Events happening in Oakville.

Thursday, December 3rd

8:00PM

Marsh Marigolds: An Agricultural Thriller

Big Ticket is a new drama from the creators of the beloved Wingfield Farm series. The work blends rural mystery, dry wit, and farm-fresh romance, described as "a rural noir — as if Raymond Chandler got lost in Persephone Township." The story follows Hope, Walt Wingfield's grown daughter, who now works at Queen's Park. Her former boyfriend Ray has returned to Persephone Township and works at the last printed newspaper in Hillhurst Country. As Ray and Hope's paths intersect, the newspaper's editor — a character beloved by fans of the Wingfield shows — begins to piece together mysterious elements unfolding in the world of agriculture.

Oakville Centre — AEG Liebherr Auditorium

Friday, December 4th

1:30PM

Family Holiday Concert

The Oakville Symphony presents a one-hour Family Holiday Concert filled with festive orchestral music for all ages. This concert celebrates the spirit of the season with classical holiday favorites performed by the symphony. Tickets: $48 regular seating, $38 seniors, $22 children 12 and under.

Oakville Centre — AEG Liebherr Auditorium · $22 - $48

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

Sat, Dec 5 – Fri, Dec 18

Company

What does it mean to be alive? Decades after its debut, the iconic Sondheim classic, Company, remains as funny, relevant and thought-provoking as ever. This four-time Tony Award winner, including Best Musical, features a brilliantly written score that has inspired audiences around the world through its authentic portrayal of the human experience. Theatre Sheridan's production offers a fresh and biting comedic look at modern relationships, exploring marriage, friendship and everything in between. For more information, contact [email protected] or call (905) 815-4049.

Studio Theatre - Sheridan Trafalgar Campus

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

Sat, Dec 5 – Sun, Dec 6

The Atelier: Craft Fair

Oakville Galleries is hosting The Atelier: Craft Fair, a holiday market featuring local and regional crafts. For more information, contact [email protected] or call 905-844-4402.

Oakville Galleries in Gairloch Gardens⁠ · 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. Tour the house to see fanciful ornaments, adorned trees, vintage fashions, and antique toys. The visit concludes with a festive treat and hot beverage. For more information, contact the Oakville Museum at [email protected] or (905) 338-4400.

Oakville Museum

Saturday, December 5th

1:00PM

Lady Next Door

Two neighbours share a common courtyard — Huguette, exuberant and free-spirited, and Vana, orderly and organized. Their clashing lifestyles create constant friction: Huguette hangs laundry to loud music, sets up a tent for backyard camping, and practices acrobatic bike tricks, while Vana is most bothered by Huguette's perpetually overflowing garbage cans. Through the chaos, the neighbours gradually learn to communicate and understand each other better. A glimmer of friendship emerges as they discover they may not be so different after all. This female clown duo delivers physical comedy and heart — expect to laugh until you cry.

Oakville Centre — AEG Liebherr Auditorium

Wednesday, December 9th

10:00AM – 11:30AM

Halton Memory Cafe – Oakville

The Halton Memory Café is a welcoming social gathering for people living with dementia and their care partners. Each session offers a relaxed opportunity to connect with others, enjoy meaningful conversation, participate in light activities, and spend time in a supportive community setting. The Memory Café is friendly and inclusive — not a clinical program or formal education session. It is designed to be comfortable for both the person living with dementia and their care partner. Registration is free. Space may be limited, and advance registration is requested to help organizers plan for seating, refreshments, and activities.

Glen Abbey United Church · Free

Fri, Dec 11 – Sat, Dec 12

Classic Albums Live: The White Album

Classic Albums Live performs The Beatles' iconic album in two acts. Act One is a note-for-note recreation of the album, bringing every detail to life with exacting precision. Act Two celebrates the band's legacy with an electrifying collection of their greatest hits, including "Back In the U.S.S.R.," "While My Guitar Gently Weeps," and "Ob-La-Di, Ob-La-Da." Classic Albums Live founder Craig Martin explains the group's approach: "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."

Oakville Centre — AEG Liebherr Auditorium

Monday, December 14th

9:00AM – 12:30PM

Oakville Pathfinders Hiking Group

Oakville Pathfinders is an active hiking group for adults aged 50 and up. Members enjoy weekly walks and hikes of varying lengths and difficulty levels — participants choose the distance and terrain that suits them. Up to five hikes are offered Monday and Thursday mornings year-round. Locations include the Bruce Trail, Halton and Hamilton Conservation Areas, Royal Botanical Gardens, Oakville trails, lakefront trails, and more. A valid Town of Oakville Seniors Services membership is required to participate. Memberships are available to residents and non-residents. Each hike has a small fee, payable to the hike leader. For more information, visit https://oakvillepathfinders.blogspot.com/ or email pathfinders1992@gmail.com to ask questions or join.

Meet at the spot designated by the hike leader: the trailhead, or the John Colborne Centre, or the Iroquois Ridge Community Centre. · Free

Wednesday, December 16th

7:00PM – 8:00PM

Cookbook Club

Explore and discuss food culture from around the world. Each session will focus on a specific theme centered on food. Participants can read a fiction or non-fiction book from a curated list. Feel free to try out recipe or two and discuss your experiences in this interactive new book club This month's theme is ________. Registration is required. Please review the guidelines and frequently asked questions on our Program FAQ Skills Learned: Social Skills, Communication Need to cancel? Please let us know. If you have to cancel your spot for any reason, you can do so by: 1. Logging into MyEvents using your library card. If you did not register with your library card, you will need the reference number you received in your confirmation email. 2. Phone your local branch , or email oplreference@oakville.ca. Please have ready the program title, program date, and names of registered individuals. Access to facilities and programs may be impacted by evolving health and safety protocols related to COVID-19. The town will follow all requirements and recommendations issued by Halton Public Health and any applicable provincial regulations. The Town may use discretion to impose its own requirements. You will be notified if your registration is impacted by any changes.

Iroquois Ridge Branch

Sat, Dec 19 – Sun, Dec 27

A Wicked Christmas Carol - A Holiday Pantomime

Christmas, Musical Theatre Bah, munchbug! Elphabeneezer Scrooge, the holiday-hating Wicked Witch of the West is hidden away in her castle trying to ignore Christmas but, on the other side of the yellow brick road, the secretly evil Wizard of Ozville is plotting to get rid of her. FOR GOOD. Glinda is sure she can save her old friend from the nasty Wizard’s plans - three spirits and a little of bit of time travel should do the trick. Oh, and you! The good guys are going to need your magical powers, cheers, and boos if they’re going to save the day. So come join us for a hilarious mash-up of classics - and get your tickets soon because as Glinda would say… Popular! We’re gonna be popular!

Oakville Centre — AEG Liebherr Auditorium

Sunday, December 20th

1:30PM – 2:30PM

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

Grand Illusion & Magic Show by Edllusion Entertainment features dazzling grand illusions, sleight-of-hand performances, and interactive moments. The show is designed for guests of all ages and combines mystery, wonder, and audience participation. Attendees are invited to bring family and friends for an evening of laughter and excitement. Guests may arrive at Dave & Buster's at any time on the day of the show to enjoy arcade gameplay before the performance. Check in at the front desk upon arrival. Individual admission is $20. A family 4-pack is $99.99 (valued at $120). Power cards and drink ticket add-ons are available. 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. Unlimited video game play is valid for non-redemption games only and excludes ticketed, specialty, and crane games. Once purchased, 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 · $22.90 – $108.46 CAD

Thursday, December 31st

9:00AM – 12:30PM

Oakville Pathfinders Hiking Group

This is an active hiking group for adults age 50+. Members enjoy weekly walks and hikes of varying lengths and difficulty levels, plus occasional social events. Up to five hikes are offered Monday and Thursday mornings year-round. Hike locations include the Bruce Trail, Halton and Hamilton Conservation Areas, Royal Botanical Gardens, Oakville trails, lakefront trails, and more. Participants choose their preferred distance and difficulty. A valid Town of Oakville Seniors Services membership is required to participate; non-residents can purchase one. Each hike has a small fee, payable to the hike leader. For more information, visit https://oakvillepathfinders.blogspot.com/ or email pathfinders1992@gmail.com to join.

Meet at the spot designated by the hike leader: the trailhead, or the John Colborne Centre, or the Iroquois Ridge Community Centre. · Free

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

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

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