| Communities

There’s nothing we love more than being spooked (unless chocolate counts!). To help you get into the Halloween spirit we’ve categorized our top Toronto Halloween events for 2018 into Horrifying History, Dreadful Drama, Rated R and Free Family Fun. Enjoy!

Horrifying History

We love, love, love historical Halloween events because they offer authentic chills at historical landmarks where there’s a real possibility there could be actual ghosts wandering about.

Legends of Horror:

Where: Casa Loma, 1 Austin Terrace

When: Now until October 31

What: Meet up with some of the most dreaded characters of horror on this self-guided tour through some of the most terrifying and darkest corners of the Casa Loma grounds.

Fort York After Dark

Where: Old Fort York, 250 Fort York Boulevard

When: October 23 to 27

What: Come on, we’re talking bloody battles, military grave yards and a tour guided by lantern-light.

Haunted High Park:

Where: High Park, Colborne Lodge, 11 Colborne Lodge Drive

Why: A Victorian séance by candlelight, Victorian funerals and creepy mourning rituals will get you believing in ghosts.

Spirit Walks:

Where: Mackenzie House, 82 Bond Street

Why: A dread filled back-alley tour complete with Toronto’s scariest stories and a candlelit tour of Mackenzie House, reputed to be the most haunted building in the city.

Dreadful Drama

If you have a thing for the dramatic, or the cinematic, these are the events you don’t want to miss!

Rocky Horror Picture Show:

Where: Lower Ossington Theatre, 100A Ossington Avenue

When: Now until November 17

Why: It’s just a jump to the left AND depending on your age either a blast from the past, or an intro to a classic cult film you’ll wanna watch every Halloween!

The Ghost Light Anthology:

Where: The Box, 89 Niagara Street

When: Now until October 31

Why: Because this is just too different to miss! This haunt type of event leans towards the theatrical featuring five macabre stories, modern monsters and a venue that was once a coffin factory.

Eve of the Vigilant Citizen:

Where: Monarch Tavern, 12 Clinton Street

When: November 2

Why: This 19+ event might take place after the 31st, but it’s a unique role-playing theatrical type thing, where you can get completely immersed in a roaring 20’s party.

Rated R

Dance the night away and get lost in the one night where identity doesn’t get in the way!

Devil’s Playground by Rue Morgue

Where: The Opera House, 735 Queen Street East

When: October 27

Why: Costumes aren’t a must, but severely encouraged. Terrifying visuals, digital décor and music by DJ Jimi La Mort and DJ Saucy Miso will keep people partying ‘til the wee hours.

Halloween on Church

Where: Church & Wellesley

When: October 21 6pm to 11pm

Why: The biggest Halloween street party in the city, offers you the chance to join in the revelries with the best costumes in town strolling the pedestrian only boulevard.

Cabin from Hell Halloween Party:

Where: Cabin Five, 225 Richmond Street W.

When: October 27 – 28

Why: This is a costume required event with haunting fun guaranteed and prizes for everything from craziest to sexiest costumes.

Silent Disco Rooftop Party:

Where: Hemmingway’s, 142 Cumberland Street

Why: The “silent” for this event comes from the headphones everyone wears listening to their own choice of music. Spot someone with the same coloured lights to mingle and share a silent dance!

Free Family Fun

Boo friendly events that are free for the whole family.

Boo! at the Barns:

Where: Artscape Wychwood Barns, 601 Christie Street

When: October 20, 4–9 pm

Why: Storytelling, colouring competitions, a photo booth, haunted bouncy castles, a spooky DJ dance party, prizes, a cash bar, and food.

Riverdale Farm Boo Barn:

Where: Riverdale Farm, 201 Winchester Street

When: October 20 and 21, 9:30 am–3:30 pm

Why: Bring a non-perishable food item and enjoy pumpkin carving, face painting and arts and crafts. $5 donations are welcome to pay for pumpkins.

Riverside Halloween Fest:

Where: Jimmie Simpson Rec Centre & Queen Street E. at DeGrass

When: October 27, 9:30 am–12:30 pm

Why: Don your costumes and enjoy face painting and crafts, a haunted house, pumpkin carving and a parade at 11:30 along Queen. Registration recommended, and donations are welcome for charity.

Halloween on Queen:

Where: Kew Gardens (2075 Queen Street E) and Ivan Forrest Gardens (131 Glen Manor Drive)

When: October 27, noon–4 pm

Why: From a live DJ, to face painting, and bouncy castles to a reptile meet-and-greet at Ivan Forrest Gardens and an inflatable corn maze to Halloween nail art, and a palm reader to a costume parade at Kew Gardens Queen East has it all.