Best shoes
9 best shoes for Pittsburgh in November
highs of 50°F, lows of 34°F, 13 rainy days — here's what to put on your feet.
Why these shoes for Pittsburgh in November
Pittsburgh in November averages highs around 50°F, lows near 34°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 Pittsburgh in November

Matte
Matte Black Waterproof Chelsea Boots
Sleek waterproof Chelsea boots with a pull-on elastic gusset and grippy rubber sole for wet sidewalks and airport security. Low shaft and…
Handles ~13 rainy days
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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 ~13 rainy days
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Taupe
Taupe Waterproof Lug-Sole Ankle Boots
Neutral taupe waterproof ankle boots with a refined lug sole for grip on slick stone without aggressive trail styling. A travel wardrobe …
Handles ~13 rainy days
Shop on Amazon →Best traction sneakers for Pittsburgh in November

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…
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ForecastStyle pick
Black trail running shoes
Technical trail shoes in black with a waterproof upper and aggressive grip. For muddy trails, early morning runs, and light hikes.
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Stone
Stone Urban Traction Low Sneakers
Stone-colored low sneakers with urban traction for wet marble and brick. Clean upper keeps them looking everyday, not outdoor-specialty.
Shop on Amazon →Best packable rain shoes for Pittsburgh in November

ForecastStyle pick
Olive Water-Resistant Packable Trail Sneakers
Olive water-resistant trail-to-city sneakers with a light pack weight. Subtle traction for wet plazas without heavy hiking bulk.
Handles ~13 rainy days
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ForecastStyle pick
Navy Soft-Knit Walking Shoes
Navy knit walking shoes that flex with every step and slip through security without drama. Soft collar and steady sole for museum marathons.
Handles ~13 rainy days
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Stone
Stone Grey All-Day Walking Shoes
Stone grey all-day walking shoes with a smooth sole for museums and malls. Understated enough for work trips, cushioned enough for weeken…
Handles ~13 rainy days
Shop on Amazon →Previous month
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FAQ
Are waterproof shoes necessary in Pittsburgh 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 Pittsburgh in November?
Yes — average lows near 34°F mean insulated boots will keep your feet from freezing on the walk back to the hotel.
Can I wear sandals in Pittsburgh in November?
Not really — highs around 50°F are too cool for open shoes on most days.
Can I get by with one pair of shoes in Pittsburgh 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 Pittsburgh?
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 Pittsburgh?
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.