Best shoes

9 best shoes for New York in October

highs of 64°F, lows of 50°F, 9 rainy days — here's what to put on your feet.

Primary: Everyday sneakers · Backup: Walking shoes · Usually skip: Nothing critical — pack what you already walk in

Why these shoes for New York in October

New York in October averages highs around 64°F, lows near 50°F, 9 rainy days.

New York is a pure walking city — subway stairs and long blocks punish weak cushioning. Expect long walking days in New York: flat pavement is kind to most walking shoes.

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 New York in October

ForecastStyle pick Black chunky sneakers

ForecastStyle pick

Black chunky sneakers

$$

Platform lug-sole sneakers in black. Adds height and works with straight-leg jeans, midi skirts, or wide-leg trousers.

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ForecastStyle pick Grey Suede Everyday Court Sneakers

ForecastStyle pick

Grey Suede Everyday Court Sneakers

$$

Soft grey suede court sneakers with a retro-clean shape. Neutral enough for photos and capsule packing without chunky trail styling.

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ForecastStyle pick White tennis court sneakers

ForecastStyle pick

White tennis court sneakers

$$

Low-profile court sneakers in white with a non-marking rubber sole. Works on the tennis or pickleball court and styled with a matching set.

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Best walking shoes for New York in October

ForecastStyle pick Olive Mesh Travel Walking Sneakers

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 The Summit Chunky Trail Sneaker in Gray

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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Sand Sand Beige Lightweight Walking Sneakers

Sand

Sand Beige Lightweight Walking Sneakers

$$

Neutral sand-beige walking sneakers that hide dust on long sightseeing days. Breathable upper and cushioned midsole for mild-to-warm dest…

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Best slip-on shoes for New York in October

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 Navy pointed-toe ballet flats

ForecastStyle pick

Navy pointed-toe ballet flats

$$

Pointed-toe flats in classic navy. A refined alternative to black for work outfits and dressier casual looks.

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ForecastStyle pick Black Chunky Sport Loafer Mules

ForecastStyle pick

Black Chunky Sport Loafer Mules

$$

These chunky-soled mules offer a sporty take on the classic loafer, with an easy slip-on design for all-day wear. The cushioned footbed a…

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Full New York fall style guide — outfits beyond shoes

New York Fall 2026 Packing Guide

Style Guide

New York Fall 2026 Packing Guide

Pack smart for a stylish, weather-proof trip to New York in fall

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Wear them with these outfits

Climate-matched looks for New York in October.

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FAQ

Are waterproof shoes necessary in New York in October?

Probably worth it — about 9 rainy days on average. Water-resistant will do; full waterproof is overkill.

Do I need boots in New York in October?

A light boot is worth it for evenings, when temps drop to about 50°F. A sturdy sneaker also works.

Can I wear sandals in New York in October?

Not really — highs around 64°F are too cool for open shoes on most days.

Can I get by with one pair of shoes in New York in October?

Many travelers do fine with one strong walking pair. Add a second only if you need dress shoes or a wet-weather dedicated option.

What about dressy dinners in New York?

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 New York?

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 New York in OctoberOutfit ideas for New York in OctoberAll months — best shoes for New York