Events happening in Oakville.

Sat, Nov 28 – Sun, Nov 29

Oakville Art Society's Holiday Art Market

The Oakville Art Society hosts 30+ local artists over two days, showcasing handmade paintings, jewellery, fluid art, and other original creations. Each table displays the individual style and work of an Oakville Art Society member. For more information, contact [email protected] or 905-827-5711.

Oakville Art Society

Sat, Nov 28 – Sun, Nov 29

Holiday Inn Oakville Centre Christmas Market

The second annual Christmas market features 41 local vendors showcasing Canadian-made goods and gifts. Shoppers can browse the vendor stalls, take photos with Santa, and enjoy holiday music performed by a church choir. Entry requires a non-perishable food donation. For more information, contact [email protected].

Holiday Inn Oakville Centre

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, November 28th

6:00PM – 11:00PM

SHIFA GALA 2026

Shifa Gala 2026 is a formal evening supporting the Oakville Hospital Foundation's mission to provide exceptional, compassionate healthcare to the community. The gala features live entertainment, a formal dinner, and an opportunity to connect with hundreds of professionals and community members committed to meaningful change. Proceeds benefit the Oakville Hospital Foundation and help make a lasting difference in the lives of patients and families.

Oakville Legacy Event Venue · $150 – $1400 CAD

Saturday, November 28th

7:00PM – 10:00PM

Oakville Bowling Singles Nights (Ages 30-40)

An evening of bowling and socializing for singles aged 30–40 at Hopedale Bowl. 🎳 The night begins at 7:00 PM with check-in, introductions, and food. Pizza and popcorn are included. At 8:00 PM, bowling begins for two hours. Participants will rotate lanes every 20 minutes so everyone has the opportunity to meet. Arrive promptly at 7:00 PM to check in and be assigned to a lane. When you arrive, clearly identify yourself as part of the 30–40 age group. Late arrivals after 8:00 PM may be turned away without refund, as accommodating latecomers once bowling has started is not possible. The pizza includes deluxe, vegetarian, and cheese options. No substitutions or dietary accommodations can be made. Guests are encouraged to arrive early for the best food selection.

Hopedale Bowl · $45 CAD + fees

Saturday, November 28th

7:00PM – 8:30PM

Yoga Swing Sound Bath Experience

A yoga swing sound bath experience at Haven Pilates combines suspended relaxation with healing vibrations. Suspended in a yoga swing, participants gently sway while sound vibrations wash over them, creating a sense of weightlessness and serenity. Those preferring a grounded experience can lay down on a yoga mat with a head pillow and bolster provided. The session features crystal singing bowls, chimes, drums, and other instruments, along with guided meditation to deepen relaxation. Sound therapy uses frequencies and vibrations to bring the body into deep relaxation, reduce stress, improve sleep, and restore emotional balance. No prior experience with yoga, yoga swings, or meditation is required — come as you are. Two ticket types are available: Swing tickets provide a cocooned experience in a yoga swing (limited availability), and Grounded tickets offer the classic sound bath experience on a mat. Both include supplied comfort items. Space is extremely limited. Those who are pregnant, have a pacemaker, experience sound-induced epilepsy, or have a history of severe mental health conditions should consult a healthcare provider before participating.

Haven Pilates & Co. · $35 – $55 CAD + fees

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

Sunday, November 29th

12:30PM – 2:30PM

The Good Movement Club: Move & Give Edition

A free community gathering blending energizing Pilates, feel-good yoga, guided reflection, and connection. Hosted by lululemon Lakeshore, PYC Oakville, and lululemon Studio Ambassador Megan Hughes, with Nick Vetro from PYC Oakville. This event brings the community together ahead of GivingTuesday to support Halton's Safetynet Children & Youth Charities through a clothing drive. Attendees are invited to bring gently used winter jackets and cold weather clothing from their own wardrobe (donation guidelines will be shared before the event). Donations are encouraged but not required to participate. Movement begins at 1 PM. Bring your mat, water, a towel, and any clothing you wish to donate. Come with a friend or on your own — all are welcome.

Power Yoga Canada - Oakville · Free

Sunday, November 29th

2:00PM – 4:30PM

Kinusaiga Craft Afternoon - Oakville

Kinusaiga is an easy, no-sew craft that creates a unique fabric mosaic artwork. Participants can choose from Christmas or standard designs and select from a variety of fabrics. All materials and supplies are provided, and the session is fully guided. Light refreshments will be served.

Queen Elizabeth Park Community and Cultural Centre · $50 CAD + fees

Sunday, November 29th

2:00PM – 5:00PM

Mullygims Holiday Golf Social & Mini Market

Join us in person for festive golf fun, good company, and holiday finds at our mini market! An afternoon of golf, good company, holiday shopping and prizes! Join Mullygims for a festive afternoon of indoor golf, great people, raffles, holiday shopping and a little friendly competition. Mullygims is a golf community built for new and improving players. We're making golf more approachable, social and fun, creating opportunities to play, learn and connect. Whether you're just starting or looking to build your skills on the course, this is a great opportunity to get out and play. All ages are welcome! Grab your friends, bring the family or come solo and we'll help you find a group! Your golf ticket includes: Golf sessions: 2 p.m., 3 p.m. and 4 p.m. Foursomes should be booked together. Session times will be allocated on Novmber 27. Spaces are limited, so book early! Reach out for a discount if you want to bring a junior golfer (17 and under). Not golfing? Come for the shopping, prizes and good company! Our Holiday Mini Market brings together local businesses, unique gifts and a little festive fun. The bar and restaurant are open for our group. Your market ticket includes: We're excited to welcome Hey Ave as a confirmed event partner , with more local businesses and exciting announcements to come! Golf simulator play is not included with market-only admission. Holiday market access is included with every golf ticket. 📍 Oakville, Ontario 🕑 2–5 p.m. 🎟️ Golf Social: $65 per person (includes market admission, golf, pro tips, food, prizing and surprises!) 🎟️ Holiday Mini Market: $12 per person 👨‍👩‍👧‍👦 All ages welcome! Whether you're joining us for golf or stopping by the market, we can't wait to see you. You just have to be game.

Burloak Indoor Golf · $12 – $65 CAD + fees

Sunday, November 29th

3:00PM – 6:30PM

SOURDOUGH MADE SIMPLE - A Hands-On Beginner Sourdough Workshop

Sourdough Workshop with Lorena 🍞 Join Lorena, a certified baker and experienced baking instructor from Bake It Up!, for a relaxed 3.5-hour hands-on workshop designed to demystify sourdough. Whether you come alone or with a friend, you'll learn alongside other bread lovers, ask questions, and enjoy an afternoon of practical baking and good food. No previous sourdough experience is needed — come curious. The workshop focuses on understanding what you're seeing and feeling in the dough so you can confidently recreate the process at home. Lorena will guide you through making a beautiful Italian-style sourdough focaccia. The session concludes with a relaxed tasting of sourdough bread and focaccia, accompanied by savory bites and simple pairings. You'll take home the sourdough dough you make in class to continue baking at home, an active Bake It Up! sourdough starter, recipes and home-baking instructions, and access to the Bake It Up! Baking Classes community. The day after the workshop, you'll have dedicated Q&A support for any questions that arise as you continue the process and bake your loaf. The first 2 people to book receive a free sourdough baking kit (value $39). Sunday, October 4, 2026 | 3:00 – 6:30 PM $125 per person. Payment by e-transfer to bakeitup.to@gmail.com incurs no fees.

65 Speers Road · $39 – $187.50 CAD + fees

Tuesday, December 1st

12:00PM – 8:00PM

Local Love Christmas Market at Tabule

Meet a curated selection of talented small businesses and artists, discover handmade gifts, and connect with the creative community behind Inamullumani's markets. After shopping, guests can enjoy a meal at Tabule, which offers Middle Eastern cuisine.

Tabule

Thursday, December 3rd

Square Treats Art Show

Square Treats Art Show 🎨 features 12×12 original artworks from artists in Oakville and beyond. The show offers an accessible opportunity to own original art this holiday season. Preview event: December 3, 6:00 p.m. – 8:00 p.m. (RSVP required). Public hours: December 4–6, 10:00 a.m. – 2:00 p.m. 334 Lakeshore Road East, Oakville.

E.

Thursday, December 3rd

6:00PM – 8:30PM

Adult Holiday Cards Printmaking Workshop

Oakville Galleries is hosting a hands-on printmaking workshop where attendees will design and manually print their own holiday greeting cards using linocut techniques. Participants will create multiples of their design, taking home a collection of handmade flat cards and postcards. No prior experience is required. Wine and light refreshments will be served. For more information, contact Oakville Galleries at [email protected] or 905-844-4402.

Oakville Galleries in Gairloch Gardens

Thursday, December 3rd

8:00PM

Marsh Marigolds: An Agricultural Thriller

Big Ticket is a drama from the creators of the beloved Wingfield Farm series. The work blends rural mystery, dry wit, and farm-fresh romance into what the creators call "a rural noir — as if Raymond Chandler got lost in Persephone Township." The story centres on 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 navigate their lives, the newspaper's editor — a character beloved by fans of the Wingfield shows — begins to piece together mysterious elements the two stir up in the world of agriculture.

Oakville Centre — AEG Liebherr Auditorium · $50

Fri, Dec 4 – Mon, Feb 15

Holiday Lights by the Lake 2026

Holiday Lights by the Lake transforms Coronation Park into a festive winter destination with an elaborate light display. The lights are on display from December 4 through February at Coronation Park, 1426 Lakeshore Road West, Oakville. For more information, contact the organizers.

Coronation Park

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

Sat, Dec 5 – Fri, Dec 18

Company

What does it mean to be alive? Decades after its debut, Stephen Sondheim's Company remains as funny and thought-provoking as ever. This Tony Award–winning musical features a brilliantly written score that explores the human experience through an authentic portrayal of modern relationships — marriage, friendship, and everything in between. Theatre Sheridan's production offers a fresh and biting comedic edge, delivering an honest and hilarious look at connection and solitude in contemporary life. Company runs December 5–18, 2026, in the Studio Theatre at Sheridan Trafalgar Campus, 1430 Trafalgar Rd, Oakville. For more information, contact [email protected] or call (905) 815-4049.

Studio Theatre - Sheridan Trafalgar Campus