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October 15, 2018

Autumn in Portland

in, Fashion Travel
portland in the fall


Dress | Top | Boots | Coat (old/similar)

Are you all ready for a landslide of West Coast content? I hope so! If you don’t already know, Lee and I just got back from a week in Seattle and Portland. It was our first time on the West Coast and in the Pacific Northwest and the entire trip was a magical experience. I’ll be sharing City Guides and some more details of our trip in the next few posts, but today I wanted to share a little bit of Autumnal goodness.

We shot this look on the very last day of our trip. We had seen this line of vibrant yellow trees the day before in a different part of Portland than where we were staying, so the final morning of the trip we got dressed and headed out to wander the city and find fall foliage.

portland in the fall


Shop My Denim Dress Picks 

portland in the fall

It was a chilly but sunny morning so I dressed up a little for walking around the city in my new favorite dress. I’ve been wearing this denim overall-style dress in so many different ways the past few weeks. You may remember I first wore it in this post when it was still VERY summer in South Carolina. Portland was definitely chillier than the South so I paired it with my new favorite top, a staple trench from like 8 years ago, and cozy boots.

portland in the fall

Although I am a big fan of athleisure, I knew this trip was going to require a few more “put together” outfit so I packed and put together outfits that revolved around my shoes. This past February when we were in NYC my all-time favorite boots got ruined on a particularly rainy evening so right before we left on this trip I pulled the trigger and bought a replacement pair.

I used these as my go-to boots for the days in the cities (I literally only packed 3 pairs of shoes) and loved them! I don’t think there is anything worse than finding yourself stranded in a city with blistered feet and full days of walking ahead of you. And this may be TMI, but I get blisters SO easily, like within minutes if my shoes don’t fit quite right.

Shop Top Walking Boot Picks

On our way to find some color in the city, we found ourselves exploring the Pearl District which is a beautifully renovated section of the city. Overall, we loved downtown Portland but every now and again found ourselves in odd parts of the city observing humanity in every form and fashion, so we figured the slightly less tourist-driven Pearl District was a safe bet for everything from shopping to lunch and coffee.

A pop-up shower caused us to put the camera away and start wandering shops that were just starting to open around 10am. A few we loved exploring were the Filson store, an absolutely beautiful paper goods store called Oblation Papers and Press,  a local boutique with a beautifully curated section of home goods called North of West, a Made in Portland store, and classics like Free People and Anthro.

We ended the morning with a shop for lunch at the popular and delicious Little Big Burger just across from Powell’s Bookstore (the largest bookstore in North America!)


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  1. Roseline
    October 15, 2018

    Autumn is stunning in Portland. I love the boots too.

  2. Nicole
    October 15, 2018

    Being a West Coast girl myself (although from a little further north and over a border), I have to say that you pictures pull at my heart. Fall is such a beautiful time. It’s interesting that you only pack three pairs of shoes when you travel – I’d LOVE to know what the other two you took were. I’m always struggling with what shoes to pack.

  3. Jo
    October 15, 2018

    I love your photos. Autumn colors are so vibrant and this one of my favourite seasons of the year.

  4. Melanie
    October 16, 2018

    I love love love this outfit! And the colors of the leaves are so perfectly Fall!

  5. Chrishon
    October 16, 2018

    I love this look and the scenery you found in the city. Great post.

  6. Cassie
    October 16, 2018

    Look at the beautiful fall leaves! Great outfit and awesome choice of booties 🙂

  7. Justyna
    October 16, 2018

    Such a pretty pictures! and outfits as well! Your shoes are great!