Visit the Distillery Winter Village: A historical pedestrian only village known for its cobblestone streets and charming 19th century buildings. Wander through the area, featuring endless seasonal vendors, carollers, food, treats, and an iconic illuminated holiday tree. (Admissions tickets required for busy days and times, otherwise free; November 13–January 4; 55 Mill Street, Toronto, from 10 am to 10 pm)

See the Cavalcade of Lights at Nathan Philips Square: Located in the heart of toronto, it is a classic toronto winter must-see with breathtaking light, creating a festive and unforgettable atmosphere (100 Queen Street West, Toronto: until January 7th, free admission)

Watch free skating performances at The Well: Enjoy live figure skating shows every weekend at the Volvo Wintersafe Ice rink, choreographed to festive holiday music. (Every weekend from December 7th to January 25th; 1-2pm and 3-4pm)

Take a peek into Allan Gardens Conservatory: Composed of a 1500 square meter conservatory and six greenhouses, escape the fierce cold by wandering through a lush, warm greenhouse filled with tropical plants. (Free entry; 10am-5pm every day; 160 Gerrard Street East, Toronto)

Immerse yourself into the Christmas At The Castle and Holiday Lights at Casa Loma: Step into a magical winter wonderland with a wide range of activities and thrilling performances including some from Canada’s Got Talent 2025 semi-finalists, featuring a 40-foot-tall tree along with eight others. You can also wander outside through a dazzling light display in the gardens and inside the underground tunnels. (Tickets needed; December 6th - January 3rd, 9:30 am to 5pm; 1 Austin Terrace, Toronto)

Go tobogganing at Riverdale Park: Race down one of Toronto’s best hills before its too late, and create unforgettable memories. (425 Carlton Street, Toronto) Skate at Evergreen Brick Works: Skate under twinkling lights and through a partially exposed old brick factory surrounded by trees. (Free entry; 550 bayview avenue, Toronto)

Celebrate Lunar New Year in Chinatown: Welcome the Year of the Horse with a vibrant and spectacular Lion Dance parade, and feast on East and Southeast Asian cuisine. (February 21-22; Chinatown, Toronto)

Explore Canada’s Wonderland WinterFest: Explore Canada’s favourite theme park transformed into a festive and immersive winter wonderland experience with live shows, ice-skating, magical light displays, and towering Christmas trees. (Select dates from November 15th to January 3rd; 1 Canada’s Wonderland Drive, Vaughan)