Downtown Oakville is bringing all the festive feels this season with Hometown Holiday Celebrations, happening every Saturday from November 29 to December 20.

This festive late-night shopping event features 20+ local retailers offering specialty sips, exclusive holiday promos, and in-store surprises.

From November 14, 2025 to January 1, 2026, the Winter Wonderland of Lights transforms Downtown Oakville into a festive dreamscape.

The holidays feel extra magical when history comes to life — and Victorian Christmas at Dundurn Castle is a perfect way to experience the season through a timeless lens.

You can experience it up close at Chisel & Chill on Saturday, December 7, from 3:00 to 6:00 PM at the Burlington Lions Club Hall.

On Friday, December 5, from 9:30 AM to 7:00 PM, families are invited to experience a truly magical day with Santa, Mrs. Claus, and a festive forest full of wonder.

On Thursday, December 4, from 4:30 to 8:00 PM, the beloved Downtown St. Catharines Holiday Trail returns for a festive evening of shopping, treats, and community cheer.

The Burlington Festival of Lights returns on November 28, 2025, kicking off its 30th anniversary with an unforgettable winter celebration.

Backyard Music Co. has officially selected Burlington as one of just 13 Canadian cities to host its Nashville Takeover, happening June 12–14, 2026.

Celebrate 76 years of holiday magic at the Oakville Santa Claus Parade on Nov 15, 2025! Join the fun with this year’s theme, “Snow Much Fun!”