5 Rainy-Day Outfits That Work Every Time

Rain, rain, go away. Come back when we have something better to wear. Wondering how to look put together when it’s wet, icy and just plain nasty out? Here, our five best tips for dressing for a rainy day in comfort and style.

15 Cute Pairs of Short Rain Boots (Starting at Only $27)

rainy day outfits minidress and boots
Kristin Sinclair/Getty Images

1. Minidress + Black Boots

It doesn’t matter if you go for tall boots or short ones, just make sure they’re black or tan so you don’t look like you’re posing as the Morton Salt Girl. (And maybe avoid wearing an all-yellow dress while you’re at it.) Top the whole thing off with a raincoat and you’re good to go.

Get the look: Little Moon dress ($120); Coach boots ($93)

rainy day outfits leopard trench coat
Edward Berthelot/Getty Images

2. Printed Trench + Anything But Jeans

This slicker looks fierce. You know what’s not so fierce? Soaking jeans from the knees down. When you’ve got a three-quarter (or shorter) raincoat, choose pants made from a breathable, quick-drying fabric, like merino wool, nylon and polyester. On the other hand, stay away from cotton, denim, silk or linen, which tend to absorb moisture.

Get the look: Levi’s rain jacket ($74); Tommy Hilfiger fanny pack ($100); J.Crew turtleneck ($37); Liverpool pants ($89); Halogen boots ($70)

rainy day outfits rain hat
Edward Berthelot/Getty Images

3. Rain Hat + Trench Coat

Cute waterproof hats do exist! Opt for a trendy bucket style in black or dark brown (and with a patent finish) to keep things sophisticated and understated.

Get the look: Nine West hat ($19); Song of Style trench coat ($268); Inhabit sweater ($238); M.M. LaFleur pants ($195); KOIO sneakers ($248)

rainy day outfits blue maxi jacket
Matthew Sperzel/Getty Images

4. Maxi Jacket + Sporty Sneakers

Not a fan of rain boots and seem to have misplaced every umbrella you’ve ever owned? Opt for a rain jacket that goes all the way down to your ankles and a pair of kicks with some serious tread. As for what’s underneath your coat? Keep things casual with joggers or raw-hem jeans and an easy tee.

Get the look: Sonia Rykiel rain jacket ($417); Everlane turtleneck ($28); Herschel Supply Co. fanny pack ($25); Halogen x Atlantic-Pacific pants ($99); LAST sneakers ($249)

rainy day outfits colorful anorak and boots
Vanni Bassetti/Getty Images

5. Colorful Anorak + Patterned Dress

Gray skies got you down? Try a red rain jacket in place of your usual black one and pair it with a dress in complementary hues. We’re feeling happier already.

Get the look: Calvin Klein rain jacket ($100); Boden dress ($130); Kamik boots ($45)

Abby Hepworth


Abby Hepworth is an RRCA-certified running coach who has worked in fashion for over 10 years. Want to know what shoes are in this season? She's got you. Need recommendations on...
read full bio