What to Wear on a Rainy Day

What to Wear on a Rainy Day and Still Look Cute

How to Dress Cute on a Rainy Day

The rainy season is here. So how do you look cute on a rainy day? I say embrace the rain and wear rainy day outfits! There are actually a lot of fashion options available for when it’s pouring.

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As much as we want to fight it, rainy days do happen. Enjoy the rainy season fashion by adding some of the following pieces to your wardrobe so you can look cute on cold and rainy days.

Make these your go-to pieces for those dreary days. If you have them ready to go, getting dressed will be easy and stress-free.

“When life throws you a rainy day, play in the puddles.” - Winnie the Pooh

Rainy Season Clothes List

Here’s a list of rainy day essentials. These clothes and accessories don’t have to be boring. You can add your own flair and actually look forward to rainy days. After you check out this list, take a look at the cute ways to utilize these pieces in the outfits ideas below.

What to Wear on a Rainy Day


  1. Fjällräven Kånken Water Resistant Backpack

  2. Burberry Trafalgar TB Monogram Umbrella

  3. Garmin Vivomove HR Sport Hybrid Smart Watch

  4. Hunter Original Tall Adjustable Back Waterproof Rain Boot

  5. Jeffrey Campbell Hurricane Waterproof Boot

  6. Something Navy Water Resistant Plaid Glossy Trench Coat

  7. Barbour x ALEXACHUNG Pip Lace-Up Waterproof Hooded Raincoat

  8. Joules Showerproof Hooded Poncho

What to Wear on a Rainy Day: 8 Cute Outfit Ideas

Here are some of my favorite rainy day outfits and ideas. If you want even more outfit ideas, check out my Rainy Day Outfits board on Pinterest.

#1. Pop of Color

Embrace color! Nothing will make you feel more cheerful on a rainy day than adding a pop of color. Start with a bright pink umbrella, a floral yellow dress, and a pair of black Hunter boots.

#2. Add Flowers

Even the dreariest days feel better with flowers. Bright botanicals keep your feet warm and dry with a pair of Floral Wellies.

#3. Cool and Classic

Classic styles can look great in the rain especially a trench coat. Keep your valuables close with an animal print belt bag/fanny pack, and top with a black portable umbrella.

#4. Add Sunshine

Layer a clear white raincoat over a yellow sweater, camo pants, and yellow boots.

#5. Sassy Stripes

A colorful striped umbrella covers a chambray shirt and black waterproof backpack.

#6. Perfect in Plaid

Do you have to go to work in the rain? So does everyone else! A large red plaid umbrella provides shelter over a pair of Blumstone Chelsea Boots

#7. Denim on a Rainy Day

Who says you can’t wear a dress in the rain? This denim dress paired with rain boots is a really cute combination to wear on a rainy day.

#8. Always Wear Red

How can I look cute in the rain? This outfit has you covered.

Wondering what to wear on a date if it’s raining? Try this fun rainy day look. Red boots take center stage on this rainy day outfit. A white shirtdress provides the first layer then add a green hunting vest, rain slicker, and umbrella.

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What are some of your rainy day go-to outfits? Let me know in the comments below.