Best shoes

9 best shoes for Philadelphia in December

highs of 45°F, lows of 29°F, 10 rainy days — here's what to put on your feet.

Primary: Everyday sneakers · Backup: Walking shoes · Usually skip: Open sandals and flip-flops as your only pair

Why these shoes for Philadelphia in December

Philadelphia in December averages highs around 45°F, lows near 29°F, 10 rainy days.

This is a versatile shoe month — one comfortable everyday pair covers most days, with a lighter or heavier option in reserve for the outliers.

Plan on two pairs — one built for the weather extremes and a lighter backup for evenings and dry stretches.

Our picks focus on everyday sneakers, walking shoes, slip-ons — 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 everyday sneakers for Philadelphia in December

ForecastStyle pick Navy Canvas Everyday Sneakers

ForecastStyle pick

Navy Canvas Everyday Sneakers

$$

Navy canvas low-tops with a vulcanized look for casual travel days. Lightweight and packable—ideal when you want a second pair that isn’t…

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ForecastStyle pick Olive green slip-on sneakers

ForecastStyle pick

Olive green slip-on sneakers

$$

Slip-on canvas sneakers in olive green with a vulcanized sole. An easy everyday shoe with a slightly outdoorsy edge.

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ForecastStyle pick Black Minimal Leather Everyday Sneakers

ForecastStyle pick

Black Minimal Leather Everyday Sneakers

$$

Matte black leather everyday sneakers with a slim profile that works for flights and dinners. A quiet sole and soft lining keep them comf…

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Best walking shoes for Philadelphia in December

ForecastStyle pick Gray Multi-Color Trail Sneakers

ForecastStyle pick

Gray Multi-Color Trail Sneakers

$$

These lightweight, durable sneakers provide all-day comfort on the trail or the city sidewalk. The lugged sole offers excellent traction …

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ForecastStyle pick White Salomon Trail Sneakers

ForecastStyle pick

White Salomon Trail Sneakers

$$

These technical sneakers provide excellent grip and support for light hikes or city errands. The streamlined design offers all-day comfor…

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ForecastStyle pick Olive Water-Resistant Packable Trail Sneakers

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.

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Best slip-on shoes for Philadelphia in December

Charcoal Charcoal Ultralight Waterproof Slip-On Sneakers

Charcoal

Charcoal Ultralight Waterproof Slip-On Sneakers

$$

Charcoal ultralight waterproof slip-ons for security lines and sudden storms. Packs nearly flat—ideal as a dedicated rain pair beside dry…

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ForecastStyle pick Black-and-White Waterproof City Trail Sneakers

ForecastStyle pick

Black-and-White Waterproof City Trail Sneakers

$$

Waterproof low sneakers in black and white with city-friendly traction for wet sidewalks and short park trails. Packs flatter than boots …

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ForecastStyle pick Cozy Knit Slip-On Sneakers in Black

ForecastStyle pick

Cozy Knit Slip-On Sneakers in Black

$$

A sock-like knit upper hugs your foot for all-day comfort. The cushioned sole makes them perfect for weekend errands or travel days.

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Wear them with these outfits

Climate-matched looks for Philadelphia in December.

More outfits for Philadelphia in December

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FAQ

Are waterproof shoes necessary in Philadelphia in December?

Yes — with roughly 10 rainy days in the month, waterproof or water-resistant shoes are a strong bet.

Do I need boots in Philadelphia in December?

Yes — average lows near 29°F mean insulated boots will keep your feet from freezing on the walk back to the hotel.

Can I wear sandals in Philadelphia in December?

Not really — highs around 45°F are too cool for open shoes on most days.

Can I get by with one pair of shoes in Philadelphia 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 Philadelphia?

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 Philadelphia?

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.

See the full packing list for Philadelphia in DecemberOutfit ideas for Philadelphia in DecemberAll months — best shoes for Philadelphia