Summer To Fall Transition Tips + Outfit Ideas

Summer is officially winding down and I cannot say I’m too disappointed about it. September has got to be one of my favorite months to dress for. Frankly, I am perfectly aware that most people hate those awkward weeks where the mornings are cooler and then it gets warmer throughout the day to the point where you’re always second guessing what to wear in the morning and I completely agree, except for the Summer to Fall transition period that has just arrived.

Dressing in shorts and booties, sandals and jeans, and slowly incorporating my favorite Fall pieces in while still being able to let my feet breath and a little leg show is my favorite. But for the ladies who aren’t so sure how to feel about these next few weeks where tricky temperatures are around, I’ve got you covered! Today I’m sharing a few outfit ideas + tips and tricks to ensure that you can rock September and all your favorite fashion finds!

For the first outfit, I’m wearing one of my favorite striped dresses with a pair of over the knee boots. It’s not exactly warm enough to leave both my arms and legs uncovered and with the idea of slowly transitioning into boots in mind I figured pairing these two together would be perfect. I also popped on some super cute gold jewels to pull the look together.

Outfit Details- dress: Glick’s, shoes: DSW, necklace: BellaDesignsByBree, purse: Gap, watch: Kohl’s, rings: Forever 21

Don’t put away your Summer tanks just because the temperatures are beginning to drop! Pop a cardigan over your favorite one and some cute booties to match for an instantly pulled together look. It’s perfect for those cooler days when layering is a must.

Outfit Details- tank: TJ Maxx, jeans: Hollister, shoes: Steve Madden, necklace: BellaDesignsByBree, cardigan: TJ Maxx/Hollister

Wanting to part ways with your shortest Summer shorts but the temperatures being hot and sticky is real, y’all. One of my favorite ways to transition into the cooler months is by wearing skirts! They totally are acceptable if you feel like nobody’s wearing shorts anymore and look adorable with a cargo jacket paired over top. I’m throwing on my espadrilles for the perfect Fall shoe and calling it a day!

Outfit Details- tee: H&M, jacket: TJ Maxx, skirt: Forever 21, shoes: DSW, necklace: BellaDesignsByBree, watch: Kohl’s, rings: Forever 21

Mustard is one of my favorite colors to wear during this period. It compliments the sun-kissed skin that still remains from Summer so beautifully yet has the undertones of the gorgeous hues that Fall brings. I’m wearing this cute off the shoulder with some open toed booties for the perfect way to start working your way out of sandals.

Outfit Details– top: TJ Maxx, jeans: Hollister, shoes: Target/DW, necklace: SkylarChic, watch: Kohl’s, rings: Forever 21

Saved my favorite outfit for last. I’m styling the cutest high-waisted shorts with a classic black turtle neck for a little extra warmth on those brisk mornings. I popped on the cutest hat in the whole world for a little extra something and my black mules to complete the look.

Outfit Details- top: Old Navy, shorts: Gap, shoes: Target/Merona, hat: Old Navy, watch: Kohl’s, rings: Forever 21

How are you transitioning your wardrobe from Summer to Fall?! Be sure to let me know in the comments below along with any other questions, comments, or requests you may have for me. Wishing you all a fabulous start to the week. With love, McKenz

Latest Post: Weekly Wrap Up #35 (Week In My Life + Outfit Of The Week)
Related Post: Fall Fashion 2016: Outfits + Trends
Instagram: styledbymckenz // YouTube: McKenzie Morgan // Pinterest: mckenzmorgan 



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  1. You probably get this all the time but you seem so much older than 16! (In a good way, mature, beautiful, and stylish!) I’m shocked! And your blog is beautiful lady. I absolutely adore the first, 3rd, and 4th outfits. I was addicted to espadrilles this summer so your 3rd one really spoke to me haha! But I do hate this weird summery afternoon/fall morning madness September brings. lol

    1. Aw, Shannon this totally made my day as I am just now sitting down after the longest day ever!!It’s refreshing and exciting to know that I have people like you reading and supporting me. I hope you have a fabulous day xoxoxo

  2. McKenzie, your blog is seriously amazing girl! You are so inspiring to those young bloggers out there (like me)! You just have such confidence and great commitment to this blog! Keep it up 🙂

    1. Aw thank you so so much for your kind words girly! I have been slacking big time these days because of all of my school work so it’s refreshing to hear that others are still appreciating my content. Thank you so much girly; I hope you have a fabulous day XOXO much love.

    1. Aw, thanks so much Melissa! My sister and I call this hat the magic hat because it’s impossible to feel sad when wearing it lol. Thank you so much for stopping by! Hope you have a great day xox

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