Toronto 
Events Description
Ride Into the Magic of Port Perry This Holiday Season!
The most magical ride of the season is back — and it’s bringing holiday cheer all through downtown Port Perry!
The Holly Trolley will once again roll through town, offering free rides every Saturday and Sunday from 12 PM to 4 PM until December 7th. Hop on, hop off, and experience the twinkling charm of Port Perry’s shops, restaurants, and festive streets — all dressed up for the holidays.
This year, Santa himself will be hopping aboard! Join him for a special Ride the Trolley with Santa day on Sunday, November 30th from 12 PM to 4 PM. It’s the perfect opportunity for kids (and grown-ups!) to share their Christmas wishes and snap a photo with the big guy in red.
And the magic doesn’t stop there — beginning December 4th, you can visit Santa at his hut (located at the old post office) Thursdays through Sundays! Check the schedule for hours and bring the family for an unforgettable holiday moment.
WHEN & WHERE
Date & Time:
November 22 to December 7, 2025
Saturdays & Sundays | 12:00 PM – 4:00 PM
Venue:
Various Locations, Port Perry
Trolley Stops:
You can catch the Holly Trolley at:
📍 The War Memorial
📍 Scugog Library
📍 TD Bank
📍 Titlers Law
📍 Old Flame Brewing Co.
More to Do:
Christmas and Holiday Events in Durham Region
Things to Do This Weekend in Toronto
Day Trips & Travel Ideas Toronto
