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Rainy Day(s) Outfits

Rainy Day(s) Outfits

I am originally a summer girl who grew up in sunny Southern California where the weather rarely gets below 60 degrees. My main wardrobe consisted of tropical prints, bright colors, flowy skirts, and a lot of sandals. There is nothing wrong with this when you live in LA, but we’re talking about Portland here. I learned that as the weather changes, so does your wardrobe. It was not an easy transition for your SoCal girl, but we got there. I had to say goodbye to my typical garb and welcome a new way of dressing.  

After living in Portland for almost 7 years, I learned how to dress appropriately, especially for the rain. I learned how to keep it stylish, keep it fun, and still find creative ways to let my summer side out even when it’s dripping wet outside.  

To assure that no one else has to struggle as much as I did, I am going to share my fail-proof rainy day(s) outfits to keep you warm, fresh to death, and ready for any occasion. 



This might sound like a big duh! for those Portland veterans, but for those of us who come from warmer parts, this is not a well-known trick. 

Layering is key and especially in Portland where the weather changes throughout the day. 

It’s a good idea to stock up on some basic staples that are easy to mix and match.

 cloth & stone, denim top, portland fashion, portland blog

available here

eileen fisher portland, eileen fisher resale, portland blog

available here

scotch & soda, denim fits, portland denim, portland blog  

available here 

Waterproof Shoes

I swear, if your feet are warm, the rest of you is, too. Find yourself a nice pair of water resistant boots that can be dressed up or down because you will be wearing them a lot. 

capelli rainboots, portland blog

available here

dolce vita ankle boots, dolce vita boots, portland blog

available here

dr.martens, portland blog, portland fashion

available here 

Cropped Lengths

This tip is important because you want to avoid getting the bottom of your pants wet. Jeans take a long time to dry…speaking from experience here. 

Wanna wear a dress or skirt? Try a midi length. Plus, at this length you get to show off your shoes.  

rebecca minkoff, rebecca minkoff pants, portland blog

available here

bryn walker houndstooth pants, bryn walker resale, portland blog

available here

bryn walker pants, bryn walker resale, portland blog

available here   



When the weather is dreary, you want to make sure you are comfy. 

Sweatpants might be great to throw on in the house, but step it up with some cute athleisure wear when running errands.  

adidas, adidas lilac sweater, adidas resale, portland blog

available here

nike, nike neon green sweatshirt, portland blog

available here

zella, zella sweatshirt, zella tiedye, portland blog

available here

A Proper Raincoat 

I quickly learned that people in Portland don’t use umbrellas, it’s all about the hood. It’s easier and hands-free!  

nike coat, nike jacket, portland blog

available here

marmot raincoat, rain jackets portland, portland blog

available here

columbia raincoat, columbia rain jacket, colorful rain jacket, portland blog

available here


Till next time, 


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