Events happening in Oakville.

Friday, October 30th

11:30AM – 9:30PM

2026 U17 World Challenge Pre-Tournament Games

2026 U17 World Challenge Pre-Tournament Games featuring three exhibition matches at Sixteen Mile Sports Complex. Three games will be played: Czechia v. Canada Red at 11:30 a.m., Sweden v. Finland at 3:30 p.m., and USA v. Canada White at 7:30 p.m. The 7:30 p.m. USA v. Canada White game is a special Border Battle. Attendees are invited to wear Canada or Rangers jerseys, bring flags, and celebrate Canadian pride as the complex becomes a sea of red and white. The evening will feature live music by the Orangeman Band, a patio bar, Hockey Canada giveaways, and Halloween festivities throughout the night. The pre-tournament games lead into the Hockey Canada U17 World Challenge, showcasing some of the world's top young hockey talent competing in Oakville.

Sixteen Mile Sports Complex

Friday, October 30th

6:30PM

Candlelight: A Haunted Evening of Halloween Classics

Candlelight: A Haunted Evening of Halloween Classics 🕯️ features live instrumental performances by candlelight at Knox Presbyterian Church. The concert brings together Halloween-themed classical works, film scores, and TV themes in an intimate, multi-sensory setting. The program includes pieces from *Thriller*, *Stranger Things*, *Beetlejuice*, and *The Addams Family*, alongside classical selections such as Danse Macabre, Night on Bald Mountain, and Prelude from Psycho. A string quartet — two violins, viola, and cello — performs the evening. Two showtimes available: 6:30 p.m. and 8:45 p.m. at Knox Presbyterian Church, 89 Dunn St, Oakville.

Knox Presbyterian Church, 89 Dunn Street, Oakville

Friday, October 30th

8:00PM – 10:00PM

Laila Biali

Multi-award-winning vocalist, pianist, and songwriter Laila Biali presents Joni Mitchell & the Canadian Songbook Reimagined, a tribute concert celebrating Canada's musical icons. The show features dynamic covers of Leonard Cohen, Neil Young, k.d. Lang, Bruce Cockburn, Sarah McLachlan, and other Canadian artists across the decades, centred around Joni Mitchell. Biali is known for her ability to masterfully blend jazz and pop, and will weave together these classics with playful anecdotes and heartwarming stories.

The Oakville Centre for the Performing Arts · $55

Sat, Oct 31 – Sun, Nov 1

Enchanted

Internationally acclaimed violinist Jonathan Crow returns to Oakville to perform Walton's Violin Concerto, a work of sweeping lyricism and dazzling virtuosity. The program explores music that captivates the imagination, from Saint-Saëns' Danse macabre to Beethoven's Symphony No. 7. Two Canadian voices also take the stage: Carmen Braden's atmospheric Blood Echo and a world-premiere orchestral work by Felipe Téllez, commissioned by the Oakville Symphony.

Oakville Centre — AEG Liebherr Auditorium · $69

Sat, Oct 31 – Sun, Nov 1

Oakville Symphony: Enchanted

Oakville Symphony: Enchanted 🎻 Internationally acclaimed violinist Jonathan Crow returns to perform Walton's Violin Concerto, a work of sweeping lyricism and dazzling virtuosity. The program explores music that captivates the imagination, from Saint-Saëns' eerie Danse macabre to the unstoppable rhythmic force of Beethoven's Symphony No. 7. Two Canadian voices also take the stage: Carmen Braden's atmospheric Blood Echo and a world-premiere orchestral work by Felipe Téllez, commissioned by the Oakville Symphony. Oakville Centre for the Performing Arts, 130 Navy St. October 31st at 7:30 p.m. and November 1st at 2:00 p.m.

Oakville Centre for the Performing Arts

Sunday, November 1st

12:00PM – 9:00PM

Oakville Swasthyam Diwali

Oakville's annual Diwali celebration returns with a day of light, culture, and community. The event features live music and dance, festive shopping from local vendors, delicious food, and family activities. Free entry; ticket required. For more information, contact [email protected] or 647-870-4780.

St. Volodymyr Cultural Centre - SVCC · Free

Sunday, November 1st

2:30PM – 5:00PM

Oakville Choral Society Fundraiser

The Oakville Choral Society is hosting a fundraiser featuring two identical one-hour concerts at 2:30–3:30 PM and 4:00–5:00 PM. The professional choral ensemble Silver Thread, led by music director and Merriam alumnus Kai Leung, will perform alongside Merriam Music's Enriched Students. For more information, contact the Oakville Choral Society at [email protected] or 289-430-0755.

Merriam School of Music

Thursday, November 5th

7:00PM

In Conversation with Peter Mansbridge & Mark Bulgutch

Big Ticket, In Conversation presents a collection of Canadian stories celebrating teachers and their impact on students' lives. From #1 bestselling authors Peter Mansbridge and Mark Bulgutch, the book features dozens of profiles of teachers and students across elementary and secondary schools, post-secondary institutions, and settings including hospitals and prisons. Through these true stories, Mansbridge and Bulgutch explore how teachers work on the front lines of education — not only following curriculum but protecting their students, recognizing their struggles, and intervening when necessary. The profiles address the real challenges teachers and students face: course material, mental health, language skills, sexuality, and more. The collection is an ideal gift for teachers, students, and parents seeking to understand both the challenges and triumphs in Canadian classrooms.

Oakville Centre — AEG Liebherr Auditorium

Fri, Nov 6 – Sat, Nov 7

Classic Albums Live: The Stranger

Classic Albums Live: The Stranger Location: Oakville Centre for the Performing Arts, 130 Navy St, Oakville Time: Starts 8:00 p.m. Featuring “She’s Always a Woman”, “Just the Way You Are”, “Only the Good Die Young” and many more. “We created something that endures and connects. We don’t dress up or wear any sort of costume. All our energy is put into the music. We want the performance to sound exactly like the album. These albums are sacred to people. We deliver exactly what we promote - ‘note for note, cut for cut’ accuracy,” says Classic Albums Live founder, Craig Martin. Presented in two captivating acts: Act One is a flawless, note-for-note recreation of the iconic album, bringing every detail to life with exacting precision. Act Two shifts gears to celebrate the band’s legacy, featuring an electrifying collection of their greatest hits.

Oakville Centre — AEG Liebherr Auditorium · $75

Sunday, November 8th

3:00PM – 6:00PM

Olga Popova — A Piano Concert of Original Music

Olga Popova, a composer and pianist with the National Union of Composers of Ukraine, will perform her own compositions in a live solo piano concert. Following the performance, guests are invited to meet the composer and enjoy complimentary light refreshments. Doors open at 2:30 PM. Seating is unassigned. Tickets are $50 each. Purchase in advance by sending an Interac e-Transfer to [email protected]; after payment, email a confirmation to the same address with your full name and number of tickets. Alternatively, pay in cash at the door on the day of the concert. For more information, contact [email protected].

St. Volodymyr Event Centre · $50

Sunday, November 8th

7:30PM – 9:30PM

Vivaldi and Company

Vivaldi and Company presents an evening of holiday-season music with the Oakville Chamber Orchestra, featuring works by Corelli, Schubert, Vivaldi, Tchaikovsky, and Bach. The program opens with Corelli's Christmas Concerto, followed by Schubert's dramatic Quartettsatz. Vivaldi's elegant Cello Concerto in D minor (RV407) features Joseph Johnson, Principal Cello of the Toronto Symphony Orchestra, as soloist. After intermission, Mr. Johnson performs Tchaikovsky's lyrical Andante Cantabile, one of the composer's most beloved works for strings. The concert concludes with Bach's Orchestral Suite No. 4, featuring its festive overture, graceful dances, and spirited finale. This program combines Baroque masterpieces with Romantic favourites, showcasing the artistry of one of Canada's leading cellists.

Oakville Centre — AEG Liebherr Auditorium · $50

Friday, November 13th

8:00PM

Story Slam: While You Were Sleeping...

Big Ticket, Studio Sessions Did you know that you spend a third of your life sleeping? Have you ever wondered if your wildest dreams are only fantasy? What if your dreams were a blueprint for your waking life? Come find out what happens "While you were sleeping…" and you may see yourself in a whole new light. Join us for a mysterious, boundary-pushing night where laughter, tears, and live music colide, when six bold storytellers will take the stage to weave a tapestry of patterns, connecting their deepest dreams with their daily realities. Together, we’ll discover how these invisible threads tie us all together and reveal just how much power our sleep holds over our day. (Spoiler: it’s more than you think!). Story Slams are in support of CAMH The Centre for Addiction and Mental Health. Donations will be accepted at the CAMH booth at the event. Space is limited for this intimate evening of live music and community storytelling.

Oakville Centre — Studio Theatre - Lower Level · $30

Saturday, November 14th

8:00PM – 9:00PM

Miigis: Underwater Panther

Miigis: Underwater Panther Location: Oakville Centre for the Performing Arts, 130 Navy St, Oakville Time: Starts 8:00 p.m. Miigis is a powerful contemporary dance work inspired by the epic journey of the Anishinaabe along ancient water routes from the Atlantic Ocean to the Great Lakes. Choreographed and directed by Sandra Laronde in collaboration with the performers, this 50-minute performance brings to life themes of origin, memory, spirit beings, and the Seven Fire Prophecies—carried forward through striking movement, music, and visual design. Red Sky Performance is a global leader in contemporary Indigenous arts and culture. We bring bold and inspiring new works of dance, theatre, music, and multimedia to audiences across Canada and around the world. Red Sky is an Indigenous-led company that celebrates Indigenous ingenuity and resilience through powerful storytelling and artistic innovation.

Oakville Centre — AEG Liebherr Auditorium · $25

Wednesday, November 18th

7:00PM – 9:15PM

YESTERDAY ONCE MORE - THE CARPENTERS SONGBOOK

Toni Lee has performed Karen Carpenter material for over two decades in major UK venues and beyond. Yesterday Once More – The Carpenters Songbook features a full band versed in the Carpenters' musical style, performing all the signature hits: 'Superstar', 'Rainy Days and Mondays', '(They Long to Be) Close to You', and 'Yesterday Once More'. The show traces the Carpenters' rise to stardom, their career achievements, and the enduring emotional resonance of their well-crafted songs and soulful vocals. It is a tribute to the siblings who shaped popular music and continues to resonate with listeners across generations.

Oakville Centre — AEG Liebherr Auditorium · $69

Friday, November 20th

6:30PM – 7:30PM

Candlelight: The Best of Hans Zimmer

Candlelight: The Best of Hans Zimmer 🕯️ Experience live classical interpretations of Hans Zimmer's iconic film scores performed by a string quartet in the intimate, candlelit setting of Knox Presbyterian Church. The program features music from Inception, The Lion King, Madagascar, Dunkirk, The Pacific, The Dark Knight, Wonder Woman, Gladiator, Interstellar, Dune, Sherlock Holmes, and Pirates of the Caribbean. Performers: String quartet (2 violins, 1 viola, 1 cello). Knox Presbyterian Church, 89 Dunn St, Oakville. Doors at 6:30 p.m. Tickets available online.

Knox Presbyterian Church

Friday, November 20th

8:45PM – 9:45PM

Candlelight: Queen vs. ABBA

Candlelight: Queen vs. ABBA 🕯️ brings a live musical experience to Knox Presbyterian Church, performed by the Listeso String Quartet. The program features music from Queen and ABBA, including "Bohemian Rhapsody," "We Will Rock You," "Dancing Queen," "Mamma Mia," and more, performed by candlelight. The concert begins at 8:45 p.m. at Knox Presbyterian Church, 89 Dunn St, Oakville.

Knox Presbyterian Church

Sunday, November 22nd

3:00PM – 5:00PM

Norway: Echoes of the North

A musical journey through Norway and Canada via one of the world's most distinctive brass traditions. The concert celebrates Scandinavian music through works inspired by Norwegian composers including Edvard Grieg and contemporary Nordic voices. Highlights include In Memory of Richard Nordraak, known for its stirring patriotism, alongside contemporary brass band repertoire that explores the depth and character of Nordic sound. Complementing these international works are Canadian compositions that showcase the strength and originality of brass music at home, creating a dialogue between two vibrant musical traditions.

St Johns United Church · $0 – $25 CAD

Sat, Nov 28 – Sun, Nov 29

G.F. Handel's Messiah

G.F. Handel's Messiah 🎵 This annual holiday tradition features an uplifting performance by choir and orchestra at St Andrew's Catholic Church. Performances are November 28 at 8:00 p.m. and November 29 at 3:00 p.m. at 47 Reynolds Street, Oakville. For more information, contact [email protected] or 905-399-9732.

St Andrew's Catholic Church · $0 – $49.26 CAD