Events happening in Oakville.

Thursday, September 24th

4:00PM – 5:00PM

Little Artist

Oakville Galleries and the Oakville Public Library are partnering to offer a mini art class paired with a story and literary connection. Held at the Education Centre at Oakville Galleries, the program invites young artists to explore and create a variety of new projects each week through hands-on art-making activities.

Oakville Galleries

Thursday, September 24th

5:00PM – 9:00PM

16th Annual LiONS LAIR Gala

Who will win big at this year’s 16th Annual LiONS LAIR? Don't miss this annual standout celebration of entrepreneurship! Inside the 16th Annual LiONS LAIR Gala : Innovation Factory’s LiONS LAIR is an annual pitch competition that brings together the entrepreneurship and innovation community from across Hamilton, Halton, Brant, and Norfolk. Now celebrating its 16th year , LiONS LAIR has been the heartbeat of innovation in the region for over a decade and a half—championing community, growth, and collaboration. The competition gives finalist companies the opportunity to pitch their ventures to a panel of top business experts—the “LiONS”—for a chance to win cash and in-kind prizes . Since its inaugural event in 2011, LiONS LAIR has grown into a premier regional event, attracting hundreds of leaders from the business and startup communities. This year’s gala promises an exciting evening as we continue to celebrate innovation and entrepreneurial success. What You'll Experience: Tickets & Tables: If you would prefer to receive an invoice, please contact us at events@innovationfactory.ca to request one for table purchases ONLY. Please note that ALL ticket sales close September 4th. About Innovation Factory: Innovation Factory is a not-for-profit business accelerator and a regional innovation centre, serving as the catalyst for technology innovation in Southern Ontario since 2010. Providing business advisory services, training, mentorship, and strategic connections, Innovation Factory helps drive market adoption, revenues, investment, jobs and leverage of intellectual property. Innovators can also access sector-specific resources including exclusive smart transportation test environments and data and formal life science and health innovation ecosystems. Funded by the Government of Ontario, Innovation Factory helps Ontario-based innovators and entrepreneurs clear commercialization hurdles — accelerating the growth of companies so that they can compete and succeed globally and create high-quality jobs in our province. *Attendance at this event implies consent to be photographed and for the photos to be used or shared at the discretion of the organizers.*

Oakville Conference & Banquet Centre · $282.50 – $2260 CAD

Thursday, September 24th

5:30PM – 8:30PM

Start Seeing Art Exhibition: Opening Reception

What do a vintage tractor, a raven, a chrome car hood, and a field of pure colour have in common? The artists who saw them. Ten artists gather under one roof, oils, acrylics, photography, mixed media, and everything in between. Each has trained themselves to see what most of us only look at. Come borrow that skill for an evening. Join them. Meet the artists. Own original art. For more information, contact SavvyArt Market at [email protected] or call 647-558-8185.

SavvyArt Market

Thursday, September 24th

6:00PM – 7:30PM

Women's Social Gathering Mondays & Thursday

Come in to our Oakville Office to meet other women and have a warm drink play some games and have a chat. Come join us at the Women’s Centre of Halton for a warm and welcoming women’s social gathering. It’s a chance to relax, play board games, chat, and make new friends in a supportive and friendly space. Whether you’re looking to connect with others, share some laughs, or simply enjoy a fun evening out, we would love to see you there.

The Women's Centre of Halton · Free

Thursday, September 24th

6:00PM – 11:59PM

The PARTY: Dinner in Gairloch Gardens

For the first time since 2019, guests are invited to Gairloch Gardens for an evening under the stars. Set beneath a tent overlooking Lake Ontario, The PARTY: Dinner in Gairloch Gardens brings together art, exceptional dining, and the local community in support of Oakville Galleries. Proceeds support Oakville Galleries' free access to exhibitions and programs, education initiatives, and the artist-in-residence program. Guests may arrive via complimentary valet service courtesy of Mercedes-Benz Oakville. The evening includes dinner by Kerr Street Catering, wines, cocktails by Spring Mill Distillery, and dessert by Tatin Bakehouse. Live music accompanies the elegant lakeside setting throughout the night. A live auction features exclusive experiences and contemporary artworks. The event offers an opportunity to gather with collectors, patrons, and supporters of contemporary art.

Gairloch Gardens

Thursday, September 24th

7:00PM – 8:00PM

Sound Bath

This sound healing session provides space and time to realign through mindfulness and guided imagery meditations. Participants will ground themselves and explore the depths of their consciousness as Deb guides the experience with crystal and brass singing bowls, rain sticks, chimes, and other instruments to gently wash away stress. For more information, contact [email protected] or 905-302-7838.

King's Christian Collegiate

Thursday, September 24th

7:00PM – 8:30PM

Full Harvest Moon: Gratitude & Manifesting — Women's Sound Bowl Ceremony

A women's sound bowl ceremony to release, give thanks, and set intentions under the Full Harvest Moon. Thu, Sept 24 · Igita Yoga Studio. Please note: you must register via Igita to be considered booked — RSVPing here on Eventbrite does not reserve your spot. Fee: $35 | Limited to 15 women | Duration: 1.5 hours The Full Harvest Moon symbolizes gratitude, abundance, and manifesting. Named for the extra light it once gave farmers to bring in their crops, it falls nearest the autumn equinox, a moment of balance between light and dark. This is your invitation to meet that balance within: release what you're ready to let go of, give thanks for everything you've harvested this year, and set clear intentions for what you're ready to grow next. The evening includes: 🎶 Sound bowl meditation journey 🌙 NLP-guided visualization (release, gratitude & manifesting) 🌧️ Rain disc 🔥 Palo santo burning to clear and cleanse energy 🃏 Oracle cards 💫 Women's sharing circle Come as you are. Leave lighter than you arrived — and ready to manifest what's next. Register here

iGita Yoga & Pilates Studio · Free

Thursday, September 24th

7:00PM

Adult Book Club

This month's discussion focuses on The Bandit Queens by Parini Shroff. Copies are available on a first-come, first-served basis at Sixteen Mile branch; quantities are limited. Attendees are invited to drop in — no registration required. The group explores a wide range of titles, genres, and authors, with discussions focused on the books themselves. The Oakville Public Library welcomes people of all backgrounds and abilities. All participants are asked to follow the Customer Code of Conduct and review the Programming FAQ for additional guidelines.

Sixteen Mile Branch

Thursday, September 24th

7:30PM – 9:00PM

Oakville Speed Dating (Ages 50-60)

Ready to meet new people and spark some fun connections?

Figaro Coffee House

Thu, Sep 24 – Sun, Sep 27

Mean Girls the Musical

Mean Girls The Musical brings the iconic hit film to the stage with sharp comedy, bold music, and all the high school drama of the original. When Cady Heron enters North Shore High for the first time, she discovers that surviving the social jungle of high school may be tougher than life on the African savanna — especially when she meets Regina George and The Plastics. The musical features book by Tina Fey, music by Jeff Richmond, and lyrics by Nell Benjamin. The show includes depictions of bullying, cyberbullying, mature language, sexual innuendo, and teen drinking, as well as Mean Girl commentary on body image. It is recommended for ages 13 and up.

Oakville Centre — AEG Liebherr Auditorium

Friday, September 25th

12:30PM

Candlelight: Featuring Vivaldi\'s Four Seasons and More | Oakville

Candlelight: Vivaldi's Four Seasons and More 🕯️ This is a tribute concert experience featuring Vivaldi's Four Seasons performed by a string quartet under candlelight at Knox Presbyterian Church. The program includes the four violin concertos (Spring, Summer, Autumn, and Winter) and "La Follia." Each performance runs 60 minutes. Doors open 45 minutes before the show; no entry once the concert begins. Recommended for ages 8 and up. Anyone under 16 must be accompanied by an adult. The venue is accessible for people with reduced mobility. Seating is assigned on a first-come, first-served basis within each zone. To preserve the experience, disruptive behaviour may result in being asked to step outside. Select your preferred date and time when purchasing tickets. This is not affiliated with, endorsed by, or sponsored by Vivaldi's estate or official representatives.

Knox Presbyterian Church, 89 Dunn Street, Oakville

Friday, September 25th

2:45PM

Candlelight: Queen vs. ABBA | Oakville

Candlelight: Queen vs. ABBA 🕯️ This multi-sensory concert experience features the music of Queen and ABBA performed by a string quartet under candlelight at Knox Presbyterian Church. The program includes "Dancing Queen," "SOS," "Money, Money, Money," "Voulez Vous," "Waterloo," "Super Trouper," "Mamma Mia," and "Gimme Gimme Gimme" (ABBA), alongside "Bohemian Rhapsody," "I Want to Break Free," "Killer Queen," "Don't Stop Me Now," "We Will Rock You," and "We Are the Champions" (Queen). Performed by Listeso, a string quartet based in Oakville. The show runs 60 minutes. Doors open 45 minutes before the performance; no entry is permitted once the show has started. Recommended for ages 8 and up. Children under 16 must be accompanied by an adult. Disruptive behaviour may result in being asked to leave. Knox Presbyterian Church is accessible for people with reduced mobility. Seating is assigned on a first-come, first-served basis within each zone. Select your preferred date and time when purchasing tickets.

Knox Presbyterian Church, 89 Dunn Street, Oakville

Friday, September 25th

5:00PM – 6:00PM

BOLD Public Speaking Program

BOLD Public Speaking is a free youth-led public speaking program for students ages 8–15 who want to build confidence and develop their public speaking skills in a fun, supportive environment. Throughout the program, participants will explore presentation skills, storytelling, podcasting, and sports commentary through interactive activities, games, and hands-on practice. Each unit will end with a small showcase where students can put their skills into practice and share what they have learned. Whether your child already loves speaking in front of others or is looking to become more confident, BOLD provides a welcoming space to find their voice, express their ideas, and grow as a speaker. The program is completely free, with two locations in Oakville available for the 2026–27 year. For more information, contact [email protected] or call 647-896-1938.

Scholars of Oakville Glen

Friday, September 25th

6:30PM – 8:30PM

Fall Into Fun Intermediate Cookie Decorating Workshop

Join TaDa Treats for a fun and creative Intermediate Cookie Decorating Workshop! Learn new cookie decorating techniques while decorating 5 delicious fall-themed sugar cookies. All decorating supplies and a beverage are included, and you’ll take your beautifully decorated cookies home with you. This hands-on workshop is perfect for anyone who already has some cookie decorating experience and wants to improve their skills in a fun, relaxed environment. For more information, contact TaDa Treats at [email protected] .

Touchdown Coworking Space

Friday, September 25th

7:00PM – 10:00PM

Paint and Sip

Creative fun! 🎨 Blue Irises — A Tribute to Van Gogh 💙 Join us for a colourful evening of painting, creativity, and good company at our next Paint & Sip! This September, we’re taking inspiration from the expressive beauty of Vincent van Gogh’s iconic irises. Together, we’ll create a vibrant painting inspired by his bold brushstrokes, rich blues, and love of nature. ✨ No painting experience is needed! You’ll be guided step-by-step from a blank canvas to your own finished masterpiece. Come with friends, bring a date, or come on your own and meet fellow art lovers. 🎨 Painting: Blue Irises — A Tribute to Van Gogh 📅 Thursday, September 25 ⏰ 7:00–10:00 PM 📍 Taste of Colombia 🎟️ 59 dlls 🖌️ All painting materials included 🍷🥤 1 glass of wine or specialty non-alcoholic drink included *Come sip, paint, relax, and spend an evening immersed in a little Van Gogh magic*. 💙 💫 🌿 Spaces are limited — reserve your spot and come paint with us! **This is a fantastic opportunity to experiment with art in a relaxing way. You will be working with good quality materials and a big canvas (16 by 20 in). You can also get your painting framed right there for just additional 10 dlls. (Wood floating frame)** With easy step-by-step guidance, you’ll be amazed at what you can create— guaranteed. 🌸 #PaintAndSip #VanGogh #Irises #ArtNight #BurlingtonEvents #OakvilleEvents #PaintNight #ArtLabCreators

Taste of Colombia - Fair Trade Coffee & Gift Shop · $64.17 CAD

Friday, September 25th

7:00PM – 9:00PM

KAP OAKVILLE • KUNDALINI ACTIVATION PROCESS

A holy field of energy & stillness, awakening the Divine within through Kundalini & Non-Dual Transmissions. Come home to your essence.

iGita Yoga & Pilates Studio · $72.80 – $84.69 CAD

Fri, Sep 25 – Sun, Sep 27

BOTG presents "Mean Girls" 🩷

Mean Girls The Musical brings Tina Fey's iconic film to the stage with sharp comedy, bold music, and high school drama. When Cady Heron enters North Shore High for the first time, she discovers that navigating the social hierarchy may be tougher than life on the African savanna — especially when she meets Regina George and The Plastics. The show features razor-sharp comedy, unforgettable music, and plenty of laughs alongside life lessons. However, it depicts bullying and cyberbullying, includes mature language and sexual innuendo, shows teens drinking, and contains commentary on body image. The production is recommended for ages 13 and up.

Oakville Centre for the Performing Arts

Sat, Sep 26 – Sun, Sep 27

Fall Shop The Street

Fall Shop The Street Location: Downtown Oakville Shop the Street in Downtown Oakville this fall on September 26 & 27. Stroll through the neighbourhood, browse great finds, and explore everything your favourite local shops have to offer. For more information, contact [email protected] .

Downtown Oakville