Is Cindy Crawford trolling Canadians from her Muskoka cottage?
Ontario cottage country: home to supermodels and the star-spangled banner
While many Torontonians view Labour Day as the official end of summer, others observe the annual departure of Cindy Crawford from her Muskoka retreat as the grand finale. “That’s a wrap on Summer ’25,” the supermodel captioned her final Canadian photo dump on Friday, a carousel that included a classic cottage-country sunset, an inukshuk and—wait, that can’t possibly be…
Yup, it’s the same USA mug that landed Crawford in trouble with many of her northern followers a few months back. The way she’s holding it, you can see only the stripes (not the stars), but it is, without question, the same mug. And it was, without question, not a mistake. That’s right, proud Ontarians of Instagram: we are being trolled by an American supermodel.
Related: How short-term renters took over cottage country
At this point, it’s hard not to see a pattern (beyond the aforementioned stars and stripes). First, Crawford posts a photo play-fighting dockside with Logan Paul, an American YouTuber and MAGA bro whose many boneheaded and offensive acts have been catalogued by Rolling Stone. The caption read, “What happens at the lake stays at the lake,” leading many of Crawford’s followers away from the lake to express disappointment.
On August 4, Crawford’s photo dump included the now infamous American-flag mug. And yes, it’s just a mug, but can any overt display of Americana be benign just three days after the August 1 trade war deadline? “Read the room,” wrote one commenter.
Instead, Crawford doubled down, posting a sauna selfie in which she sports the star-spangled banner on her bucket hat.
Look, it’s a free country—for now. But coming here as a guest while waving the flag of the nation that has recently threatened to annex Canada just feels like bad manners. You wouldn’t wear Armani to a Versace show. (And last time we checked, Giorgio wasn’t hitting Donatella with 25 per cent tariffs.)
Courtney Shea is a freelance journalist in Toronto. She started her career as an intern at Toronto Life and continues to contribute frequently to the publication, including her 2022 National Magazine Award–winning feature, “The Death Cheaters,” her regular Q&As and her recent investigation into whether Taylor Swift hung out at a Toronto dive bar (she did not). Courtney was a producer and writer on the 2022 documentary The Talented Mr. Rosenberg, based on her 2014 Toronto Life magazine feature “The Yorkville Swindler.”
