I've known Yorkville since the coffee house days of the 60's. I've seen it grow into an area of posh shops, restaurants, quaint alleyways, & more coffee 'houses' or cafes, as we now call them.
If you don't have the "big bucks" you can still enjoy a few hours browsing the shops & then rest your feet at the terrific city garden with a hotdog from a street vendor or at a coffee & treat at a sidewalk cafe. I worked just a few blocks away for 17 years. I'd love spending my lunch hour there.....people watching.......rarley a "star"; but pedestrians are a parade of world travellers.
Like my mother before me, I love to go to the high-end shops & see what's current in fashion.......then I'll buy the "au courrant" at the discount shops. If you have a need for a little touch of Europe, there is nothing like eating on a patio. A few of the restaurants (& there is every kind imaginable in the area) have patios with heaters so you can enjoy the patio even in the cooler months.
If your feet need a long rest, there is a small movie theatre (almost adjacent to the Four Seasons Hotel) where you can hide away with an interesting, edgey movie.
I don't have a favorite place any more; as another reviewer said, it's pricey. But it's not the shopping or the food, it's the ambiance that brings me back time after time. I live in the suburbs; but I'm a downtown girl. If I could chose any place in the city to live, it would be the Bloor/Yorkville area.......everything is within walking distance, including the subway.
BTW If I wre a viisitor, I would get a hotel in the area....The Intercontinental, The Four Seasons, The Park Hyatt & down by Yonge St, the name slips my mind, but it's part of The Bay shopping complex.
Yorkville has something to offer the four-season traveller: a summer stroll with an ice cream cone; a sunny autumn day at a siewalk cafe; a nightime winter stoll to window shop among the twinkling street lights; and in the spring, anything is possible. It's a great place to dream.
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