Orillia Unique & Unusual Halloween Events 2026

15 unique & unusual Halloween events in Orillia and nearby.

Orillians seeking Halloween festivities beyond our city limits can explore numerous events.

From indoor craft workshops like the Needle Felt a Mouse Poking Out of a Mini Pumpkin Workshop to the outdoor Coldwater Witches Walk, and adult-focused trivia nights such as the 90's HALLOWEEN Trivia Night at Canadian Brewhouse, there are distinct experiences to consider.

All Unique & Unusual Halloween Events Around Orillia

Illustration of a town street at twilight with glowing windows, pumpkins, floating ghosts and a witch on a broom by the moon (Coldwater Witches Walk)

Coldwater Witches Walk

Coldwater 13 mi Free

Costumes, fire performers, music, and late-night shopping in downtown Coldwater.

Autumn Concert in the Barn

Coldwater 8 mi $$$

Live performance by Devin Cuddy supporting Mariposa House Hospice.

Illustration of a Halloween town at twilight with glowing houses, jack o lanterns, ghosts, and a witch flying past the moon (The Market: Autumn Edition)

The Market: Autumn Edition

Innisfil 16 mi

Lakeside autumn market featuring independent brands, food, and live music.

Bewitched Witches Market

Barrie 18 mi Free

Market featuring 40 mystical vendors, broom crafting, and spiritual readings.

Illustration of a skeleton drummer, a pumpkin headed guitarist and a masked singer on a stage at dusk under a big moon (Songs Among the Pines: Harvest Edition)

Songs Among the Pines: Harvest Edition

Barrie 20 mi $

Guided forest bathing and group singing in the autumn woods.

Illustration of three small ghost hunters with a flashlight and camera tripods in a dim hallway with pumpkins and a ghost (Ghost of Old Town Hall Tours)

Ghost of Old Town Hall Tours

Newmarket 38 mi

Historic downtown walking tour and live paranormal investigation inside Old Town Hall.

Autumn Equinox Celebration

Stayner 35 mi $$

Features guided meditation, intention setting, journaling, and oracle card guidance.

Applewood Farm U-Pick Apples

Whitchurch 43 mi $

Admission includes one pick-your-own pumpkin or squash from the field.

Illustration of a fall festival street with big pumpkins in front, striped booths, and small figures under orange trees (Cozy Witch Halloween Holistic Healing Fair™)

Cozy Witch Halloween Holistic Healing Fair™

Aurora 42 mi Free

Holistic market with readers, natural products, free workshops, and face painting.

Illustration of two clay kids and cotton ghosts around a craft table with painted pumpkins, paint pots and paper bats (Scarborough Fall Vendor Festival & Handmade Market)

Scarborough Fall Vendor Festival & Handmade Market

Toronto 54 mi Free

Community market featuring local artisans, handcrafted goods, and specialty food vendors.

Illustration of glowing carved jack o'lanterns, candles, and small figures with tools on a wooden table under string lights (Carve a Stack of Wooden Pumpkins at Lee Valley Tools)

Carve a Stack of Wooden Pumpkins at Lee Valley Tools

Pickering 56 mi Free

Learn woodcarving basics while crafting a decorative stack of pumpkins.

Pumpkin Paint Night

Toronto 58 mi $$

Acrylic pumpkin painting on a 16x20-inch canvas for adults.

Illustration of a witch in a pointed hat laying out tarot cards on a round table among pumpkins, candles and a fireplace (Celebrate Halloween/Samhain with Spirits, Snacks & Sound Healing)

Celebrate Halloween/Samhain with Spirits, Snacks & Sound Healing

Kleinburg 54 mi

Ceremonial ancestor honoring, snacks, and sound bath therapy in a candlelit setting.

Illustration of small clay figures carving glowing jack-o'-lanterns on a wooden table with candles under string lights (Carve a Stack of Wooden Pumpkins)

Carve a Stack of Wooden Pumpkins

Vaughan 57 mi Free

Free workshop teaching the basics of carving wooden pumpkins.

Game On! After Dark

Barrie 20 mi $

Adult-only gaming event with tournaments and interactive experiences.

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Illustration of small costumed figures and a witch playing on a sunny lawn with pumpkins, hay bales, a tent and orange trees

Family-Friendly Fall Activities

1 of 35 Santa's Village Halloween Spooktacular Kilworthy

Spooky twist on Santa's Village with trick-or-treating and haunted rides.

See all 35 family events →

Illustration of a Halloween party at dusk with costumed characters around a punch bowl, a ghost, pumpkins and string lights

Food, Drink, and Parties

1 of 12 Innisfil Autumn Market Innisfil

Community market featuring local vendors supporting the Innisfil Food Bank.

See all 12 parties & tastings →

Illustration of a small haunted cottage with glowing windows, ghosts, jack-o'-lanterns and a black cat under a pale moon

Haunted Experiences

1 of 16 Gore Haunt Halloween Maze & Live Scare Show Barrie

Free haunted maze featuring over 40 animatronics and live scarers.

See all 16 haunted attractions →

Illustration of a pumpkin character and a ghost performing on a small stage with red curtains before a costumed audience

Movies, Theater, and Entertainment

1 of 3 Saph Ick's Horror Show Barrie

Horror-themed drag show featuring a costume contest.

See all 3 shows & screenings →

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Frequently Asked Questions

Can kids come on ghost tours in Orillia?

Family-friendly early tours, usually the 7 pm slot, keep stories spooky but not graphic and welcome ages 8-plus; late-night tours lean into murder and macabre detail and often set 13+ or 18+ minimums. Check the tour's stated age guidance and pick the early slot for first-timers. Ninety minutes of night walking is the real limit for younger kids, so check the route length.

How should we dress for October outdoor events in Orillia?

October is the swing month: afternoon events can be warm while anything after sunset drops fast, so the answer is always layers, base, zip layer, packable shell, plus closed shoes for grass and gravel venues. Toss gloves and a beanie in the bag after mid-October for night tours and outdoor screenings. Check the hourly forecast at event time, not the daily high.

How do we plan around lantern parades and night processions in Orillia?

Stake out the route, not the staging area: arrive 30-45 minutes early at a mid-route spot with a wall or storefront at your back for kids' sightlines. Bring your own lantern or glow items only if the event invites it. Transit beats driving, since road closures wrap the route, and know the dispersal point so your group reunites after the crowd releases.

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