Events happening in Oakville.

Friday, December 4th

8:00PM – 10:00PM

Rowdymen Christmas

Legendary guitarist Gerry Finn (Burton Cummings, Killer Dwarfs, David Usher) and George Masswohl, star of the musical stage (Come From Away, Stratford Festival, Shaw Festival), return to the Oakville Centre with their popular Christmas programme. A Newfoundland Christmas with The Rowdymen features traditional music, stories, and Christmas tunes from Newfoundland and beyond. The evening offers a festive blend of song and storytelling.

Oakville Centre — AEG Liebherr Auditorium · $65

Sunday, December 6th

5:00PM – 9:00PM

West End Jazz Presents: Season Finale Gala Night

The West End Jazz series presents an evening of dinner theatre featuring the Swing Shift big band, one of Canada's best jazz orchestras, alongside four accomplished vocalists. Attendees may choose to enjoy dinner, attend the show only, or both. Doors open at 4:00 PM, dinner is served at 5:00 PM, and the show begins at 6:00 PM.

Oakville Conference Centre

Fri, Dec 11 – Sat, Dec 12

Classic Albums Live: The White Album

Classic Albums Live recreates The Beatles' White Album with exacting precision. Founder Craig Martin explains the group's philosophy: "We don't dress up or wear costumes. 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." Act One is a flawless, note-for-note recreation of the album, bringing every detail to life. Act Two shifts to celebrate the band's legacy with their greatest hits, including "Back In the U.S.S.R.", "While My Guitar Gently Weeps", and "Ob-La-Di, Ob-La-Da".

Oakville Centre — AEG Liebherr Auditorium · $75

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

Friday, December 18th

6:30PM – 7:30PM

Candlelight: Tribute to Michael Jackson

Candlelight: Tribute to Michael Jackson presents the music of Michael Jackson performed by a string quartet (2 violins, 1 viola, 1 cello) under candlelight. The program includes: I Want You Back, Rock With You, Human Nature, Billie Jean, Say Say Say, We Are the World, Man in the Mirror, Smooth Criminal, Black or White, Heal the World, Remember the Time, Bad, Earth Song, They Don't Really Care About Us, and Thriller.

Knox Presbyterian Church

Friday, December 18th

8:45PM – 9:45PM

Candlelight: Christmas Carols on Strings

Candlelight: Christmas Carols on Strings offers a live musical experience by candlelight, featuring a string quartet performing beloved holiday carols in an intimate setting. The program includes 12 Days of Christmas, Angels We Have Heard On High, Away in a Manger, Carol of the Bells, Deck the Halls, Ding Dong! Merrily on High, Do You Hear What I Hear, God Rest Ye Merry Gentlemen, Good King Wenceslas, Greensleeves (What Child Is This), Hark! The Herald Angels Sing, In the Bleak Mid-Winter, Joy to the World, O Christmas Tree (O Tannenbaum), O Come All Ye Faithful, O Holy Night, O Little Town of Bethlehem, Silent Night, and The First Noël. The ensemble features two violins, one viola, and one cello.

Knox Presbyterian Church

Thursday, January 14th

8:00PM

Slocan Ramblers

The Slocan Ramblers 🎸 The Slocan Ramblers are a Canadian bluegrass band that emerged in 2010, playing Toronto bars before performing at major venues including the Grand Ole Opry, MerleFest, and Rockygrass. The band has earned a JUNO nomination and Band/Ensemble of the Year awards from the IBMA and Canadian Folk Music Awards. Their latest release, "Guests Vol. 1 - Nashville," was recorded in Nashville with producer Alan O'Bryant of the Nashville Bluegrass Band. The album features guest appearances by fiddle and dobro players Jason Carter, Michael Cleveland, Brittany Haas, and Justin Moses.

Oakville Centre — AEG Liebherr Auditorium · $45

Friday, January 15th

8:00PM

William Prince

William Prince brings his distinctive voice and deeply moving songwriting to the stage in support of his latest album, Further From the Country. A two-time JUNO Award winner, Prince addresses the complexities of contemporary life through incisive and enduring lyrics. Further From the Country is his fifth LP—a work of observation, reflection, and ambition that draws on family legacies and skilled songcraft. Prince shares personal and universal truths with humanity and potency, offering a perspective that is both singular and significant. Whether performing on renowned stages like Newport Folk Festival and Massey Hall or in intimate settings, Prince creates a rare connection with audiences. His performances unfold as thoughtful, story-rich experiences that linger long after the final note.

Oakville Centre — AEG Liebherr Auditorium · $70

Sat, Jan 30 – Sun, Jan 31

Celebration

Classical, Orchestral, Concert Traditions that bring us together. Music inspired by dance, tradition, and cultural legacy takes centre stage. The evening begins with the elegance of two Strausses, from the beloved Blue Danube to the sumptuous waltzes of Der Rosenkavalier. Violinist Lynn Kuo performs the world premiere of Felipe Téllez's Violin Concerto, co-commissioned by the Oakville Symphony. The concert culminates in Florence Price's Symphony No. 4, presented here in the first performance by a Canadian orchestra — a landmark work blending the symphonic tradition with African-American musical heritage.

Oakville Centre — AEG Liebherr Auditorium · $78

Thursday, February 4th

8:00PM

I Mother Earth

I Mother Earth 🎸 is a psych-rock band whose journey began in the early 1990s when brothers Christian and Jag Tanna, alongside singer Edwin, exploded out of Toronto's club scene. After just 10 shows, they signed a landmark deal with Capitol Records USA. Their first two albums, Dig (platinum) and Scenery & Fish (triple platinum), spawned multiple top 10 singles including "Rain Will Fall," "Not Quite Sonic," "So Gently We Go," "One More Astronaut," "Another Sunday," and "Used To Be Alright," along with classic tracks like "Earth Sky and C" and "Shortcut to Moncton." The band later released Blue Green Orange and The Quicksilver Meat Dream with new singer Brian Byrne before taking a hiatus in 2004. I Mother Earth returned in 2012 with the top 10 single "We Got The Love" and sold-out shows at Toronto's Sound Academy. In 2016, original singer Edwin rejoined the band for a 25th anniversary tour of Scenery & Fish, and the reunited lineup has continued performing since. VIP Experience add-on available: includes one meet and greet with photo, an autographed tour poster, a commemorative tour laminate and lanyard, early entry to the venue (1 hour before doors), and early access to the merchandise table. VIP options appear when adding tickets to cart.

Oakville Centre — AEG Liebherr Auditorium · $90

Fri, Feb 5 – Sat, Feb 6

Classic Albums Live: 1984

Classic Albums Live 🎸 Classic Albums Live presents a two-act tribute to Van Halen. Act One is a note-for-note recreation of an iconic album, performed with exacting precision. Act Two features the band's greatest hits, including "Jump," "Panama," and "Hot for Teacher." The performance aims to recreate the albums as listeners know them, without costumes or visual embellishment — the focus is entirely on the music.

Oakville Centre — AEG Liebherr Auditorium · $75

Saturday, February 13th

8:00PM

Black Gold

Decades of Solid Gold Hits is a high-energy show featuring timeless hits spanning Motown, R&B, Disco, Rock, and Pop. Six singers and an all-star band deliver smooth harmonies and wall-to-wall feel-good vibes, with songs that define the musical genres that shaped generations of pop culture. The show centers on messages of acceptance, love, joy, and brotherhood, offering an uplifting musical experience.

Oakville Centre — AEG Liebherr Auditorium · $60

Saturday, February 20th

7:30PM

The Height of Elegance

Classical, Orchestral Individual ticket Premium (Rows DEF 11-25, GH 11-26): $65 Regular: $50 Under 30: $30 Student: $20 Under 13: $15 Group 10+: $45 Join us for an inspiring evening celebrating two exceptional young Canadian artists, both prize-winners of the Oakville Chamber Orchestra's 2026 Youth Concerto Competition. Cellist Austin Dong performs Tchaikovsky's graceful and virtuosic Variations on a Rococo Theme, one of the composer's most elegant works for cello and orchestra. Soprano Alyssa Bartholomew is featured in Glière's sparkling Concerto for Coloratura Soprano, a delightful showcase of extraordinary vocal agility and lyricism. Following intermission, the orchestra presents Haydn's Symphony No. 85 in B-flat Major, "La Reine", a work admired for its wit, charm, and melodic richness. From brilliant solo performances to one of Haydn's finest symphonies, this engaging program highlights the remarkable talents of two rising stars alongside music that continues to delight audiences centuries after it was written.

Oakville Centre — AEG Liebherr Auditorium · $50

Saturday, February 27th

7:30PM

A Brief History of Smoking Cigarettes

A Brief History of Smoking Cigarettes is a one-woman show that weaves together Deanna's personal relationship with cigarettes and the global history of the tobacco industry. Using puppets, live music, video, and audience interaction, the performance explores themes of colonization, capitalism, and the commodification of natural resources through the lens of one of the world's largest industries. The show combines true stories, wide-ranging reflections, and playful engagement with the audience. It examines how the tobacco industry has shaped both global history and individual lives, told with both humor and heart. Note: The production may include smoke and haze effects, but no tobacco products will be burned. Recommended for adult audiences; minimum age 16+.

Oakville Centre — Studio Theatre - Lower Level · $25

Thursday, March 4th

8:00PM

Jack de Keyzer

Jack de Keyzer, one of Canada's premier blues guitarists, performs selections from his multi-award-winning catalogue (2 Juno Awards, 7 Maple Blues Awards) alongside classic blues, rock, and soul songs. De Keyzer's music draws from Chicago blues, London blues rock, Detroit Motown, Muscle Shoals soul, Memphis rock and roll, and Philadelphia funk and soul jazz. He has performed alongside first-generation pioneers of these styles, including Bo Diddley, Otis Rush, Etta James, and Ronnie Hawkins.

Oakville Centre — AEG Liebherr Auditorium · $45

Fri, Mar 5 – Sat, Mar 6

Classic Albums Live: Immaculate Collection

Classic Albums Live presents a tribute to Madonna's iconic albums, featuring songs including "Like a Virgin," "Material Girl," and "Papa Don't Preach." The performance is structured in two acts. Act One is a note-for-note recreation of the album, recreating every detail with precision. Act Two celebrates the artist's legacy with a collection of greatest hits.

Oakville Centre — AEG Liebherr Auditorium · $75

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

Sunday, March 7th

7:30PM

ABBA Revisited

ABBA REVISITED is a tribute band that has been performing globally since 2001. The group recreates ABBA's music with authentic costumes, precise harmonies, and note-perfect musicianship, taking audiences on a musical journey through the Swedish pop legends' catalog. The band has performed across venues from Las Vegas to Bermuda, Mexico, Dubai, and Guatemala.

Oakville Centre — AEG Liebherr Auditorium · $69.50