Best shoes
9 best shoes for Toronto in November
highs of 42°F, lows of 32°F, 13 rainy days — here's what to put on your feet.
Why these shoes for Toronto in November
Toronto in November averages highs around 42°F, lows near 32°F, 13 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 November
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 ~13 rainy days
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ForecastStyle pick
Black Lined Waterproof Winter Chelsea Boots
Black waterproof Chelsea boots with thermal lining for wet, freezing cities. Dual protection—sealed upper plus insulation—for rain-to-sno…
Handles ~13 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 ~13 rainy days
Shop on Amazon →Best traction sneakers for Toronto in November
Espresso
Espresso Brown City Grip Sneakers
Espresso brown city grip sneakers that dress up better than black trainers. Subtle traction and a leather-look upper for mixed itineraries.
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ForecastStyle pick
Black lace-up hiking boots
Ankle-height hiking boots in black with a waterproof finish and cushioned insole. Supportive on trails and easy to style with outdoor-adj…
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ForecastStyle pick
The Summit Chunky Trail Sneaker in Gray
A rugged sole provides all-day comfort and traction for city adventures or light trails. The versatile gray color and streamlined silhoue…
Shop on Amazon →Best packable rain shoes for Toronto in November
ForecastStyle pick
Grey Road-Ready Walking Sneakers
Cool grey road-ready walkers with balanced cushion—not chunky trail, not dress flat. Designed for flat pavement, metro stairs, and long a…
Handles ~13 rainy days
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Charcoal
Charcoal Wide-Fit Walking Shoes
Charcoal wide-fit walking shoes for swollen travel feet and full days on hard floors. Stable sole and soft lining for comfort over style …
Handles ~13 rainy days
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ForecastStyle pick
Navy Cobble-Ready Traction Sneakers
Navy cobble-ready sneakers with understated lug depth for European old towns. Stable toe box and flexible midsole for uneven streets.
Handles ~13 rainy days
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FAQ
Are waterproof shoes necessary in Toronto in November?
Yes — with roughly 13 rainy days in the month, waterproof or water-resistant shoes are a strong bet.
Do I need boots in Toronto in November?
Yes — average lows near 32°F mean insulated boots will keep your feet from freezing on the walk back to the hotel.
Can I wear sandals in Toronto in November?
Not really — highs around 42°F are too cool for open shoes on most days.
Can I get by with one pair of shoes in Toronto in November?
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.