Best shoes
9 best shoes for Toronto in December
highs of 32°F, lows of 21°F, 14 rainy days — here's what to put on your feet.
Why these shoes for Toronto in December
Toronto in December averages highs around 32°F, lows near 21°F, 14 rainy days.
Waterproofing is the deciding factor — expect wet sidewalks and occasional downpours, so anything porous is going to soak through by lunch.
Plan on two pairs — one built for the weather extremes and a lighter backup for evenings and dry stretches.
Our picks focus on waterproof boots, traction sneakers, packable rain shoes — enough range to cover day-to-day walking without overpacking.
How many pairs?
Pack two pairs
Recommendation: 2 pairs
- Primary: waterproof or water-resistant pair for wet sidewalks.
- Backup: drier/lighter pair for dinners and transit.
Best waterproof boots for Toronto in December
Camel
Camel Waterproof Chelsea Boots
Classic camel waterproof Chelseas that photograph well and survive wet European streets. A slim rubber sole keeps them light enough for a…
Handles ~14 rainy days
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Dark
Dark Brown Weather-Ready Chelsea Boots
Dark brown Chelseas with a treated upper and rubber sole for light drizzle. Clean lines keep them looking city-smart, not trail-ready.
Handles ~14 rainy days
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ForecastStyle pick
Olive waterproof hiking shoes
Low-cut hiking shoes in olive with a waterproof membrane and rugged outsole. Comfortable on day hikes and light outdoor terrain.
Handles ~14 rainy days
Shop on Amazon →Best traction sneakers for Toronto in December
ForecastStyle pick
Olive Mesh Travel Walking Sneakers
Olive mesh walking sneakers that vent heat on warm city days. Cushioned enough for hills without aggressive trail lugs or neon colors.
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ForecastStyle pick
Grey trail running shoes
Waterproof trail runners in grey with a grippy lug sole and reinforced toe. Good for light hiking and off-road runs.
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Stone
Stone Grey Waterproof Hiking-Lite Boots
Low-profile waterproof boots in stone grey with light hiking construction tuned for cities, not summits. Solid grip for hills and wet pla…
Shop on Amazon →Best packable rain shoes for Toronto in December
ForecastStyle pick
Olive Hill-Walking Traction Sneakers
Olive hill-walking sneakers with subtle lateral grip for steep city streets. Muted color works with travel neutrals and denim.
Handles ~14 rainy days
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ForecastStyle pick
Black Foldable Waterproof Travel Rain Sneakers
Black foldable waterproof rain sneakers that tuck into a packing cube. Dedicated wet-weather pair so your primary shoes stay dry for even…
Handles ~14 rainy days
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Charcoal
Charcoal Waterproof Sneaker-Boots
Hybrid sneaker-boots in charcoal with a waterproof membrane and cushioned footbed for all-day city miles. Looks like a fashion sneaker, b…
Handles ~14 rainy days
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FAQ
Are waterproof shoes necessary in Toronto in December?
Yes — with roughly 14 rainy days in the month, waterproof or water-resistant shoes are a strong bet.
Do I need boots in Toronto in December?
Yes — average lows near 21°F mean insulated boots will keep your feet from freezing on the walk back to the hotel.
Can I wear sandals in Toronto in December?
Not really — highs around 32°F are too cool for open shoes on most days.
Can I get by with one pair of shoes in Toronto in December?
Two pairs is safer — wet cold months punish a single pair. Pack a weather-ready primary and a dry backup.
What about dressy dinners in Toronto?
Most cities accept clean sneakers or light boots for smart-casual dinners. If you have a black-tie night, pack one dress shoe and wear your walking pair on the plane.
Any tips for packing shoes for Toronto?
Wear the bulkiest pair on the plane, stuff socks into the packed pair, and use a shoe bag so damp soles do not ruin clothes. Pack a thin spare pair of socks for rainy days.