{Fashion Friday} How to Transition to Fall

We had a little taste of Fall weather last weekend, and I did what I do every time the season changes….stood in my closet dumbfounded about what to wear! It’s like I have a senior moment, and literally forget how to dress for the new season. Before I had a total closet meltdown (you know those…when you’re running late and have NO idea what to wear, and you start to panic a little #firstworldproblems), I took a deep breath and remembered my three Fall basics…jacket, scarf, boots.

Yep, it’s that simple. By adding any combination of those three items, you can transition almost any outfit from Summer to Fall. I’ll give you some examples.

Add a military or denim vest to your white jeans, and swap wedges for boots….BAM, pumpkin spice latte time! I ordered both this vest and this one because I couldn’t decide which I liked better. Thank you, Nordstrom, for free shipping and returns! I’ll let you know which vest I settle on when both arrive.

Military chic
Fall chic
Same goes for dresses…add a light jacket and feminine booties, and you’re ready to frolic in the leaves. Once Winter hits, you’ll need to be more concerned about the fabric of the dress, but for now, most everything works.

Fall Chic

Here we let the cozy scarf and knee-high wedge boots (both are so crazy comfortable!) work their pinecone magic.

boots and checks

I love jeans and a white tee year-round…but with a flannel plaid scarf, booties, and a cognac bag…I’m ready to pick apples! Can you even stand how perfectly-Fall this plaid scarf is?! And only $20! #didsomeonesayChristmasgift

scarf and tee

Now that I know what to wear again, I’m ready to welcome cooler temperatures. How do you transition your wardrobe for Fall? What’s your favorite Fall outfit? Happy weekend, lovebugs!

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*This post is written in collaboration with Nordstrom, but as always, all styles and opinions are my own. Thank you for supporting Hi Sugarplum sponsors!

Leave a Comment


  1. Love all of this! Thanks for sharing the plaid Infiniti scarf I've been searching for one!

    Posted 9.19.14 Reply
  2. I am with Krystine I want that plaid scarf. You have the cutest style!!

    Posted 9.19.14 Reply
    • Girls — mine JUST arrived and it's perfection!!

      Posted 9.19.14 Reply
  3. Jillian wrote:

    loveee that scarf! xo jillian – cornflake dreams

    Posted 9.19.14 Reply
  4. This is so helpful! I've been staring dumbfounded into my wardrobe as of late, too, and now you've given me some great ideas. Have a wonderful weekend!

    Posted 9.19.14 Reply
    • Yay, I'm so glad! Not about the staring dumbfounded part…but about the new ideas part! 😉

      Posted 9.19.14 Reply
  5. Aimee wrote:

    I LOVE everything you have highlighted today! Perfect transition outfits. I am so ready to break out my new booties.

    Posted 9.19.14 Reply
  6. Zelle B. wrote:

    Love all of these transitional looks! September is always the hardest — it's still in the 80s most of the time but I'm ready for some fall pieces!
    xo Southern Style

    Posted 9.19.14 Reply
  7. I love all the outfits, but I for sure will be recreating that last one! That scarf is on its way to me as I type this 🙂

    Posted 9.19.14 Reply
  8. Amy wrote:

    I've been needing a red purse – you found a great one!

    Posted 9.19.14 Reply
    • Can you even believe the price point!!! I thought it was a great find! xo

      Posted 9.19.14 Reply
  9. I LOVE your fashion posts – I adored the sashimi utility vest earlier this week and I can hardly wait for it to arrive. You have the best style!

    Posted 9.19.14 Reply
    • Thanks so much, Kellyann…so glad you like them!! xo

      Posted 9.20.14 Reply
  10. Jen B wrote:

    You can never go wrong with jeans and a white tee, regardless of the season! I ordered that Ambition military vest last week. Can't wait to try it on!

    Posted 9.19.14 Reply
    • I love them both, and now can't decide which to keep!!!

      Posted 9.20.14 Reply
  11. I have to laugh because I have a few of these items and have looked at several others to buy. I love thin tops, cotton or silk, in the fall since you can roll up the sleeves when it's warm, or roll them down and add a vest or jacket when it's cooler.

    Posted 9.19.14 Reply
  12. I pulled out my boots and jean jacket this week! So excited for the fall weather!

    Posted 9.20.14 Reply
  13. Hi! I love your blog! I was wondering if you had a link for the tan leather tote that is shown in your second picture (with the black top, distressed jeans, etc)? I have been looking for a great brown leather bag!!

    Posted 9.27.14 Reply
    • Hi! I linked the actual bag under the image (http://bit.ly/1s975Pw) — but it's been sold out for awhile. There are a few other options linked in the post. I love the zipper one though, so fingers crossed they restock!! xo

      Posted 9.29.14 Reply