Events happening in Oakville.

Saturday, November 28th

2026 Kerr Village Christmas Tree Lighting & Holiday Market

Kerr Village's Christmas Tree Lighting 🎄 is a tradition spanning more than 30 years. The event has grown and expanded throughout its history. This year's celebration takes place in Westwood Park on Saturday, November 28.

Westwood Park

Saturday, December 5th

10:00AM – 3:00PM

CHRISTMAS MARKETPLACE

St. Joseph's Annual Christmas Marketplace 🎄 St. Joseph's Ukrainian Catholic Church invites parishioners, neighbours, and friends to its Annual Christmas Marketplace on Saturday, December 5, 2026, from 10:00 AM to 3:00 PM at the St. Joseph's Banquet & Conference Centre, 300 River Oaks Boulevard East, Oakville. The festive ballroom features over 40 local artists, crafters, and small businesses offering handmade holiday gifts. Traditional homemade Ukrainian lunch is available, along with a baked goods table featuring Ukrainian treats and sweets. Admission is free. All are welcome.

300 River Oaks Blvd E · Free

Saturday, December 5th

1:00PM – 6:00PM

Christmas Tour and Treat

Step back in time at Erchless Estate, beautifully decorated for an 1800s Christmas. Visitors will see fanciful ornaments, adorned trees, vintage fashions, and antique toys. Tours conclude with a festive treat and a hot beverage. For more information, contact the Oakville Museum at [email protected] or (905) 338-4400.

Oakville Museum

Sat, Dec 5 – Sun, Dec 20

Downtown Oakville’s Hometown Holiday Cheer

Family-friendly activities include holiday carollers, a photobooth, horse-drawn carriage rides, Santa, and hot chocolate. For more information, contact [email protected].

Downtown Oakville

Sunday, December 13th

1:30PM

Family Holiday Concert

A one-hour orchestral concert celebrating the holiday season for the entire family.

Oakville Centre — AEG Liebherr Auditorium · $48

Sat, Dec 19 – Sun, Dec 27

A Wicked Christmas Carol - A Holiday Pantomime

Christmas, Musical Theatre presents a hilarious mash-up of *A Christmas Carol* and *The Wizard of Oz*. Elphabeneezer Scrooge, the holiday-hating Wicked Witch of the West, is hidden away in her castle trying to ignore Christmas. On the other side of the yellow brick road, the secretly evil Wizard of Ozville plots to get rid of her for good. Glinda is determined to save her old friend from the Wizard's schemes — with the help of three spirits, a bit of time travel, and the audience's magical powers, cheers, and boos. Attendees are invited to join the action and help save the day. Tickets are available and recommended in advance.

Oakville Centre — AEG Liebherr Auditorium · $35

Sunday, December 20th

1:30PM – 2:30PM

Grand Illusion & Magic Show at Dave & Buster's Oakville

Grand Illusion & Magic Show Edllusion Entertainment presents a magic show featuring grand illusions, sleight-of-hand demonstrations, and interactive moments. The show is suitable for all ages. Doors open at 1:15 PM; the show begins at 1:30 PM. Guests are welcome to arrive any time during the day to enjoy arcade gameplay — check in at the front desk upon arrival. Ticketing: Individual admission is $20 (taxes included). A family 4-pack is $99.99 (taxes included) and includes four admissions plus two $15 Power Cards with unlimited video game play all day. Power Card and drink ticket add-ons are available. Unlimited video game play is valid for non-redemption games only and excludes ticketed, specialty, and crane games. All children must be accompanied by an adult. All adults must have a ticket for entry. Children under 2 do not need a ticket but will not receive a Power Card. All tickets are non-refundable and non-transferable; restrictions may apply. For questions, contact Paige Moyce at 289-807-0356 or paige.moyce@daveandbusters.com.

Dave & Buster's Oakville · $15 - $120

Tuesday, December 22nd

1:00PM – 3:00PM

Pics & Cookies with Santa

Decorate your own cookie and take photos with Santa at Duran Place for Kids. A 4×6 keepsake photo is included; parents are welcome to take their own photos as well. Reservations are required. Limited spots available. $25 plus HST per child. To book, contact Duran Place for Kids at [email protected], 905-609-2223, or via their social media.

Knox Presbyterian Church

Thursday, December 31st

1:00PM

Grand Illusion: Edllusion

The Grand Illusion Show is a 90-minute live theatre experience blending grand illusions, mind-reading, comedy, and high-energy theatrical showmanship. A dynamic cast of professional assistants and dancers performs stunning visual illusions, shocking reveals, and crowd-pleasing comedy designed to engage audiences throughout. The production is suitable for all ages and works well for family outings, friend groups, or group nights out.

Oakville Centre — AEG Liebherr Auditorium · $25

Sunday, January 17th

1:30PM – 2:30PM

Grand Illusion & Magic Show at Dave & Buster's Oakville

Grand Illusion & Magic Show Edllusion Entertainment presents a magic show featuring grand illusions, sleight-of-hand performance, and interactive moments. The show is suitable for guests of all ages. Doors open at 1:15 PM; the show begins at 1:30 PM. Attendees are welcome to arrive at any time during the day to enjoy arcade gameplay — check in at the front desk upon arrival. Individual admission is $20 (taxes included). A Family 4 Pack is $99.99 (taxes included) and includes 4 admissions plus two $15 Power Cards with unlimited video game play all day. Power Card and drink ticket add-ons are available. Unlimited video game play is valid for non-redemption games only and excludes ticketed, specialty, and crane games. All children must be accompanied by an adult. All adults require a ticket for entry. Children under 2 do not need a ticket but will not receive a Power Card. All tickets are non-refundable and non-transferable. Restrictions may apply; see the store for details. For questions, contact Paige Moyce at 289-807-0356 or paige.moyce@daveandbusters.com.

Dave & Buster's Oakville · $15 - $120

Friday, January 29th

7:00PM

No Excuses, No Limits

No Excuses, No Limits 🎤 ILL-Abilities is an international award-winning breakdance crew comprising Bboys with disabilities. The ensemble has performed in over 25 countries and reached more than 1 million audiences globally. This production takes audiences on a journey through each dancer's personal story, combining dance, music, and audience interaction to explore the limitless possibilities within any person. The show sold out 10 sessions at Kennedy Center in Washington D.C., USA. The crew's name plays on the word "ill," a term from hip-hop culture used to describe something positive and exceptional. ILL-Abilities uses dance, optimistic attitudes, and personal narratives to inspire and spread positive thinking.

Oakville Centre — AEG Liebherr Auditorium · $20

Sunday, March 7th

3:00PM – 5:00PM

Switzerland: Summit Sounds

Intrada Brass of Oakville presents virtuosic brass music inspired by mountains, landscapes, and tradition. Switzerland is widely regarded as one of the world's great brass band nations, and this concert showcases the artistry, virtuosity, and expressive power that define its musical tradition. The program features evocative works inspired by Alpine landscapes and Swiss culture, including the celebrated work Helvetia. Audiences will experience a repertoire that is both exhilarating and beautifully crafted, with Canadian works standing alongside Swiss masterpieces, demonstrating how excellence in brass music continues to flourish on both sides of the Atlantic. All ages welcome. The concert runs 2 hours. Refunds are available up to 7 days before the event.

St Johns United Church

Saturday, March 13th

1:00PM

Ocean Blue

Ocean Blue 🌊 is an immersive one-hour theatrical production by Mermaid Theatre of Nova Scotia that follows Charlie, a young crab who is swept into the deep ocean and embarks on a journey through the Atlantic, Arctic, and Pacific Oceans. Along the way, Charlie travels alongside migrating whales and sea turtles, learning to survive, adapt, and outsmart predators while discovering that courage, kindness, and friendship can transform even the smallest creature's life. The production brings the mystery and majesty of the ocean to life through spectacular puppetry, immersive design, dynamic digital projection, and captivating original music. The experience is filled with fascinating ocean facts, playful humour, and moments of wonder. Designed for children aged 5 and up, as well as the adults who share the adventure with them.

Oakville Centre — AEG Liebherr Auditorium · $20

Wednesday, April 28th

8:00PM

Oakville Sings

Can You Sing Canada is an all-ages singing showcase that discovers local talent and puts performers onstage with a professional rock band. The show will feature 15–20 local singers performing live across genres including rock, country, piano ballads, crooner, and pop. Now in its seventh year, Can You Sing Canada is known for uncovering genuine local voices and creating moments where courage and community resonate with audiences. The backing band is made up of seasoned Canadian musicians with experience performing alongside artists such as Burton Cummings, Big Wreck, Moist, David Usher, Helix, and Killer Dwarfs. The event is interactive — expect crowd sing-alongs, hand-clapping, foot-stomping, and shared moments of pride.

Oakville Centre — AEG Liebherr Auditorium · $55

Saturday, May 8th

1:00PM

Splash'N Boots

Splash'N Boots is a Canadian children's music duo consisting of Nick Adams (Splash) and Taes Leavitt (Boots). With 20 years of experience, they have become known for creating music and concert experiences for children of all ages. Beyond their performances, Splash'N Boots are committed to advocacy and community support. They have worked with organizations including Sick Kids Hospital, Camp Ooch, Plus1, MusiCounts, Kids Up Front, and the Starlight Foundation. They created and steward Lucas's Letters, a pen pal program for children with autism that encourages connection through letter-writing.

Oakville Centre — AEG Liebherr Auditorium · $25

Sunday, May 16th

3:00PM – 5:00PM

Belgium: Energy & Elegance

A high-energy finale celebrating one of Europe's great brass traditions. Intrada Brass of Oakville performs as part of their 26/27 season collection, Brass From Away and At Home. The event runs 2 hours and is open to all ages. Refunds are available up to 7 days before the event.

St Johns United

Friday, May 21st

8:00PM

Moving Parts

Moving Parts is a celebration of song and dance featuring the Oakville Choir for Children and Youth and Fujiwara Dance Inventions. The performance explores how we might respond to the chaos and challenges of the world around us — asking whether we can be curious, creative, daring, and kind. Through great songs, the voices of the choir, and the moving dancers of Fujiwara Dance Inventions, the work aims to move and uplift audiences.

Oakville Centre — AEG Liebherr Auditorium · $25