Events happening in Oakville.

Sunday, October 4th

10:00AM – 1:00PM

Labpalooza 2026: Dog Walk and Play

Lab-rescue fundraiser 🐕 near Parking Lot A, featuring pet caricatures, professional photography, dog massage, pup cups, a nutrition centre, games, and a guided dog walk through the park trails. All dog breeds are welcome.

Bronte Creek Provincial Park

Sunday, October 4th

5:00PM – 9:00PM

West End Jazz Presents: Tony Bennett Duets

The West End Jazz series presents a dinner theatre featuring two of Canada's finest jazz vocalists, Whitney Ross Barris and Sam Broverman. 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

Thursday, October 8th

6:00PM

Adult Book Club

This month's book club will discuss A Witch's Guide to Magical Innkeeping by Sangu Mandanna. Copies are available on a first-come, first-served basis at the Sixteen Mile branch; quantities are limited. Attendees are invited to drop in — no registration required. Bring your thoughts and join the discussion. The Oakville Public Library welcomes people of all backgrounds and abilities. Discussions remain focused on the books themselves. Please review the Customer Code of Conduct and Programming FAQ before attending.

Sixteen Mile Branch

Thursday, October 8th

8:00PM – 10:00PM

Lloyd Spiegel

Lloyd Spiegel is a fourteen-time Australian Blues Award winner who blends powerful vocals and jaw-dropping guitar prowess with humour and storytelling. A bluesman at his core and a showman at heart, he delivers a captivating performance that crosses genres and generations.

Oakville Centre — Studio Theatre - Lower Level

Saturday, October 10th

6:00PM

Raas Garba Night

Raas Garba Night, brought by HCCA, celebrates traditional Gujarati folk dance with vibrant beats and colourful rhythms. The event welcomes both seasoned dancers and beginners in a lively, welcoming atmosphere. Dates: October 10 and 17, 2026. Time: 6:00 PM. Location: OE Banquet & Conference Centre, 2245 Speers Road, Oakville. Attendees can dance solo or as part of a group and experience the rich cultural heritage of India in an evening of music, dance, and celebration.

OE Banquet & Conference Centre

Wednesday, October 14th

7:30PM – 9:30PM

The Musical Journey of Neil Diamond

Neil Diamond Concert Celebration 💎 featuring Jay White. Jay White performs Neil Diamond's music with the artist's written and verbal approval, having appeared on Neil's stages. Neil told Jay to "Keep up the good work." The production combines Broadway theatricality with live concert energy, drawing on over 50 years of Neil Diamond's music. The show includes a finale with patriotic themes. For group ticket inquiries, contact the box office.

Oakville Centre — AEG Liebherr Auditorium

Thursday, October 15th

8:00PM – 10:00PM

Sing Pitch Perfect with Deke Sharon & Splush

Sing Pitch Perfect with Deke Sharon & Splüsh 🎤 Deke Sharon, Music Director for the three Pitch Perfect films, will lead attendees in learning and singing "Since U Been Gone" entirely a cappella. Sheet music will be provided for all participants. Splüsh, the SING! Canadian A Cappella 2025 double champions, will perform. Deke will also share behind-the-scenes stories from the movie-making process. Open to all ages and singing levels — non-singers are welcome.

Oakville Centre — AEG Liebherr Auditorium

Saturday, October 17th

10:00AM

Adult Book Club

This month's discussion focuses on The Correspondent by Virginia Evans. Copies are available on a first-come, first-served basis at Woodside branch; quantities are limited. Attendees are invited to drop in — no registration required. Bring your thoughts and join the conversation. The book club welcomes people of all backgrounds and abilities. Discussions remain focused on the books themselves. All participants are expected to follow the library's Customer Code of Conduct, which prohibits hateful or targeting language. For full guidelines and FAQs, visit the Programming FAQ page.

Woodside Branch

Saturday, October 17th

8:00PM – 10:00PM

The Grapes of Wrath

The Grapes of Wrath rose to prominence in the late 1980s and early 1990s with 60s-inspired harmonies that became a staple on Canadian radio, MuchMusic, and Musique Plus. Songs including "Peace of Mind," "What Was Going Through My Head," "You May Be Right," "Backward Town," "I Am Here," and "All the Things I Wasn't" — combined with relentless touring — earned the band a gold and two platinum album certifications. Formed in 1978 when Kevin and Tom began playing with Tom's brother Chris on drums in the Hooper's basement, the band released an EP and four albums between 1984 and 1992, moving from Nettwerk Productions to an international deal with Capitol/EMI. The band disbanded in 1992 but reunited in the late 1990s for the album "Field Trip" (2000), with Chris rejoining in 2010. They have continued performing and occasionally recording since. Kevin and Tom now also perform as an acoustic duo, featuring reworked versions of the band's hits, album deep cuts, and new material, sharing the stories behind the songs with audiences.

Oakville Centre — AEG Liebherr Auditorium

Sunday, October 18th

10:00AM

Wiggle Waggle Walk 2026

Wiggle Waggle Walk 🐾 The Humane Society of Oakville, Milton & Halton invites the community to participate in the Wiggle Waggle Walk on Sunday, October 18, 2026, at River Oaks Community Centre in Oakville. Participants can walk, run, bike, stroll, or simply join for a day of fun. Proceeds support the organization's work reuniting lost pets with their families, operating the Pet Food Bank, providing humane education and youth programs, and caring for vulnerable animals. Participants are welcome to walk in honour of a beloved pet, in memory of a companion, or simply to support animal welfare. Registration is available at hsomh.ca/wigglewaggle.

River Oaks Community Centre, Room A

Sunday, October 18th

2:00PM – 4:00PM

Tony Bennett 100 Years of the Good Life

The Toronto All-Star Big Band celebrates their 30th anniversary and what would have been Tony Bennett's 100th birthday with a concert honouring his seven-decade musical legacy. Young emerging musicians perform Bennett's timeless standards with authenticity and musicality, creating a nostalgic concert experience that captures the sound that continues to captivate audiences. Oakville Centre for the Performing Arts, 130 Navy St. Starts at 2:00 p.m.

Oakville Centre — AEG Liebherr Auditorium

Tuesday, October 20th

7:00PM

Adult Book Club

This month's book club will discuss Cassandra in Reverse by Holly Smale. Copies are available on a first-come, first-served basis at the Glen Abbey branch; quantities are limited. Attendees are invited to drop in and share their thoughts at the monthly meet-up. No registration is required. The book club welcomes people of all backgrounds and abilities. Discussions remain focused on the books themselves. Please review the library's Customer Code of Conduct and Programming FAQ before attending.

Glen Abbey Branch

Wednesday, October 21st

8:00PM – 10:00PM

Tom Arnold

Tom Arnold is an actor, writer, and comedian with a career spanning over forty years, appearing in hundreds of hours of television and more than one hundred and fifty films. He is best known for roles on Roseanne, True Lies, Nine Months, The Stupids, Carpool, McHale's Navy, Big Bully, Austin Powers, and Soul Plane. Currently, he appears in Arnold Schwarzenegger's Netflix series FUBAR and recently finished directing his first feature film. Tom is a single dad with a 12-year-old son, a 9-year-old daughter, and four ex-wives. His stand-up comedy tour, 'My Crazy X-Wife', spans across the country with fifty cities and counting.

Oakville Centre — AEG Liebherr Auditorium

Thursday, October 22nd

7:30PM

ABBAMANIA with Night Fever

ABBAMANIA Canada returns to the Oakville Centre for Performing Arts with Night Fever, Canada's Bee Gees tribute, plus a special guest appearance from Sean Hauk as Freddie Mercury. The show features studio musicians, live strings and horns, and recreates both ABBA and the Bee Gees in concert. Expect hits including Waterloo, Take a Chance, S.O.S., Super Trooper, and Dancing Queen from ABBA, and Jive Talking, To Love Somebody, I Started a Joke, Stayin' Alive, and You Should Be Dancing from the Bee Gees, spanning five decades of their catalogues. Both ABBAMANIA and Night Fever have been touring for the last 20 years, delivering the musicianship, vocals, costumes, and choreography that defined these iconic groups.

Oakville Centre — AEG Liebherr Auditorium

Friday, October 23rd

8:00PM

The Maple Blues Revue

Big Ticket, Concert A world-class group that includes Canada's most respected blues musicians. Most are multi-Maple Blues Award and Juno Award winners/nominees. "Let's Go" their debut release on Cordova Bay Records, opened a new chapter in the band's story, presenting their music in concert across Canada and around the world. "The Maple Blues Band lays down a groove that's smooth and makes you want to move." - Paul Shaffer, Late Night With David Letterman & Saturday Night Live

Oakville Centre — AEG Liebherr Auditorium

Saturday, October 24th

10:30AM

Adult Book Club

This month's book club will discuss *The Library of Lost Dollhouses* by Elsie Cooper. Copies are available on a first-come, first-served basis at the White Oaks branch; quantities are limited. Attendees are invited to drop in and share their thoughts — no registration required. The discussion will develop critical thinking, collaboration, social skills, and communication. The Oakville Public Library welcomes people of all backgrounds and abilities. Discussions should remain focused on the book itself. Please review the Customer Code of Conduct and Programming FAQ before attending.

White Oaks Branch

Saturday, October 24th

8:00PM

She Carries the Song

Three powerful Indigenous women — Celeigh Cardinal (Cree), Mimi O'Bonsawin (W8banaki), and Lacey Hill (Oneida/Mohawk) — perform together in an intimate gathering that weaves voice, story, and song into a shared circle. Rooted in their distinct Nations and musical styles, the artists carry the songs of their ancestors, their homelands, and their own lived experience as women, culture bearers, and changemakers. The performance features soaring harmonies, honest storytelling, and deep reverence for tradition — a celebration and reclamation of spirit, resilience, and connection.

Oakville Centre — AEG Liebherr Auditorium

Sunday, October 25th

1:00PM

The Velveteen Rabbit

Big Ticket, Family: A Musical Adaptation by Mya Leworthy, Naomi Jijina, and Lucy Ellis. On Christmas Eve, a young boy waits eagerly to discover whether he has received a toy rocket that flies like the real thing. When his grandmother catches him snooping through presents, she offers him a deal: he can stay up later if he listens to her story about a toy called the Velveteen Rabbit.

Oakville Centre — AEG Liebherr Auditorium