Sep 23, 2026 – Jan 16, 2027

World of Threads Festival 2026

Where: Queen Elizabeth Park Community and Cultural Centre, 2302 Bridge Rd., Oakville

When: September 23, 2026 - January 17, 2027

The World of Threads Festival showcases contemporary fibre and textile art in all forms from around the World. The Festival is FREE.

Oct 24, 2026 – Jan 23, 2027

Aideen Barry: Silent Songs

Where: Oakville Galleries - Gairloch Gardens, 1306 Lakeshore Road East, Oakville & Oakville Galleries - Centennial Square, 120 Navy Street, Oakville

When: Tuesday – Saturday, 10:00 a.m. – 5:00 p.m. Monday by appointment only.

This fall, Oakville Galleries is pleased to present Silent Songs, Aideen Barry's inaugural solo exhibition in Canada, featuring the world premiere of her enigmatic and ethereal film Embroidering the Earth's Mantle.…

Oct 23 – Oct 24

The Wearable Art Show

Where: St Volodymyr Cultural Centre, 1280 Dundas St W, Oakville

When: Friday - 10:00 a.m. - 7:00 p.m. / Saturday 10:00 a.m. - 4:00 p.m.

Featuring the most unique fashion designers, jewelry designers, textile designers, and artists in the country, you will be sure to find one-of-a-kind pieces that effortlessly complement your wardrobe as well as your…

Oct 23

BOLD Public Speaking Program

Where: Scholars of Oakville Glen, 243 North Service Rd W #202, Oakville

When: 5:00 p.m. - 6:00 p.m.

BOLD Public Speaking is a free youth-led public speaking program for students ages 8–15 who want to build confidence and develop their public speaking skills in a fun, supportive environment.

Oct 23 · Oct 24 · Oct 26 · Oct 27 · Oct 28 · Oct 29 · +1 more dates

Oakville Historical Society: Ghost Walks 2026

Where: Start and End at 110 King St.

When: 6:30 p.m. and 8:00 p.m.

Celebrate Halloween with Oakville Historical Society Ghost Walks through Old Oakville. Join ghost characters from the 1800s for family-friendly fun and learning about Oakville's history, followed by light…

Oct 23

Broom Making Workshop

Where: Figaro Coffee House, 350 Lakeshore Rd. E.

When: 6:30 p.m. - 9:00 p.m.

The veil is thin and the coven is gathering. 🌙 Spend a bewitching October evening crafting your own witch’s broom. Hang it by your door this Halloween, or keep it ready for your midnight flight.

Oct 24

2026 McCormick Cup Finals

Where: Crusaders Rugby Club Grounds, 2214 Ninth Line, Oakville

When: Doors open 10:30 a.m.

Join in on Saturday, October 24, 2026, as Crusaders Rugby Club hosts the 2026 McCormick Cup Finals at their Oakville grounds for a full day of elite competition, family entertainment, and club celebration.

Oct 24 · Oct 31

Oakville Civitan Farmer's Market

Where: 240 North Service Rd W, Oakville

When: 8:00 a.m. - 1:30 p.m.

Dorval Crossing Civitan Farmer’s Market is the Town of Oakville’s longest-running farmer’s market. Their market operates from 8:00 a.m. till 1:30 p.m every Saturday from May until the end of November. All proceeds…

Oct 24

HRSTA Bronte Creek Community Clean-Up

Where: Petro Canada Park, 388 Bronte Road, Oakville

When: 9:00 a.m. - 12:00 p.m.

Join the HRSTA on Saturday, October 24th for their Annual Bronte Creek Community Clean-Up.

Oct 24

Oakville Book Expo

Where: Holiday Inn Oakville Centre, 590 Argus Road, Oakville

When: 10:00 a.m. - 3:00 p.m.

Join in for a day dedicated to books, storytelling, and connecting readers with incredible authors and businesses.

Oct 24

Haunted Happenings: Tricks, Treats and Traditions

Where: Oakville Museum, 8 Navy St, Oakville

When: 10:00 AM - 12:00 p.m. / 12:15 p.m. - 2:15 p.m. / 2:30 p.m. - 4:30 p.m. / 5:00 p.m. - 7:00 p.m.

Gather the whole family for some charming old-fashioned Halloween fun at the Oakville Museum! Young visitors can follow their very own Halloween Passport as it guides them throughout the historic estate and grounds…

Oct 24

Halloween Spooktacular

Where: Oakville Place, 240 Leighland Ave, Oakville

When: 10:00 a.m. - 2:00 p.m.

🎃 Children enjoy an open-air, outdoor Halloween Hunt. Outdoors by Entrance 3, off Leighland Ave, by Stack restaurant.

Oct 24

Aideen Barry: Silent Songs - Opening Reception

Where: Oakville Galleries - Gairloch Gardens, 1306 Lakeshore Road East, Oakville & Oakville Galleries - Centennial Square, 120 Navy Street, Oakville

When: 2:00 p.m. - 5:00 p.m.

Join Oakville Galleries for the opening reception of Silent Songs, Aideen Barry's inaugural solo exhibition in Canada, featuring the world premiere of her enigmatic and ethereal film Embroidering the Earth's Mantle.

Oct 24

Halloween Cupcake Decorating Workshop (Kids)

Where: 2861 Sherwood Heights Drive, Oakville

When: 3:00 p.m. - 4:30 p.m.

Looking for fun Halloween activities for kids in Oakville? Join TaDa Treats for a Parent & Child Halloween Cupcake Decorating Class — a hands-on, beginner-friendly way to celebrate the season together.

Oct 24

She Carries The Song

Where: Oakville Centre for the Performing Arts, 130 Navy St, Oakville

When: Starts 8:00 p.m.

Three powerful Indigenous women — Celeigh Cardinal (Cree), Mimi O’Bonsawin (W8banaki), and Lacey Hill (Oneida/Mohawk) — come together in this intimate and moving performance that weaves voice, story, and song into a…

Oct 24

Love at First Fright

Where: The Firehall, 2390 Lakeshore Rd W, Oakville

When: 8:00 p.m. - 10:00 p.m.

Dating apps are scary enough. This Halloween, try meeting someone in real life.

Oct 25

Collector Verse Expo

Where: St. Volodymyr Event Centre, 1280 Dundas St W, Oakville

When: 10:00 a.m. - 6:00 p.m.

Join in on Sunday, October 25th, 2026 at the St. Volodymyr Event Centre in Oakville, Ontario for an unforgettable day celebrating everything we love about collecting!

Oct 25

Haunts & Harvest at the Bronte Farmers’ Market

Where: Bronte Market Square, 2445 Lakeshore Road W

When: 10:00 a.m. - 2:00 p.m.

Join us for Haunts & Harvest, the final Bronte Farmers’ Market of the year – with a fun Halloween twist!

Oct 25

Hobbycon Oakville

Where: Era Event Venue, 2496 Bristol Circle, Oakville

When: 10:00 a.m. - 4:00 p.m.

The Hobbycon experience is coming to town with FREE ENTRY and FREE PARKING! Whether you’re a longtime collector or just getting started, there’s something for everyone:

Oct 25

Kids Create Halloween Event

Where: Summer & Grace Gallery, 323 Church St, Unit 14, Oakville

When: 10:30 a.m. - 1:00 p.m.

Lollipop Art Lounge, in partnership with Summer & Grace Gallery and The King's Arms Pub, presents A Fun Fall Event!

Oct 25

Artists Celebrating Canada Art Show & Sale

Where: Oakville Art Society studio - 560 Bronte Road, Oakville

When: October 25, 2026, 11:00 a.m. - 5:00 p.m.

Come and celebrate Canada through the eyes and imagination of local artists. The Artists Celebrating Canada Art Show and Sale is a vibrant showcase capturing the beauty and spirit of Canada through stunning…

Oct 25

The Velveteen Rabbit

Where: Oakville Centre for the Performing Arts, 130 Navy St, Oakville

When: Starts 1:00 p.m.

A Musical Adaptation by Mya Leworthy, Naomi Jijina, and Lucy Ellis.

Oct 25

The Great Halloween Cookie Drama

Where: City Dance Corps, Oakville, 2630 Bristol Cir #100, Oakville

When: 2:00 p.m. - 3:30 p.m.

Join in for THE GREAT HALLOWEEN COOKIE DRAMA!

Oct 27

Gallery Flow Yoga

Where: Joshua Farm Gallery, 1086 Burnhamthorpe Rd E, Oakville

When: 6:00 p.m. - 7:00 p.m.

Unwind and reconnect in the peaceful setting of Joshua Farm Gallery. Their weekly yoga sessions offer a gentle, welcoming practice surrounded by art and nature, a perfect mid-week reset.

Oct 27 · Oct 28

Boos & Brews

Where: Downtown Oakville

When: Starts 7:15 p.m.

Get ready for a spooktacular night of chills and thrills at Boos & Brews!

Oct 29

The Cooking Studio at Paradiso

Where: Paradiso Oakville, 125 Lakeshore Rd E, Oakville

When: Starts at 6:30 p.m.

A hands-on cooking experience guided by one of Paradiso's talented chefs. A fun evening where you prepare a multi-course meal, then sit down and enjoy the fruits of your labour.

Oct 29

Little Artist

Where: Oakville Galleries, 1306 Lakeshore Rd E, Oakville

When: 4:00 p.m. - 5:00 p.m.

Oakville Galleries and the Oakville Public Library are working together in support of creative and literary learning! Join them at Oakville Galleries for a mini art class paired with a story and literary connection…

Oct 29

Adult Drawing and Painting Course

Where: Oakville Galleries in Gairloch Gardens, 1306 Lakeshore Rd E, Oakville

When: 6:30 p.m. - 8:30 p.m.

Join Oakville Galleries for an immersive drawing and painting series designed to challenge and inspire artists at every stage of their practice!

Oct 29 · Oct 30

Haunted Happenings: Candlelight Tour

Where: Oakville Museum, 8 Navy St, Oakville

When: 7:00 p.m. - 7:30 p.m. & 8:00 p.m. - 8:30 p.m.

Join the Oakville Museum for a unique Halloween experience where history and Halloween come together inside the beautifully preserved Erchless Estate. Wander from room to room as your guide reveals the curious…

Oct 29

Murray Drive

Where: Oakville Centre for the Performing Arts, 130 Navy St, Oakville

When: Starts 8:00 p.m.

At the heart of Murray Drive is a duo who write and perform songs rooted in honest storytelling. Joined on-stage by a powerful rhythm section, the full ensemble brings a magnetic chemistry driven by genuine…

Oct 30 – Oct 31

Rocky Horror Picture Show 2026

Where: Film.Ca Cinemas, 171 Speers Rd, Oakville

When: October 30 – 9:30 p.m. / October 31 – 7:30 p.m. / November 1 – 4:00 p.m.

Let's get together, celebrate, and let's do the time warp again!

Oct 30

BLK Swan Oakville: A Nightmare on Rebecca Street

Where: BLK Swan South Oakville, 3420 Rebecca St, Oakville

A Nightmare on Rebecca St…. 3 HUGE Halloween events at BLK Swan Oakville.

Oct 30

Candlelight: A Haunted Evening of Halloween Classics

Where: Knox Presbyterian Church, 89 Dunn St, Oakville

When: Starting at 6:30 p.m. & 8:45 p.m.

Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Oakville. Get your tickets now to discover music inspired by Halloween at Knox…

Oct 30

Funvilla Halloween Scavenger Hunt

Where: Funvilla Oakville, 77 Loyalist Trl, Oakville

When: 10:00 a.m. - 9:00 p.m.

Get ready for a spooktacular adventure! Join Funvilla's Halloween Scavenger Hunt on October 30. 🧡

Oct 30

Little Tot Trick or Treating 2026

Where: Participating Stores in Kerr Village

When: 11:00 a.m. - 2:00 p.m.

Calling all little ghosts, goblins, and superheroes! 🎃👻

Oct 30

2026 U17 World Challenge Pre-Tournament Games

Where: Sixteen Mile Sports Complex, 3070 Neyagawa Blvd, Oakville

When: 11:30 a.m. – 9:30 p.m.

Before the 2026 U17 World Challenge officially kicks off, join in at the Sixteen Mile Sports Complex for a day of fun with three exciting exhibition games!

Oct 30

Laila Biali

Where: Oakville Centre for the Performing Arts, 130 Navy St, Oakville

When: Starts 8:00 p.m.

Multi-award-winning vocalist, pianist, songwriter and national radio host Laila Biali is thrilled to share her latest tribute project, Joni Mitchell & the Canadian Songbook Reimagined – a memorable concert experience…

Oct 31

Oakville Symphony: Enchanted

Where: Oakville Centre for the Performing Arts, 130 Navy St, Oakville

When: October 31st at 7:30 p.m. and November 1st at 2:00 p.m.

Internationally acclaimed violinist Jonathan Crow returns to Oakville to perform Walton’s electrifying Violin Concerto, a work of sweeping lyricism and dazzling virtuosity. The program explores music that captivates…

Oct 31

Film.Ca Cinema's Classic Halloween Series

Where: Film.Ca Cinemas, 171 Speers Rd, Oakville

Get into the Halloween spirit with two unforgettable fright-night films on October 31st & November 1st! Join Film.Ca for Halloween classics, eerie atmosphere, and the magic of seeing movies on the big screen.

Oct 31

Halloween Live

Where: The Pipes and Taps Pub, 231 Oak Park Blvd #101, Oakville

When: Doors Open at 6:00 p.m. / Music at 9:00 p.m.

Join in at the Pipes and Taps Pub on October 31st for Spooky Season! Throw on your best costume and come have some fun with live music from Whiskey Mountain.

Oct 31

The Halloween Fortune Cup

Where: Poets & Prose Coffee Roasters, 2140 Winston Park Dr #28, Oakville

When: 9:00 a.m. - 6:00 p.m.

What might your coffee cup reveal? Join Coffee Cup Readings with Beril at Poets & Prose Coffee Roasters in Oakville for a private Halloween experience on Saturday, October 31.