Oakville, Ontario, is a vibrant town known for its rich cultural heritage and a strong sense of community, making it a hub for festivals and events throughout the year. Nestled between the shores of Lake Ontario and a thriving urban landscape, Oakville offers a unique blend of natural beauty and modern amenities, which serve as the perfect backdrop for its diverse range of community gatherings. From lively music festivals that draw crowds from across the region to family-friendly events that celebrate the town’s history and traditions, Oakville’s calendar is always filled with opportunities for residents and visitors to come together and enjoy the town’s dynamic spirit.
One of the defining features of Oakville’s festival scene is its ability to cater to all ages and interests. Whether you’re a foodie looking to explore local culinary delights, a culture enthusiast eager to experience world-class art, or a family in search of fun-filled activities, Oakville has something for everyone. The town’s commitment to fostering a strong sense of community is evident in the way these events are organized, often bringing together local businesses, artists, and volunteers to create memorable experiences. Oakville’s festivals and community events not only celebrate the town’s unique character but also reinforce the bonds that make it such a special place to live and visit.
The surrounding Halton Region adds to the appeal with events like the Milton Fall Fair, ensuring there’s always something happening just a short drive away. From music and food to art and family fun, Oakville and its neighbouring communities offer a dynamic calendar of events that celebrate the region’s vibrant culture and community spirit. Don’t miss the chance to explore!
The following festivals and events are presented at various locations in Oakville and the surrounding area.
Festivals and Community Events in Oakville, Ontario
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November 2, 9, 16, 23, 30, 2024 | 8:00 a.m. to 1:30 p.m.
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca/farmers-market
What started as a little farmer’s market at Hopedale Mall in 1979, has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market with proceeds used in support of community charities.
November 23, 2025
Visit with Santa
Oakville Museum, 8 Navy St.
www.oakville.ca/parks-recreation-culture/arts-culture/oakville-museum/programs-events
30 minute sessions available between 9 a.m. to 12:30 p.m.
Ages 3 to 10. Children must be accompanied by an adult caregiver.
Don't miss Santa's special visit to the Oakville Museum! Start your adventure at Oakville's First Post Office, where you can write a letter to Santa. Then, take a tour of the Erchless Estate, beautifully decorated for Christmases past. Create magic in the Coach House before meeting Santa in his cozy sitting room. Please note that your 30-minute booking is for a visit with Santa in the Coach House. During this time, you will begin with a craft, and then Santa will welcome you for a short visit.
Caregivers are welcome to take their own photos of children with Santa.
The museum will be open from 9 a.m. to 12:30 p.m., allowing guests to enjoy all of the day's activities.
November 29 - 30, 2024 | 1:30 to 2:30 p.m. and 3 to 4 p.m.
Winter Craft and Tour
Oakville Museum, 8 Navy St.
www.oakville.ca/parks-recreation-culture/arts-culture/oakville-museum/programs-events
Ages 4 to 5
Create a special craft with your child and enjoy a guided tour of the Oakville Museum at Erchless Estate. The program fee applies to participating children only. Children must be accompanied and assisted by an adult.
December 7, 2024 | 1 to 2 p.m. and 3 to 4 p.m.
Museum Christmas Tour and Treat
Oakville Museum, 8 Navy St.
www.oakville.ca/parks-recreation-culture/arts-culture/oakville-museum/programs-events
Ages 18 and older
Step back in time this holiday season and visit the historic Erchless Estate, beautifully decorated for an 1800s Christmas. Enjoy a wide variety of decorations, including fanciful ornaments, adorned trees, vintage fashions, and antique toys. Stroll through the estate grounds to discover Victorian vignettes and a dazzling display of lights. End your tour with a festive treat and a hot beverage.
Please note that dietary restrictions and allergies cannot be accommodated for this program.
December 27, 2024 | 1:30 to 2:30 p.m. and 3 to 4 p.m.
Winter Craft and Tour
Oakville Museum, 8 Navy St.
www.oakville.ca/parks-recreation-culture/arts-culture/oakville-museum/programs-events
Ages 4 to 5
Create a special craft with your child and enjoy a guided tour of the Oakville Museum at Erchless Estate. The program fee applies to participating children only. Children must be accompanied and assisted by an adult.
January 3, 2025 | 1:30 to 2:30 p.m. and 3 to 4 p.m.
Winter Craft and Tour
Oakville Museum, 8 Navy St.
www.oakville.ca/parks-recreation-culture/arts-culture/oakville-museum/programs-events
Ages 4 to 5
Create a special craft with your child and enjoy a guided tour of the Oakville Museum at Erchless Estate. The program fee applies to participating children only. Children must be accompanied and assisted by an adult.
January 2025 | 7:00 PM
Oakville Chinese New Year Gala presented by Oakville Chinese Network
Oakville Centre, AEG Liebherr Auditorium
Join the Oakville Chinese Network as they celebrate with the Chinese New Year Gala! The theme of the show this year is “Our Future as Immigrants”. What is our future here in Canada? What would our future have been if we hadn’t come to Canada? What would we have done in our countries of origin? And what should we do here to prepare ourselves for our new future?
Come to the show and see these questions explored!
February 17 - March 10, 2025
Taste Of Oakville
Oakville, Bronte, Kerr Restaurants
tasteofoakville.ca
Taste of Oakville invites you to explore the best local dining! Enjoy prix-fixe lunch and dinner menus from restaurants in Downtown, Bronte, Kerr, and across Oakville.
TBA
TBA
Saturdays, May 2025 | 8:00 a.m. to 1:30 p.m.
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca/farmers-market
What started as a little farmer’s market at Hopedale Mall in 1979, has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market with proceeds used in support of community charities.
Saturdays, June 2025 | 8:00 a.m. to 1:30 p.m.
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca/farmers-market
What started as a little farmer’s market at Hopedale Mall in 1979, has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market with proceeds used in support of community charities.
June 2025
Teagan's Ride
Chuck's Road House 379 Speers Rd, Oakville
sites.google.com/view/teagansride/home
Teagan's Ride is in memory of Teagan Walsh, who loved animals and wanted to become a veterinarian. Teagan and her family adopted a cat named Otis from the Oakville and Milton Humane Society. This ride honours her memory, all donations will go directly to benefit the Oakville and Milton Humane Society.
June 2025
Oakville Family Ribfest
Sheridan’s Trafalgar Campus, 1430 Trafalgar Rd.
www.oakvillefamilyribfest.com
Held annually in the summer, this festival features ribbers from across North America, live entertainment, a beer garden, and activities for kids. It’s a popular event that attracts both locals and visitors. This year the Rotary Club of Oakville Trafalgar has joined forces with the Oakville Lions Club to host Ribfest at the beautiful Sheridan College campus on Trafalgar Road. This expansive paved site means we have more ribs, more music, more things to see and do, more fun for the kids, more sweet treats, and more enjoyment with friends and family all weekend long.
Saturdays, July 2025 | 8:00 a.m. to 1:30 p.m.
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca/farmers-market
What started as a little farmer’s market at Hopedale Mall in 1979, has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market with proceeds used in support of community charities.
Saturdays, August 2025 | 8:00 a.m. to 1:30 p.m.
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca/farmers-market
What started as a little farmer’s market at Hopedale Mall in 1979, has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market with proceeds used in support of community charities.
September 2025
Oakville Lifestyle Fall Home Show
Glen Abbey Community Centre, 1415 Third Line
www.jenkinsshow.com/spring-home-show-information/oakville
Immerse yourself in a weekend of home improvement inspiration, meeting Oakville's top experts in renovation, decor, and more. Whether you're planning a major makeover, or just sprucing up for the season, this is the perfect event to kickstart your fall projects.
September 2025
Kerrfest & Kerrfest Kids 2025
Westwood Park, 173 Kerr St.
Kick off the fall season with Kerrfest and Kerrfest Kids back for 2024! The 8th Annual Kerrfest will run from September 6-8 in Westwood Park to kick off the Fall season! Enjoy live music, local food vendors and sponsor booths. Plus on Sunday, September 8, enjoy family-friendly activities such as musical characters, and a market
September 2025 | 8:00 a.m. to 1:30 p.m.
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca/farmers-market
What started as a little farmer’s market at Hopedale Mall in 1979, has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market in with proceeds used in support of community charities.
September 2025
Banff Centre Mountain Film Festival World Tour
Oakville Centre for the Performing Arts, AEG Liebherr Auditorium
www.oakvillecentre.ca/whats-on/upcoming-events/banff-centre-mountain-film-festival-world-tour
Banff Centre Mountain Film and Book Festival is one of the largest and most prestigious mountain festivals in the world! Hot on the heels of the Festival that is held every fall in beautiful Banff, Alberta, the Banff Centre Mountain Film Festival World Tour hits the road. With stops planned in over 600 communities and more than 40 countries across the globe, the Banff World Tour celebrates amazing achievements in outdoor storytelling and film-making worldwide.
October 2025 | 8:00 a.m. to 1:30 p.m.
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca/farmers-market
What started as a little farmer’s market at Hopedale Mall in 1979, has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market in with proceeds used in support of community charities.
October 2025 | 1:30 to 2:30 p.m.
Oakville and the Underground Railroad walking tour
Oakville Museum, 8 Navy St.
www.oakville.ca/parks-recreation-culture/arts-culture/oakville-museum/programs-events
Ages 18 and older
Ages 10 to 17. Must be accompanied by an adult.
This unique indoor/outdoor tour offers a fascinating glimpse into the history of the Underground Railroad in Oakville. First, see the exhibit "Freedom, Opportunity, and Family: Oakville's Black History." Then, watch the exciting multimedia presentation "The Underground Railroad: Next Stop Freedom," which tells a true story about escaping from slavery.
The tour ends with an outdoor walk highlighting the local history of Oakville and the Underground Railroad. Please dress appropriately for the outdoor walk.
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