Transitioning from Summer to Fall

How in the world is it already September!?  This whole year seems as if it has flown by.  One of the things I miss the most about Oklahoma is a longer fall season.  We don’t really see much fall weather in Houston until late October, early November.  It’s always difficult to dress for that somewhere in the middle kind of day, and in Houston the forecast is rarely spot on because it is such a big city.  Layering is the only solution to such unpredictable weather.

Transitioning from Summer to Fall

Transitioning from Summer to Fall

Transitioning from Summer to Fall

Transitioning from Summer to Fall

Transitioning from Summer to Fall

Transitioning from Summer to Fall

Transitioning from Summer to Fall

Having a good set of basics in your wardrobe is essential to mastering the art of layering.  I’m never really done hunting for those fundamental pieces that can carry me from one season to the next, and there are so many that I love right now.  My two fall must-haves are leather jackets and quality denim.  I have a couple upcoming posts dedicated to these staples, so be on the lookout for those.  Until then, shop all the pieces I’m eyeing to help me shift from summer to fall (many of which I’ve already caved on).  Sole Society is having a major Labor Day sale right now, and the shoe lover in me is doing my best to resist adding 100 new pairs to my collection.  Don’t miss out!





Do you have any special plans for your long Labor Day weekend?  We have a close friend’s wedding reception in Louisiana, but then I’m looking forward to a little R&R at home.

  • Love this! I am digging the chunky heel this Fall and give me ALL the plaid!

  • Dia

    Haha I’m in Texas as well so I know it’s about 7 months of summer 2 fall 1 winter and 2 of spring. I am dress girl so I often so for me transitioning is normally adding a cardigan, leggings and boots lol

  • I love this transition the most when it comes to fashion. Love the booties!

  • Ruthie Ridley

    The perfect transitional look!! Love those booties!! xo

  • Amanda K

    Love this outfit! Those booties are super cute!

    Amanda ||

  • Rebecca Wilson

    I am so ready for fall weather. It is seriously my favorite season. No allergies and the weather most of the time is perfect for a hoodie in the mornings and evenings and a short sleeved top during the day.

    • Fall is my favorite too. I love layering up. We have a couple more months before it’s truly fall here in Houston, but I can’t wait.

  • Bree Hogan

    Absolutely must have layers. They carry us through the transitional seasons.

  • Casual and comfortable – love it! Fall is my favorite season. I love to wear warmer clothes and dress in layers.

  • You look adorable!!! I LOVE layers

  • Yes! Love this look. You nailed how to transition between seasons. Gorgeous.

  • Love the shorts and bootie combo! Perfect for summer to fall transitioning! Layering for fall is my favorite! xo Loren ||

  • Liz

    Loving those shoes!! I hate hate hate transitioning to fall! I just want sweaters!

    • Sweaters are so cozzzy. I miss getting to wear them much more often when I was living in Oklahoma. Not so cold here in Texas. 🙂

      • Liz

        Ugh I hear you! I used to live in boston! Sweaters alllllll the time!

      • Liz

        I’m right there with ya! I came from michigan to Texas so I feel ya

  • Those booties are STUNNING. Seriously, need!!

  • That is a great transition outfit! The weather is always so bipolar here, so dressing in layers is key!

    • So true, haha. In fact, a little secret for you, it was totally raining both before and after this shoot. We jumped out as the sun popped out to quickly snap a few photos. 🙂

  • Had to click on this because I have that same plaid shirt and love it! Love the casual styling and those base layers you linked to, as well. 🙂
    xoxo, erin |

  • Love these photos! And those shoes are PERFECT

  • Adorable. The whole thing just goes so well together. You have inspired me to check my own closet.

  • Emily |

    Love your shoes and that white plaid top! This whole year is going by super fast–totally agree!

    Xx, Emily

    • Thank you, Em! And I know.. it’s crazy. There’s so many things on my to-do list that I need to get on top of before the year runs out on us! xx

  • Everything on point! This look is so effortlessly chic but casual at the same time. Obsessed with those booties, as well!

    • I’m such a minimalist when it comes to my wardrobe. I try to invest in some more exciting pieces, but I’m so drawn to the neutrals and the effortless looks. Have a lovely weekend, Chelsea!

  • I love the white plaid and those booties are too stinking’ cute! I’m a sucker for booties!

  • These pictures are so lovely! I adore your style. 🙂

  • Really loving block heels this year! those look good

  • Sami Mast

    This is such a cute look! I love the cutoffs!


    • I’ll be sad when it cools off in Houston and I can’t wear my cutoffs for awhile! They are so comfy. But then again, I’m ready for it to cool down a litttttle. 🙂

  • Angelle Marix

    Girl, you look amazing!! This outfit is perfect. Love those denim shorts and booties.