing)

Event Description

Delve into the shadowy past of Annapolis with the original and top-rated ghost tours and pub crawls. For over two decades, they've been sharing spine-tingling tales of scandal, superstition, and spirits. Choose from family-friendly ghost walks or adult-oriented pub crawls that take you inside historic taverns to hear chilling local legends.

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⭐ Best For: History buffs, ghost story enthusiasts, adults, families with older children

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A black cat with striking yellow-green eyes is lying down on a tiled surface, looking directly at the camera with a focused expression. The background is softly blurred, with hints of a terracotta pot and greenery.

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📍 Annapolis, MD, US

(0.9 mi from Annapolis)

The Great Annapolis Pumpkins

Giant pumpkins displayed throughout downtown

Event Details

👻 Scare Factor: 👻👻👻👻👻

💰 Budget: $

🎃 Family Friendly: 🎃🎃🎃🎃🎃

⚡ Energy: Low

Event Description

Prepare to be amazed by The Great Annapolis Pumpkins, returning to historic downtown Annapolis. These colossal pumpkins, often exceeding 1,000 pounds and sourced from regional farms, are a spectacular sight. They transform the downtown area into a vibrant fall attraction, perfect for capturing unforgettable photos and creating lasting memories. Stay tuned for specific location and carving dates.

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⭐ Best For: Families, photographers, fall enthusiasts

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Near Annapolis

Arnold Halloween Events

Three knights on horseback, dressed in medieval armor and red capes, ride through a village street lined with timber-framed buildings. The knights carry lances, and two of them have shields with red crosses. Spectators watch from the side of the street.

Annapolis

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Maryland Renaissance Festival

Immersive Renaissance village with themed weekends and diverse performers

👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃

📏 5.2 miles from Annapolis

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Crofton Halloween Events

A charming autumn scene featuring three cartoon figures in a wooden wagon filled with hay, surrounded by pumpkins and fall leaves. A man with a mustache and hat drives, a girl holds a pumpkin, and a blonde girl sits with a white bunny. The overall mood is festive and cheerful.

Davidsonville

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Homestead Gardens Fall Festival Weekends

Weekend fall festival with hayrides and pumpkin patch

👻👻👻👻👻 💰 $ 🎃🎃🎃🎃🎃

📏 8.1 miles from Annapolis

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A playful autumn scene with toy farm animals, pumpkins, and a yellow rubber duck on green turf, with two children sliding down a blue slide in the background.

Upper Marlboro

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Montpelier Farms Fall Festival

Unlimited rides on the Super Mega Slide

👻👻👻👻👻 💰 $ 🎃🎃🎃🎃🎃

📏 14.7 miles from Annapolis

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South Gate Halloween Events

A group of five people are running away from a terrifying, emaciated zombie in a graveyard at night. The scene is illuminated by a dramatic red glow, casting long shadows and creating a frightening atmosphere.

Gambrills

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Station 7 Terror Trail

Dual haunted attractions for different scare levels.

👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃

📏 11.6 miles from Annapolis

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Odenton Halloween Events

A diorama scene depicts miniature figures of a family in a cornfield, with a small house in the background and a person in a plaid shirt looking on.

Gambrills

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Maryland Corn Maze at Maryland Sunrise Farm

8-acre corn maze with interactive QR code challenges

👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃

📏 11.3 miles from Annapolis

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Bowie Halloween Events

A cartoon illustration of a young witch with wide eyes and rosy cheeks, wearing a pointed hat and scarf, holding a lit torch in a dark, spooky forest setting with a large orange moon in the background.

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GameDev.tv Halloween Jam 2025

10-day game jam with secret theme and trick-or-treat mechanic

👻👻👻👻👻 💰 FREE 🎃🎃🎃🎃🎃

📏 15.5 miles from Annapolis

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Dundalk Halloween Events

A dark and spooky forest scene at night, with a haunted church in the center, illuminated by a full moon and glowing jack-o'-lanterns lining a path.

Sparrows Point

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Fort Howard Haunted Dungeons

Over 40 years of frightful tradition in Sparrows Point.

👻👻👻👻👻 💰 $ 🎃🎃🎃🎃🎃

📏 16.7 miles from Annapolis

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St Michaels Halloween Events

Two young women, one holding a rifle, are cautiously moving through a dark, misty forest at night, with a menacing, winged monster lurking behind them.

Wye Mills

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Harvest Horror

Outdoor hunt for cryptic creatures with Ostridea Paranormal Society

👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃

📏 22.0 miles from Annapolis

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Laurel Halloween Events

Two young women with bright smiles stand in a dimly lit, vintage-style movie theater, with rows of empty seats stretching out behind them and a movie screen faintly visible in the background.

Laurel

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Laurel's House of Horror & Escape Room

DMV's largest indoor haunted house in an abandoned movie theater

👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃

📏 21.1 miles from Annapolis

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West Elkridge Halloween Events

A family of three, two women and a man, are smiling and playing a game of mini-golf at night. They are surrounded by whimsical, cartoonish monsters and string lights, creating a fun and festive atmosphere.

Jessup

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Monster Mini Golf Columbia

Glow-in-the-dark mini golf with animated monsters

👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃

📏 20.6 miles from Annapolis

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Baltimore Halloween Events

A smiling Black man and an Asian woman wearing a bat headband are toasting drinks at a Halloween street festival, with blurred figures and glowing orange lanterns in the background.

Baltimore

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Haunted Halloween Weekend Pass 2025 – Baltimore

Two nights of bar crawls with one pass

👻👻👻👻👻 💰 $$ 🎃🎃🎃🎃🎃

📏 21.6 miles from Annapolis

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A group of children and adults are enjoying a Halloween festival at night, illuminated by glowing lanterns and a large full moon. Characters are dressed in costumes, including a boy holding a lantern, a person in a pink dragon costume, and a green monster.

Baltimore

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Great Baltimore Lantern Parade & Dia de Los Muertos Festival

Thousands of glowing lanterns illuminating Patterson Park

👻👻👻👻👻 💰 FREE 🎃🎃🎃🎃🎃

📏 21.7 miles from Annapolis

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Our goal is complete coverage—from major festivals to small community celebrations, ensuring you never miss anything happening in your area.

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Last updated: 10/9/2025