Events happening in Oakville.

Tue, Sep 15 – Wed, Sep 30

Create, Reflect & Learn

A creativity event where participants pick up a t-shirt or feather template at Guest Services, create artwork reflecting on truth, reconciliation and learning, and return their completed creation for display and entry into a drawing for a $100 gift card.

Guest Services · $100

Thursday, September 17th

9:30AM – 10:30AM

Stroller Socials

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Downtown Oakville · Free

Saturday, September 19th

9:30AM – 11:45AM

The Saturday Morning All-You-Can-Eat Cereal Cartoon Party

Join Film.Ca Cinemas on September 19th for their Saturday Morning All-You-Can-Eat Cereal Morning - in partnership with V!VA Oakville Retirement Community! This time they're changing things up a bit and screening the new Tom & Jerry: Forbidden Compass (1hr 45min). Doors: 9:30 a.m. Movie: 10:00 a.m. show starts. Guests can move between the lobby and the theatre to refill cereal at any time. Cereal Bar Closes: 11:30 a.m. (15mins before the end of the movie) *please note auditorium lights will be dimmed to half Please note: BYOB (bring your own bowl is encouraged to help minimize waste!) but bowls and spoons will be provided Healthier cereal options & milk alternatives will be available Bring the family, bring your appetite and get ready for a Saturday morning with Tom & Jerry! For more information, contact Film.Ca Cinemas at (905) 338-6397.

Film.Ca Cinemas

Saturday, September 19th

10:00AM – 2:00PM

Trafalgar-Chartwell Block Party 2026

The Trafalgar-Chartwell Block Party 2026 is a free, family-friendly community event on Saturday, September 19, 2026, from 10:00 a.m. to 2:00 p.m. The event brings residents together to strengthen neighbourhood connections and learn about local programs, services, and volunteer opportunities. Activities include inflatable games, face painting, balloon art, outdoor family activities, food trucks, guided tours of the community centre, and a visit from Oakville Fire Services. Residents can engage with local organizations, discover available programs and services, and explore ways to volunteer and get involved in neighbourhood activities. Open to all residents — newcomers and long-time community members alike.

Reynolds Street Park

Sunday, September 20th

11:00AM – 2:00PM

Barkday Social

Barkday Social Oakville Town Square Oakville, ON Sunday, September 20 • 11 AM - 2 PM Overview Join us for Barkday Social, a paw-some day of fun, treats, and tail wags with your furry friends! Barkday Social Join the Barkday Social! Get ready for a super fun, in-person hangout where pups and their humans can mingle, play, and celebrate together. Whether your dog loves making new friends or just chilling, this is the spot to be. Expect loads of wagging tails, treats, and good vibes all around. Don’t miss out on a pawsome time! Read more Good to know Highlights 3 hours In person Highlights 3 hours In person Location Oakville Town Square 94 George Street Oakville, ON L6K 1H6 How do you want to get there? Driving Public transport Biking Walking Show map Organized by Contact organizer Report this event

Oakville Town Square · Free

Sunday, September 20th

1:30PM – 2:30PM

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

Step into a world where FUN meets the impossible… Join us for an unforgettable Grand Illusion & Magic Show brought to you by Edllusion Entertainment, where mystery, wonder, and jaw-dropping moments take center stage! Perfect for guests of all ages, this high-energy experience combines dazzling grand illusions, sleight-of-hand mastery right before your eyes, and interactive moments that will leave you questioning what’s real. Whether it’s your first magic show or your hundredth, prepare to be amazed and thoroughly entertained from start to finish. Bring your family, friends, and sense of wonder for an experience filled with laughter, excitement, and a touch of the impossible. Individual Admission - $20 Family 4 Pack ($120 VALUE) - $99.99 Power Card & Drink Ticket Add-Ons Available Event Timeline ***You are welcome to arrive to Dave & Buster's at any time on the day of the show to enjoy gameplay in the arcade. Just check in at our front desk when you arrive Questions? Contact Paige Moyce Phone - 289-807-0356 Email - paige.moyce@daveandbusters.com All children must be accompanied by an adult. All adults must have a ticket for entry. Children under the age of 2 do not need a ticket for entry; however, they will not receive a Power Card. Unlimited Video Game Play is valid for non-redemption games only. Unlimited play excludes ticketed, specialty, and crane games. Once purchased, all tickets are non-refundable and non-transferable. Restrictions may apply. See store for details.

Dave & Buster's Oakville · $22.90 – $108.46 CAD

Sunday, September 20th

2:00PM – 4:30PM

2026 Oakville Moon Festival Celebration Event

Celebrate the Moon Festival with us and local community! Enjoy a family-friendly day filled with DIY mooncake and lantern, and more.

Queen Elizabeth Park Community and Culture Centre · $8 CAD

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

Saturday, September 26th

10:00AM – 3:00PM

Oakridge Bible Chapel - Fall Fair

Oakridge Bible Chapel invites community members of all ages to join their annual Fall Fair. This is a no cost event and all are welcome! Bring a lawn chair and spend the afternoon with them. Rain or shine! Attractions inclide: BBQ, popcorn, apples & snacks Balloon Animals Bouncy Castles Face painting Kids’ Crafts Table Petting Zoo Photo Booth Giveaways Treasure Hunt More! For more information, contact [email protected] or call 416-453-6142.

Oakridge Bible Chapel

Saturday, September 26th

10:00AM – 4:00PM

Print Expo & Fair 2026

Experience a day filled with tours, demos, hands-on printing activities, engaging workshops, and the opportunity to explore and purchase unique creations from a talented group of artists, printers, and book arts enthusiasts. The Print Expo & Fair is a community event suitable for all ages, hosted in a fully accessible venue. They are thrilled to present a fantastic showcase and eagerly anticipate your presence at PE&F 2026.

Howard Iron Works Printing Museum

Sat, Sep 26 – Sun, Sep 27

Harvest Festival

Experience harvest season as it might have been over 100 years ago at Bronte Creek Provincial Park's historic Spruce Lane Farm. The Friends of Bronte Creek Park are hosting two days of demonstrations and activities. Activities include picking your own pumpkins (by donation), touring the 124-year-old farmhouse, watching apple cider pressing demonstrations, and making a souvenir using a 4-foot-long cross-cut saw. Tractor-drawn wagon rides tour the park, and heritage demonstrations run throughout the event. Seasonal refreshments and food are available for purchase.

Bronte Creek Provincial Park

Saturday, September 26th

11:00AM – 5:00PM

Fire Prevention Week Kick-Off

Every year, the Oakville Fire Department works to raise awareness of the risk of home fires and educate residents on fire prevention measures. 🥫 Please bring a non-perishable food item in support of Kerr Street Mission. Check out this year’s free activities 👨‍🚒 Meet local firefighters 🔥 Live fire safety demonstrations 🎁 Giveaways & educational booths 🎈 Fun for the whole family!

Oakville Fire Department Training Campus

Saturday, October 3rd

1:00PM – 4:30PM

Culture Days at the Thomas House

Come visit the Thomas House (in Lakeside Park) and experience 1830s pioneer living! Taste Welsh cakes from the griddle, try historical kids' games, explore daily chores and try out some of the gadgets of the time. For more information, contact the Oakville Historical Society at [email protected] or call 905-844-2695.

Oakville Historical Society

Saturday, October 3rd

1:30PM – 4:00PM

Fall Fair at the Oakville Historical Society 2026

Join in for some old-fashioned fall fun with the Oakville Historical Society! Have fun with: Homemade baking and preserves Honey and artisanal wares ”Pioneer Pics” - old-time photo booth Crafts and activities and more! For more information, contact the Oakville Historical Society at [email protected] or call 905-844-2695.

The Oakville Historical Society

Saturday, October 3rd

6:30PM – 10:30PM

Public Astronomy Night -- Saturn Night!

Public Astronomy Night What to expect. Bring your telescope to get get the necessary help and instruction. *Please see the note about parking in Bronte at the bottom. -Weather permitting. This can change at a moment's notice. -All are welcome on the fundamental principle that astronomy is for everyone with respect, dignity and safety. -Experienced astronomers should take note the public astronomy sessions are based on the principles of sidewalk astronomy and to expect visitors to their equipment. -We will endeavour to give everyone interested sufficient time for notification that an event is a go. However this can be a challenge at times. Short notices can and will happen. -Dress for ten degrees below the expected temperature minimum. -Telescopes will be set up for the public and public viewing. -Before using a telescope, make sure someone is supervising it to make sure it is on target. Only touch or operate a telescope with permission. -Bronte Heritage Park is open until 10:30pm. At this time, public astronomy sessions will end at 10:30pm (subject to change). -There is no electricity supplied at this time. Please bring a portable power station or supply for your telescope if needed (subject to change). -Noise levels should be minimal as this is a public space near residences. -No smoking or vaping as per Oakville by-laws in Oakville public parks. -Astronomy sessions maybe be held at other locations within or outside Oakville. *Please park in designated parking spaces only. Do not park in the Centriller Square or Farm Boy parking lots as predatory towing occurs in these parking areas.

Bronte Heritage Park

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

10:30AM – 3:00PM

Scotiabank x Volvo Cars Oakville Family Movie Day

Join us for a Movie Day! Enjoy a memorable morning of entertainment and community connection. Grab the whole crew and come enjoy an awesome in-person complimentary movie experience featuring the anticipated movie Shaun the Sheep: The Beast of Mossy Bottom . Packed with fun and good vibes, It's the perfect day out for families looking to relax, laugh, make lasting memories together and enjoy this community and client appreciation event. Hosted by Emil Story, Home Financing Advisor, Scotiabank and proudly sponsored by Volvo Cars Oakville Registration is required, and tickets are limited. Reserve your seats today and join us for a baa-rilliant movie experience! 🍿🎬🐑 Don't miss this chance to hang out, watch a great flick, and chill with your community. We hope to see you there!

Cineplex Cinemas Oakville and VIP · Free

Sunday, October 4th

2:00PM

A World of Brass

, World Music, Orchestral Feel the power and excitement of live brass as Intrada Brass takes the stage in a high-energy concert for all ages. This genre-spanning program features a vibrant mix of classical favourites, jazz standards, film and theatre hits, and traditional brass repertoire bringing music you know and love to life. With bold sound, engaging performances, and brief, welcoming introductions, this accessible concert invites everyone to experience the thrill of live music - no prior musical knowledge required. Whether you're a devoted music fan or simply looking for an inspiring live event, join Intrada Brass for an uplifting and entertaining celebration of music and community.

Oakville Centre — AEG Liebherr Auditorium