Events happening in Oakville.

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

Sat, Sep 26 – Sun, Sep 27

Fall Celtic Festival

The Fall Celtic Festival is the Greater Toronto and Hamilton Area's two-day outdoor celebration of the cultures of Ireland, Scotland, Wales, Cornwall, Brittany, the Isle of Man, and Celtic Iberia. Attendees can enjoy live performances, demonstrations, exhibits, and hands-on workshops featuring music, dance, visual arts, crafts, food traditions, costumes, languages, and folklore. The Festival designs interactive learning and play experiences for children, youth, and families, making Celtic culture vivid and engaging for all ages. Everyone is welcomed, whether discovering Celtic culture for the first time or reconnecting with ancestral roots.

Toronto Rock Athletic Centre · Free

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 – 1:00PM

Never Get Lost Again: Intro to Orienteering and Map Reading

Learn to navigate with a map and compass. Hands-on outdoor course, no experience needed. Find your way without GPS. Your phone dies three kilometres into a trail. No signal. No GPS. Just trees in every direction. That moment of panic? It is completely preventable. Whether you are a hiker who wants to stop relying on apps, a Scout leader building your program, or someone who simply wants to feel confident navigating the backcountry, Boreal Edge is your shortcut to real-world navigation skills. In one half-day, we take you from "which way is north?" to confidently navigating with a topographic map and compass. This is not a classroom lecture. It is a hands-on, two-part outdoor course where you learn the fundamentals, then immediately apply them on a real orienteering challenge. Sixteen Hallow in Lions Valley feels like stepping through a hidden portal where the suburban rush completely melts away. Leaving the plateau behind, you descend into a deep, prehistoric glacial valley carved over millennia by the winding waters of Sixteen Mile Creek.

Sixteen Hollow Park · $71.03 – $220.79 CAD

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

Saturday, September 26th

10:00AM – 12:00PM

Buttonbush Tree Planting

Attendees are invited to plant native trees and shrubs at Buttonbush. High school students will receive volunteer hours for participation. Carpooling is encouraged; street parking is available on side streets — please observe all signage. The event proceeds rain or shine. This planting initiative, supported by the Halton Region Community Investment Fund and the Trans Canada Trail, strengthens local biodiversity, provides habitat for wildlife, and delivers lasting community benefits. Those unable to attend can gift a tree to support the effort.

Buttonbush Woods

Saturday, September 26th

10:00AM – 5:00PM

Fall Artisan Pop Up Market

Fall Artisan Pop Up Market By Yury Wu-Parra - Taste of Colombia Follow Taste of Colombia - Fair Trade Coffee & Gift Shop Oakville, ON Saturday, September 26 • 10 AM - 5 PM Overview Join us on Saturday, September 26, 2026 for an “Everything about Fall” Artisan Pop Up Market! Join us on Saturday, September 26, 2026 for an “Everything about Fall” Artisan Pop Up Market! Free entrance - several vendors featuring fall items and treats! Good to know Highlights 7 hours In person Highlights 7 hours In person Location Taste of Colombia - Fair Trade Coffee & Gift Shop 67 Bronte Road Oakville, ON L6L 3B7 How do you want to get there? Driving Public transport Biking Walking Show map Organized by Yury Wu-Parra - Taste of Colombia Contact Follow Report this event

Taste of Colombia - Fair Trade Coffee & Gift Shop · Free

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

10:00AM – 4:00PM

Artisan Bazaar - Oakville Fall Craft Show

Get ready for the debut of the Artisan Bazaar in Oakville — a thoughtfully curated handmade market featuring over 80 of Ontario’s most talented artisans. Discover a beautiful collection of handcrafted goods, small-batch creations, and one-of-a-kind finds across a wide range of categories. From jewellery, home décor, and textiles to gourmet treats, self-care, and more — this is your chance to shop directly from the makers behind the brands. Whether you’re getting a head start on fall shopping or simply looking for a feel-good day out, you’ll find something special you didn’t know you needed. For more information, contact the Artisan Bazaar at [email protected] or call 905-516-9678.

St. Volodymyr Event Centre - SVEC · $5 cash admission, 12 and under free

Saturday, September 26th

10:30AM

Adult Book Club: The Eh Team: A Celebration of Canadianisms

This month's book club discusses The Eh Team: A Celebration of Canadianisms from Elbows Up to Poutine by Charles Demers. 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 focuses on the book itself. The Oakville Public Library welcomes people of all backgrounds and abilities. Participants are asked to follow the Customer Code of Conduct and review the Programming FAQ for guidelines and frequently asked questions.

White Oaks Branch

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, September 26th

1:00PM – 3:00PM

World of Threads Festival 2026: Opening Reception

The World of Threads Festival 🧵 showcases contemporary fibre and textile art in all forms from around the world. The festival is free. An opening reception takes place on September 26.

Queen Elizabeth Park Community and Cultural Centre

Saturday, September 26th

2:00PM – 3:00PM

Canadian Art Hop: In Conversation: Ali Cherri’s To Fall, Patiently

Join Oakville Galleries’ Interim Executive Director, Jenifer Papararo, and Public Programs & Engagement Manager, Isabella Springett, for a guided walkthrough of To Fall, Patiently, a solo exhibition by artist and film-maker Ali Cherri in Gairloch Gardens. In dialogue, Papararo and Springett will guide visitors through Cherri's exhibition, taking a close look at each work and exploring the histories, landscapes, and material traces that shape the artist's thinking. Through a conversational approach, visitors are invited to ask questions, share observations, and engage with the ideas that emerge throughout the exhibition. The tour will consider themes of memory, conflict, colonial histories, and our evolving relationship to land and material culture. For more information, contact Oakville Galleries at [email protected] or 9058444402.

Oakville Galleries at Gairloch Gardens · Free

Sunday, September 27th

12:00PM – 2:00PM

Cross-Stitch: An Introduction to Embroidery with Amarjeet

Join Amarjeet for a fun, hands-on intro to cross-stitch and embroidery in person! Ready to dive into the world of cross-stitch ? Join us for an in-person session with Amarjeet, where you'll learn the basics of embroidery in a fun and relaxed setting. Whether you're a total newbie or just curious, this intro class will have you stitching in no time. Bring your enthusiasm and get ready to create some cool, handmade art!

Queen Elizabeth Park Community and Cultural Centre (QEPCCC) · Free

Sunday, September 27th

12:00PM – 3:00PM

The Sororum Presents: A Sunday Afternoon in Downtown Oakville

Join The Sororum for a beautiful Sunday afternoon in Downtown Oakville. Step into the stories, people, and places that have shaped the town’s history. Beginning at the historic Erchless Estate, you’ll spend the afternoon exploring Oakville through the stories of remarkable women, the town’s connections to the Underground Railroad, and the traditions through which history is carried from one generation to the next. Your afternoon will conclude over lunch at Paradiso Restaurant, where you’ll be joined by acclaimed actress, singer, and storyteller Arlene Duncan for an intimate conversation about family, heritage, and the importance of preserving the stories that came before us.

Oakville Museum at Erchless Estate · $55 CAD

Sunday, September 27th

12:15PM – 2:00PM

Gelli Plate Leaf Impressions

& 2:00 p.m. Join Oakville Galleries for a hands-on, sustainable art-making workshop in celebration of Culture Days, in collaboration with the Town of Oakville! Explore the beauty of autumn through creative printmaking. Using provided autumn leaves and Gelli plates, participants will create original botanical prints by experimenting with techniques such as layering and ghost printing. This hands-on workshop introduces an accessible and sustainable approach to eco-printing, transforming the unique shapes and textures of leaves into expressive, nature-inspired artworks. Participants will discover the intersection of art, science, and the natural environment while celebrating the beauty of the local landscape. For more information, contact Oakville Galleries at [email protected] or 905-844-4402.

Queen Elizabeth Park Community and Cultural Centre · Free

Sunday, September 27th

12:30PM – 1:30PM

Zumba With Hebah

Get ready to dance and sweat with Hebah in this fun, high-energy Zumba session! Get ready to move and groove in person with Zumba With Hebah ! This fun, high-energy dance workout is perfect for all fitness levels. Let Hebah lead you through upbeat tunes and easy-to-follow moves that will leave you feeling energized and smiling. Whether you're a Zumba pro or just looking to try something new, come join the party and shake it up live with Hebah!

Queen Elizabeth Park Community & Culture Centre · Free

Sunday, September 27th

1:00PM – 3:00PM

Sunday Essence Experience

An afternoon to slow down, enjoy the moment, get creative, and connect with others through a curated wellness experience. Join us for the first Sunday Essence experience. Sunday Essence was created to bring people together through wellness, creativity, and shared experiences. This afternoon is an opportunity to step away from the usual routine, slow down, and spend time in an environment where connection comes naturally. Whether you’re coming with a friend or on your own, you’ll have the chance to meet new people, have genuine conversations, try something creative, and enjoy the moment without feeling the need to be anything other than yourself. Take part in a wellness conversation, flower arrangement workshop, guided meditation, and time to connect with others. Your experience also includes: Come as you are, get creative, meet new people, and leave with new memories, something you created, and hopefully a few new connections. 🌿 Keep up with Sunday Essence on Instagram for upcoming experiences, community moments, and everything we’re creating next. Instagram: @sunday.essence

530 Speers Road · $38.61 – $43.93 CAD