This post is a collection of my October daily sketches, but we’re jumping straight to winter. Because why follow a calendar like normal people?

Toronto’s winter is basically nature’s way of saying “time to stay indoors and contemplate your life choices.” Think snow, think wind, think your home suddenly becomes a cozy fortress where you can enjoy the view from your window while secretly judging people who actually venture outside. There’s ice skating (bring your bruises), and a festive Christmas-New Years atmosphere that makes you forget your heating bill exists.

Fair warning: All paintings in this post are refugees from previous seasons. Consider them time travelers.

Ontario Place in winter, immortalized in oil. Pro tip: If you squint really hard at this painting, you can spot the CN Tower looming in the distance—you know, that charming 0.5 km tall landmark that Toronto residents can see from literally everywhere, even from their nightmares.

Winter at Toronto Music Garden downtown? Chef’s kiss. Fancy lights everywhere, a stunning CN Tower backdrop, and—here’s the plot twist—a couple of bright yellow summer beach chairs just casually hanging out on the frozen Ontario lake, apparently on strike from summer and refusing to acknowledge they’re in the wrong season.

Queens Quay West and Spadina: The year is ending, and Toronto’s streetcar is basically in a mad dash to the finish line! This imaginary masterpiece features a Toronto tram hurtling toward the New Year like it’s late for a very important date, complete with Christmas sled deer (yes, deer—stay with me), flying gifts, and a suspiciously placed bucket of champagne just waiting to get obliterated by a speeding tram. What could go wrong? Happy Holidays will be welcoming… especially this year :)

Yet another Toronto Music Garden watercolor! Featuring: one lonesome snowman, striking a philosophical pose with the CN Tower as his existential backdrop, and a shimmering silver Christmas ball judging his life choices. This was painted during a winter when Toronto actually got snow—yes, that rare, mythical phenomenon. Spoiler: snow doesn’t usually crash this far south near Ontario lake. When it does, locals act like they’ve discovered a new planet.

Or maybe it was a family having the time of their lives, engaged in the ancient tradition of hurling snowballs at each other and collaborating on a frosty monument to their own architectural ambitions.

Behold: A breathtakingly frosty twilight of downtown Toronto—complete with the Financial district’s fortress of high-risers, a cameo by the CN Tower, and Thompson Hall photobombing the party. I even threw in some gold powder because subtlety is overrated.

Gold fantasy extravaganza featuring the CN Tower, Thompson Hall, and Christmas balls so large they probably require their own zip codes.

The romantic holiday painting with the beautiful night view of Toronto, featuring cheerful downtown during the holiday season. Clock counts down minutes to the New Year, Champagne is ready.

…and winter sunset skyline of Toronto downtown with CN Tower and Rogers centre. My dream shows lots of Christmas balls up in the air with my favorite places in Toronto – CN Tower, Rogers centre, Zoo, ROM Museum, Thompson Hall, Union station, AGO Museum, Pearson airport balls. Everybody can find their interesting places and buildings in the city. Watercolour painting with the landmarks and museums  of the City on the Christmas balls, impressionism

The Toronto Music Garden at night, now in moody blue. Very brooding. Very mysterious. Very “I’m contemplating why I’m standing outside in the snow.”

Fingers crossed that my Toronto posts successfully convince you that this city is beautiful and welcoming! (The winter part is negotiable.)

Bon voyage! Until the next adventure :) Stay healthy, stay warm, stay away from icy patches.

All paintings belong to the author. No image is to be copied without permission. (Yes, I’m watching.)

Tools used for my painting: Watercolour by Charvin and Van Gogh brands (yes, THE Van Gogh—no big deal), Derwent watercolour pencils that cost more than my rent, and Faber Castell artist pens for the details. Paper by Strathmore Watercolour and Mixed Media albums, 15×20 cm (6×8 in.) – perfect for when you want your masterpieces portable-sized.