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Winter Outfit Ideas with Petite Leggings

New year, same winter uniform : ) For the week between Christmas and New Year’s I was living in leggings + a cozy relaxed pullover, a combo that I’ll be defaulting to for a while longer! I wanted to share a few easy examples and some comfortable shoe options.

The above pic was snapped on a particularly cold day, so I had on my trusty trifecta of layers: a heattech thermal top, a thicker ribbed sweater, and one of my warmest wool coats. This coat definitely runs big / oversized but has been perfect for fitting comfortably over thicker layers. It’s currently on sale and still left in several colors – just FYI exchanges / store credit only for sale items.

Petite-friendly black leggings

I wanted to round up some of th leggings in my usual rotation, listed in order of thicker to thinner:

If you’re placing an order at Uniqlo, I’d stock up on the some Heattech shirts as well as a few pairs of leggings since you’ll want to wear them all the time! My favorite shirts are the ultra warm ones for wearing alone as a shirt, or these thinner scoop neck tops for layering under sweaters without the neckline showing (xxs in both).

  • Zella 7/8 length. I love mine from years ago, but don’t know if they’ve changed these!
    • Compression: Medium
    • Material: medium weight activewear fabric
    • My size: xxs, sometimes xs
  • Abercrombie SculptLux 7/8 length. I wear these from casual to travel to workouts.
    • Compression: Medium
    • Material: medium weight activewear fabric, slightly lighter than Zella
    • My size: XS Short
  • Aritzia butter in Short. Incredibly soft & comfortable for lounging in.
    • Compression: low
    • Material: lightweight, buttery soft and smooth fabric
    • My size: I sized up to 0 Short since I don’t like my leggings too snug.

And for some footwear ideas to wear with leggings:

With winter boots

petite friendly winter puffer coat bernardo coat blondo bootspetite friendly winter puffer coat bernardo coat blondo boots

These waterproof Blondo boots (on sale!) are reminiscent of an older lace-up pair I had. I sold them a while back and got these instead with a zipper on the side for quick on & off in the mornings! They’ve been comfy right off the bat with no breaking in needed. I took my usual 5.5 which I can wear with thicker socks and still have a little wiggle room.

with chelsea boots

petite friendly winter outfit j. crew coatpetite friendly winter outfit j. crew coat

I can’t believe these waterproof Caslon chelsea boots are still stocked at this price! I got mine years ago and they continue to be a favorite each Fall and winter.

Also wanted to mention these pants again that I like as a leggings alternative. They’re stretchy and slim fit like leggings, but have a little more structure and feel less casual – even office appropriate. They come in 3 inseam options and run a little small for me – I’m in size XS 25″ inseam above and it’s a snug fit.

with ballet flats

Flats not pictured, but en route to ice skating I wore my Sézane suede flats with this outfit (I have low ankles so do need to wear them with heel lifts to eliminate rubbing). Tuckernuck has a beautiful version of the dip front flats that starts in size 6 and up.

petite friendly mom & me winter outfitpetite friendly mom & me winter outfit

with sneakers

aritzia butter leggings short fleece petitearitzia butter leggings short fleece petite

With Uggs

Not pictured unfortunately as I had just kicked off my Ugg slippers, but I was thinking Ugg minis would be perfect with this cozy outfit!

Petite friendly quince quarter zip and cashmere socksPetite friendly quince quarter zip and cashmere socks


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