Two Dark Nights Event

Top Halloween Events in York Durham and Headwaters

As the days get shorter and summer turns to fall, one begins to feel a chill in the air. At first it’s crisp and refreshing, a sign for many to indulge in pumpkin spice and other delicious fall treats. But then, it becomes unsettling… almost as if something lurks just out of sight.

Most will shy away at this unnerving feeling but some love the thrill and want to know what lies just beyond the veil. For those who are brave enough, you’ll want to check out these fang-tastic Halloween events in York Durham Headwaters before November arrives!

Pumpkin Head People
Buzzing Bees Corn Maze

York

Canada’s Wonderland

When: Select Dates, Sept 25 – November 1, 2026

Where: Canada’s Wonderland

NEW Tricks & Treats

Experience Canada’s Wonderland this fall at Tricks and Treats, a family‑friendly daytime Halloween event included with park admission. Guests can celebrate the season with festive activities, seasonal treats and Halloween‑themed fun throughout the park. The event features activities for all ages, including a Halloween costume parade, live shows, meet‑and‑greets with Halloween characters, seasonal food and candy, select rides and more—making it a perfect way for families to enjoy Halloween together

Halloween Haunt

Halloween Haunt

Canada’s Wonderland has become synonymous with fear thanks to their Halloween Haunt experience where horrors lurk in every corner and nothing is as it screams! See if you can survive the scare zones, haunted mazes and live entertainment without losing your wits.


Georgina Paranormal Society Events

The Georgina Paranormal Society is taking part in several events this October. From guided ghost tours to museum nights and special displays, each evening offers a chance to explore history, mystery and the unexplained.

Ghost of Old Town Hall – Town of Newmarket

When: Wednesdays in October | Two Tours per night – 7 p.m. to 8:30 p.m. & 7:30 p.m. to 9 p.m.

Where: Newmarket’s historic Main Street

Once again, the Georgina Paranormal Society shares what chaos reigns on other planes of existence as you take a guided walking tour of Newmarket’s historic Main Street with the Ghosts of Old Town Hall experience. Hear about suspicious circumstances and strange anecdotes that have caused a ruckus in Newmarket since the 1880s. Afterwards, you’ll be taken into the Old Town Hall where paranormal activity is prevalent and witness a live investigation to see what really awaits in the shadows!

Fright at the Museum – Elman W. Campbell Museum – Newmarket

When: October 2, 9, 16 & 23, 2026

Where: Elman W. Campbell Museum

Take part in a live paranormal investigation with experienced investigators from the Georgina Paranormal Society. Explore hidden stories and restricted areas of the museum, test ghost-hunting equipment, and hear chilling tales from staff. Warm up with hot apple cider afterwards and decide for yourself if something lurks in the shadows. For ages 18 and up.

Two Dark Nights at Georgina Village Museum – Keswick

When: October 29 & 30 – 6:30p.m. to 9:30p.m.

Where: Georgina Village Museum

Ever wanted to be a part of a true paranormal investigation? Well now you can with the Georgina Paranormal Society! For Two Dark Nights, they will be conducting a thorough three-hour investigation of the most haunted buildings in the museum. See what lurks on another plane as the team uses their state-of-the-art ghost-hunting equipment to understand more of what has happened on the grounds. This event is 18+

The Haunting of The Briars

When: TBD

Where: The Briars

Dare to brave what lurks in the shadows at The Briars Resort? With two spine-chilling experiences this year, don’t be surprised if you scream like a little school girl with the Haunting of The Briars! First, see if you can brave what hides amongst the trees as restless spirits roam the haunted trails of the property. If you make it out alive (and are feeling lucky!) the haunting returns to Room 217 where startling secrets await to ambush you when you least expect it. You may want to arrive early to explore the vendors market… you may find a good luck charm to help you survive the night!

Briars Ghost
Briars Red Room
Ghost Hunters Equipment

Halloween Haunting Night & Dance at The Briars

When: TBD

Where: The Briars

This Halloween is guaranteed to be a memorable one at The Briars Resort as the Georgina Paranormal Society has one bone chilling line up! Halloween Haunting Night begins with some boo-licious bites to help boost your confidence before tackling a frightful frolic through the forest as you’re guided by the fierce folks of the Georgina Paranormal Society. Afterwards, dance the heebiejeebies away with a monster mash by a live DJ to round out this eerie evening!


Georgina Mystic Fair

When: October 2 & 3, 2026

Where: The Link 20849 Dalton Rd. Sutton

This event is a chance to connect with others who share a passion for all things mystical. Meet like-minded souls, share your stories, enjoy delicious food and browse vendors


The Village at Black Creek

When: Various dates in October

Where: 1000 Murray Ross Pkwy, North York

Halloween at The Village – Kid Friendly

October 24, 25, 31 2026. Prepare for eerie excitement at The Village this Halloween. Spine-tingling adventures await! Step into the mouth of our monster houses for hair-raising activities, visit the witches’ lair to learn the secrets of sorcery, assist with grisly experiments during the Slimy Science Show, and more!

The Village at Night

GHOST TOUR: Ghosts of The Village at Black Creek – Join us as we explore the supernatural side of Toronto’s historic and haunted village in the dark.

GHOST TOUR: Alone in the Dark – The Village at Black Creek – Join us for a spine-chilling, once-in-a-lifetime paranormal adventure, where intimate groups of 12 or fewer will have exclusive access to investigate haunted heritage buildings on site – in the dark! Including the notorious Half Way House, known to harbour untold secrets and restless spirits.

ESCAPE GAME: Where Dark Things Dwell – Stopping in the sleepy village of Black Creek for a night’s rest, you and your fellow travelers find yourselves trapped as ancient evil stirs. Black Creek is surely doomed – unless you can lift the curse!

When Shadows Lie – The curse returns in this thrilling sequel to the hit outdoor horror-mystery adventure Where Dark Things Dwell. Learn the true occult history of the village as you prepare to confront true evil.

When Shadows Lie is an immersive outdoor adventure blending escape room-style puzzles with live character interactions across a historic village. Featuring two distinct game paths with unique puzzles and story, you can play it twice…if you dare.

Black Creek Ghoul

Kreepy Kortright – Kid Friendly

When: October 16 – October 30, 2026

Where: 9550 Pine Valley Drive, Woodbridge

Just 10 minutes north of Toronto, you’ll find 325 hectares of pristine woodlands that make up the Kortright Centre for Conservation. It may be a natural oasis by day but come nighttime, visitors will have to contend with its sinister side! Partake in a spine-tingling forest walk, brave the haunted house, listen to hair-raising tales around the bonfire and more.


Haunted Hollows

When: October 4 – November 2, 2026

Where: 18444 Yonge Street, East Gwillimbury

Push your courage to the limits among scary clowns, ghouls, giant spiders, murderous inmates, ravenous cannibals, deranged mental patients and demented doctors at Haunted Hollows. This year, the 2.5-acre Halloween scare park features even more spine-chilling adventures that will test your nerves like never before.


Screemers

When: October 9 – October 31, 2026

Where: 80 Interchange Way, Concord

Featuring haunted mazes and over 120 live actors, this bone-chilling attraction is housed under a large 1,400-square-metre tent. Experience stage shows and realistic props that will keep you on your toes. Enjoy unlimited rides on the Midway of Madness and sample snacks from the food truck eatery area.


Haunt and Howl at Bruce’s Mill Conservation Park – Kid Friendly

When: Sunday, October 18, 2026

Where: Bruce’s Mill Conservation Park

Meet at the Nature Centre for some family-friendly scares! Partake on a guided, spine-tingling walk through the shadowy forests of Bruce’s Mill and carve a creepy (or cute) jack-o-lantern, and enjoy some hot apple cider and festive snacks.


BooFest – Kid Friendly

When: Weekends in October 2026

Where: Assembly Park

Head to the heart of Vaughan as Assembly Park becomes a bewitching realm that will suck you right in! Enter the mystical world of BooFest where you never know what’s lurking in every corner. The brave souls who attend have plenty to look forward to including thrilling games, crawling through a corn maze, a haunted house that will make your spine tingle, carnival rides and of course, delicious delights to fuel every goblin!


Aurora Haunted Forest – Kid Friendly

When: Saturday, October 24, 2026

Where: Sheppard’s Bush & Aurora Family Leisure Complex

Spooky sights and sounds surround you as Aurora’s Haunted Forest brings plenty of haunted hijinks to the city. Choose your own adventure as you have two options as you explore, one for those not looking for a fright and another for those who wish to know what goes bump in the night. Whichever way your spirit guides you, there is plenty of fang-tastic fun to be had at one of Ontario’s Top 100 Festivals and Events!

Durham

Cannington Haunted Attraction

When: October 16, 17, 23, 24, 2026

Where: 91 Elliot St, Cannington

A beast lives deep in the woods of MacLeod Park. Every year, this ravenous, blood-sick creature rises from its yearly slumber to satisfy its hunger at Cannington Haunted Attraction. Features include two outdoor wooded trails and an indoor barn maze, all of which are transformed into immersive horror-themed environments complete with live scare actors and some shocking surprises.

Cannington Haunted Trail

Brawley Woods Haunted Halloween Walk

When: Select dates in October & November 2026

Where: 1320 Brawley Road West, Whitby

This experience is not for the faint of heart as it’s a gruesome journey unlike anything you’ve ever experienced. Stumble your way through the insidious woodland where actors await alongside some of the biggest animatronics in North America as 13 foot creatures tower above you. It’s said to be the most intense Halloween walk in the province… do you truly believe you’ll survive the evil that lies within the Brawley Woods? If not, there is a ‘chicken lane’ but you’ll have to live with the shame for the rest of your life.

Brawley Woods

Crocs After Dark at Reptilia – Kid Friendly

When: October 23 & 24, 2026

Where: Whitby & Vaughan locations

As night falls, our crocodiles begin to prowl, swim, and stalk beneath the moonlight. Guided by expert zookeepers, you’ll witness thrilling feedings, special nocturnal shows, and get face-to-face with some of nature’s most elusive predators. Feel the adrenaline as you stand just inches away from powerful hunters, fully in their element.


Pumpkinville – Kid Friendly

When: Saturday, October 17, 2026

Location: Greenwood Conservation Area (2290 Greenwood Rd.)

Located at the picturesque Greenwood Conservation Area from 11a.m. to 5p.m. In addition to the live stage, there will also have children’s games and activities, interactive experiences, community displays and exhibitors, sensory zone, and a haunted house! Don’t forget to trick-or-treat at the community display and exhibitor booths. Kids are encouraged to dress in costume.


Halloween Fest at Pickering Museum Village– Kid Friendly

When: October 24 & 25, 2026

Where: 3550 Greenwood Road, Pickering

Get ready for a spooktacular time at the Pickering Museum Village! Enjoy a variety of Halloween-themed games, activities, crafts, and treats that are sure to delight visitors of all ages! Explore the museum at your own pace and uncover the fascinating history of Halloween traditions. Costumes are encouraged at this family friendly event.

Ghost Walk

When: Select dates in October 2026

Where: 3550 Greenwood Road, Pickering

Lead through the Village by lantern-light, this spine-tingling tour will turn even the toughest cynic into a believer…of the supernatural! Learn about the paranormal investigations that have taken place on site, hear the Museum’s most infamous staff stories, and uncover the tragedies that have occurred in Pickering’s past. Recommended for ages 12 and up.

Pickering Museum Village Durham Region

Halloween Spooktacular at WindReach Farm – Kid Friendly

When: October 24th, 2026

Where: WindReach Farm

Enjoy a fun-filled evening at the Farm featuring our spooky haunted house, trick-or-treat trail, a Halloween dance in the barn, and more! From 5-7 pm, bring the kids in their Halloween costumes to see the animals, get some candy along our trick-or-treat trail, experience a haunted house, and take a spooky Halloween wagon ride. Tickets for this event are $30/car. You only need one ticket for everyone in your car, whether you are one person or more.


Scugog Shores Museum Village

When: Various dates in October

Where: Scugog Shores Museum Village

Paranormal Museum After Dark – September 26 – 6 to 11:00 p.m.

On National Ghost Hunting Day, join the Paranormal Seekers to explore the Museum Village after dark. Join Paranormal Seekers as they investigate what happens at the museum when the sun goes down.

Spooky Tours – Every Friday from now to October 31

Join Museum staff in a guided tour of the Village during this spooky season. Discover chilling tales about Scugog’s past – crime, urban legends, and ghost tales are all included!

For the Kiddos – Adventures at the Booseum – Oct 24 – 1:00 p.m.

Adventures at the Booseum is back for it’s 8th annual run! This family friendly event explores the traditions of the Halloween season. Learn to carve a pumpkin and trick-or-treat around the village. Costumes are welcome – and encouraged! Admission is pay-what-you-can.


Halloween at the Harbour

When: October 24, 2026- 6 – 8pm

Where: Oshawa Museum

Step into the past with a haunting twist:

Henry House by Lamplight: Wander through an eerily lit Victorian home draped in mourning décor. Discover displays of local coffin hardware, peculiar and unsettling artefacts from the museum’s collection, and hear chilling staff tales of paranormal encounters. Don’t miss the infamous “killer dresses” on display in this 200-year-old home.

Spooky Science in the Drive Shed: Discover what bats, snakes, and spiders “see” in the Drive Shed, with an interactive science display from Derek Cutting and art by Dani Crosby.

Family Fun in Guy House: Perfect for all ages—build Lego monsters in five minutes, join interactive activities, and get your face painted for a frightfully fun look! Warm up with a cozy cup of hot chocolate as you celebrate the season with family and friends.

Paranormal Night at the Museum with Paranormal Seekers– October 17, Starting at 7:00pm. Step into the shadows of Oshawa’s most historic homes for an unforgettable night of mystery, history, and paranormal intrigue. This event is in partnership with The Paranormal Seekers.


Fear Forest in Oshawa

When: October 3 – 30, 2026

Where: 60 Celina Street, Oshawa

For four years and counting, Oshawa is covered by a dark veil as you become immersed in your very own horror film. You’ll want to bring your bravest friends and family members to tackle Fear Forest as you survive the slaughter of the butcher shop, dodge the curses from the witches’ coven, stave off infection to not become the next zombie and more. Don’t think that the fact it has moved indoors will save you – if anything, it means your exits are limited…

Headwaters

Hockley Valley Resort – The Art of Harvest

When: Friday, September 25, 2026, 6pm

Where: 793522 3rd Line EHS, Mono

Step into the warmth of cabin and settle in for an evening inspired by the colours, flavours and abundance of Ontario’s harvest season.

Executive Chef Sunil will present a thoughtfully curated three-course menu featuring locally inspired ingredients and seasonal flavours, with each course expertly paired with premium wines. As live music fills the restaurant, guests can relax, raise a glass and enjoy an intimate culinary experience that celebrates the very best of the season.


The Erin Fall Harvest Festival & Scarecrow Festival – Kid Friendly

When: Harvest Festival: October 9-12, Scarecrow Festival: Starting September 16, 2026

Where: Erin Fairgrounds

The fair takes place every Thanksgiving weekend at the Erin Fairgrounds, just north of downtown. For over 170 years the fair celebrates agriculture, family, and fall with a tractor load full of activities and events. Afterwards, don’t forget to check out Erin’s community tradition where local businesses and residents create and display creative scarecrows throughout the village, which you can view from your car.

Scarecrow Couple

MoD Toy Takeover Scavenger Hunt – Kid Friendly

When: Saturday October 31, 2026

Where: Museum of Dufferin

The toys are taking over the MoD this Halloween and you’re invited!

Explore different play zones across the museum where you can make your own toy, play classic games, create your own rocketship, and more! Along the way don’t forget to complete the scavenger hunt!

All activities are free and family friendly, where kids can complete challenges, create crafts, and win prizes. All levels and exhibits in the museum are open for you to explore, don’t miss this toy-tastic event!

Free Timed-Entry Tickets: This is a popular event – we ask that you reserve your free timed-entry tickets to guarantee a slot.


Boo on Broadway in Orangeville – Kid Friendly

When: Saturday, October 17, 2026

Where: Downtown Orangeville

With Spooky Sidewalks and an authentic Haunted Walking Tour running thru October 31st, Downtown Orangeville is truly a spooktacular Halloween destination!

Of course, it wouldn’t be Halloween without Boo! on Broadway & Beyond. The streets will be closed to traffic and transformed into one giant Halloween playground with dozens of spooky, fun, family-friendly activities packed into one thrilling day.

Join us Saturday, October 17th for Trick or Treating, Jack O’Lantern Carve Off, and our final Farmers’ Market plus DJ Dance Party, Freaky Face Painting, Petting Zoo, Haunted Houses, Character Visits and lots of other Kids Activities, it’s going to be eerie-sistible, memorable day for your sweet little monsters.


Orangeville Haunted Walks

When: TBD

Where: Various locations in Orangeville

Have you ever felt something creeping in the darker corners of downtown Orangeville? If not, you will after you join one of Orangeville’s Haunted Walking Tours! Follow the lantern’s light as you hear about mystifying legends and peculiar mysteries while exploring some of the town’s most haunted abodes. Get acquainted with the mischievous spirits on the original tour or learn about some of the gruesome happenings during the Prohibition Era with the Whiskey & Bones tour. Whichever you choose, the tales you hear will certainly stick with you for years to come!


Haunt in the Park – Shelburne

When: October 23, 24, 30, 31, 2026

Where: Various locations in Orangeville

The Community Event That Will Scare Your Socks Off!

Haunt In The Park is not just a haunted house; it’s a charitable endeavor that brings scares and smiles to our community. Every scream supports our non-profit initiatives, making a positive impact on those in need.

Find a Pumpkin Patch and Farm

On the hunt for the perfect pumpkin? Check out these pumpkin patches and farms in York Durham Headwaters

Pumpkin Patch Map

Download our map to find a pumpkin patch near you!

Apple and Pumpkin Map

York Durham Headwaters Go to Home Page

Updated: