Fun Family-Friendly Christmas Events in Oakville 2024
You know those chilly nights when everyone’s bundled up and the kids are excited for the next holiday stop? Or you’re balancing a cup of hot chocolate in one hand (trying not to spill)? That’s what the holidays in Oakville are about. So, throw on your coziest layers, grab a travel mug of cocoa, and join these family-friendly Christmas events in Oakville. It’s your chance to see the Christmas lights with the kids or wander through festive markets with the grandparents.
Best Family-Friendly Christmas Events in Oakville This Season
1. 2024 Oakville Santa Claus Parade (November 16)
It’s that time again—Oakville’s Santa Claus Parade is rolling into town. For over 75 years, families have been lining up along the streets, and kids bouncing with excitement. And, of course, catch a glimpse of the big guy in red.
- Date & Time: November 16, starts at 9:00 AM
- Location: Downtown Oakville. Click here for parade route.
- Admission: Free
- Website: www.oakville.ca
2. Visit with Santa at Duran Place for Kids (November 22 – December 23)
Here’s your chance to meet Santa in a way that feels personal. At Duran Place, you get a full 15 minutes with him. And there’s no rush; it’s just you, Santa, and a camera ready to capture every sweet moment. Even your pets can join.
- Date: November 22 – December 23
- Location: Sovereign House, 7 West River Street, Oakville
- Admission: $40 + HST per family (prepayment required)
- Website: www.duranplaceforkids.com
3. At Home in Bronte for the Holidays (November 23)
Nothing says “holiday cheer” like Bronte’s tree lighting. This Christmas event has all the right vibes—yummy holiday treats, photos with Santa and Mrs. Claus, and a warm neighbourhood feel. So, bring the whole crew and enjoy the festive spirit with everyone.
- Date & Time: November 23, 3:00 PM – 7:00 PM
- Location: Bronte Market Square (2445 Lakeshore Road W, Oakville)
- Admission: Free
- Website: www.bronte-village.ca
4. The Nutcracker 2024 (November 29 – December 1)
Want to get lost in a holiday classic? The Nutcracker is back, and the Oakville School of Classical Ballet pulls out all the stops. You’ll join Clara as she adventures through magical lands alongside the iconic Tchaikovsky score and beautiful costumes.
- Date: November 29 – December 1
- Location: The Oakville Centre for the Performing Arts (130 Navy St, Oakville)
- Admission: Get your tickets here.
- Website: www.oakvillecentre.ca
5. Holiday Music – The Candy Cane Carolers (November 30, December 7 & 14)
Downtown Oakville gets a holiday soundtrack thanks to the Candy Cane Carolers. These talented singers fill the air with holiday tunes that’ll have you humming along. It’s the perfect soundtrack for a festive stroll or a cosy evening out with the fam.
- Date & Time: November 30 (3:00 PM – 5:00 PM), December 7 and 14 (2:00 PM – 5:00 PM)
- Location: Town Square, Oakville
- Website: www.oakvilledowntown.com
6. Visit with Santa in His Cozy Cottage (December 7, 8, 14, 15, 21, 22)
Catch Santa strolling through Downtown Oakville or swing by his cozy little cottage in Centennial Square. Santa’s here for just a few weekends, and proceeds support the United Way. Yep, it’s the season of giving back, too.
- Date & Time: December 7, 8, 14, 15, 21, 22, 2:00 PM – 6:00 PM
- Location: Centennial Square (120 Navy St, Oakville)
- Admission: A donation of $10 or more to the United Way
- Website: www.oakvilledowntown.com
7. St. Joseph’s Holiday Marketplace (December 7)
Haven’t you found unique holiday gifts yet? St. Joseph’s Holiday Marketplace features local vendors, homemade treats, and even delicious Ukrainian dishes. It’s a fun spot to browse, snack, and maybe complete your holiday shopping list.
- Date & Time: December 7, 10:00 AM – 3:00 PM
- Location: 300 River Oaks Blvd E, Oakville
- Website: www.facebook.com
8. Oakville Christmas Market (December 8)
Oakville’s Christmas Market is where you’ll find the cutest handmade gifts, holiday décor, and yummy seasonal treats. Come with family, grab a warm drink, and leave with a few new finds that’ll make perfect presents.
- Date & Time: December 8, 10:00 AM – 3:00 PM
- Location: 79 Jones St, Oakvill
- Admission: Get your free tickets here.
9. Family Holiday Concert – Oakville Symphony (December 15)
The Oakville Symphony’s Family Holiday Concert returns, and it’s the best way to celebrate with classic tunes that feel like Christmas. It’s a lovely tradition to start or continue for a relaxing day out.
- Date & Time: December 15, 1:30 PM and 4:30 PM
- Location: The Oakville Centre for the Performing Arts (130 Navy St, Oakville)
- Admission: Get your tickets here.
- Website: www.oakvillecentre.ca
10. Freezing: A Holiday Pantomime (December 20, 21, 22, 27, 28)
This holiday panto is packed with laughs, music, and a good dose of silliness. “Freezing” is the kind of show where everyone can join the fun—kids, grown-ups, grandparents, you name it.
- Date & Time: December 20 (7:00 PM), December 21 (1:00 PM & 7:00 PM), December 22 (7:00 PM), December 27 (1:00 PM & 7:00 PM), December 28 (1:00 PM)
- Location: The Oakville Centre for the Performing Arts (130 Navy St, Oakville)
- Admission: Get your tickets here.
- Website: www.oakvillecentre.ca
11. Oakville Museum – Winter Craft and Tour (December 27)
After the big holiday rush, spend a day at the Oakville Museum crafting with the kids and exploring the beautiful Erchless Estate. It’s a relaxed way to enjoy family time, get crafty, and learn some Oakville history.
- Date & Time: December 27, 1:30 PM – 2:30 PM and 3:00 PM to 4:00 PM
- Other Available Dates: November 29 – 30, 2024, January 3, 2025
- Location: Oakville Museum ( 8 Navy Street, Oakville)
- Admission: The fee only applies to children who are participating. Ages 4 to 5
- Website: www.oakville.ca
12. GERDAN Christmas (December 29)
End your year with a night of powerful music. GERDAN, a 16-member folk group from Ukraine, will perform traditional songs that connect you to a world of culture and history. Their performance will not only be a beautiful experience but also support families affected by the war in Ukraine.
- Date & Time: December 29, 7:00 PM – 9:00 PM
- Location: St. Volodymyr Cultural Centre (1280 Dundas Street West, Oakville)
- Admission: Get your tickets here. FREE kids under 12.
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