One of my most worn shoes in the fall are my short rain boots. Here are four cute short rain boot outfits if you’re trying to figure out how to wear yours!

Why short rain boot outfits are easier than tall rain boot outfits

One of my most requested 4 Ways to Wear It posts is short rain boot outfits. My husband bought me these short rain boots for Christmas a few years ago, and I’ve gotten so much use out of them since then.

I owned two pairs of tall Hunter rain boots over the last 10-ish years, and although I love the look of them, they’re heavy and bulky and much less versatile.

Short rain boots are easy to wear with jeans, jumpsuits, skirts, dresses…so many more outfit options, and much easier to wear. They feel much more like a pair of ankle boots, rather than a boot that’s truly made for the rain.

My short rain boots, and links for a few others

My short rain boots are from J.Crew, but I rounded up a few other pairs that are cute and affordable.

Check out these four cute outfits with short rain boots

We all know how to put on a pair of pants and a raincoat with your rain boots, but here are four other ideas that are a little more out of the box!

#1. Try your short rain boots with leggings and a pullover

On a cold fall day, leggings and socks are one of my favorite cozy combinations. Toss a fuzzy pullover on top and you’ve got a comfy, cute outfit with your short rain boots, whether it’s raining or not!

BUFFALO PLAID PULLOVER SHERPA | BLACK LEGGINGS | SOCKS | SHORT RAIN BOOTS

#2. Dress up your rain boots with tights and a dress

You can absolutely wear a pair of short rain boots with a dress, because the boots read very similar to pair of ankle boots.

Try them with tights and a dress, and a dressy coat!

SIMILAR DRESS (sewing tutorial here) | BLACK TIGHTS | SIMILAR COAT | SHORT RAIN BOOTS

#3. Wear your short rain boots with a puffer vest and baseball cap

If you’re wearing your rain boots with jeans (whether black or blue), try cozy, casual layers on top. A puffer vest and a fitted, long sleeve tee are a great choice, and then you can finish off the outfit with a baseball cap for a casual accessory.

BLACK JEANS | HENLEY TOP | PUFFER VEST | SHORT RAIN BOOTS | BASEBALL CAP

#4. Try your short rain boots with skinny jeans and an oversized sweater

Again, try your rain boots just like ankle boots! Pair them with skinny jeans and an oversized sweater.

I layered my oversized sweater with an oversized button down just for a little more interest, but you can skip that layer if you’d like!

ORANGE SWEATER | SIMILAR SHIRT | SKINNY JEANS | SHORT RAIN BOOTS

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