10 Key Pieces To Transition Summer Clothes to Fall

Hello friends!  How is your week going?  I’m feeling so good about my new schedule and we now have James, our 3rd grader on a good after-school schedule too!  Can you tell I’m a bit OCD with my calendaring?!  #sorrynotsorry;)

We have our first baseball practice tonight, so we’ll see if I can fit in my exercise as planned and maybe meet a few mamas who want to do it with me.

And remember, if you want to join the HWH Fitness Challengesign up for the HWH Weekend Edition because the first meal plan will be sent via email this Saturday morning!  Then subscribe to my blog for all the challenge updates!  You can also join our private Honey We’re Healthy Facebook group – we have almost 1,000 members!

How To Transition Summer Clothes To Fall

Today, we’re going over how to transition summer clothes toour Fall wardrobes from Summer to Fall.  This time of year can be tricky because for lots of us, it’s still hot out, but we’re ready to dress for cooler temps.  Is that you too?? I have a great solution for you by incorporating a few Summer to Fall friendly items into your closet.

You can start wearing these things now without dying of heat stroke, and they will also carry you well into Fall.

How To Transition Summer Clothes To Fall

Tassel Scarf • Floral Top • Comfy ‘booty lift’ Jeans • Military Jacket (under $40 now!)Bracelet • Wedge Sneakers • Crossbody Bag • Leopard Flats • Ruffle Sleeve Tee


Let’s start with one of my favorite Fall trends, dark florals.  Even though this blouse is a shell/tank style (perfect for hot days), the dark background with floral print easily lends itself to Fall. It’s silky smooth in the front with a t-shirt material back.  You can give it a mini front tuck for a casual look or tuck it into a skirt or pants for the office.

Top Fit: TTS, wearing XSP

How To Transition Summer Clothes To Fall

Floral Top • Frayed Hem Jeans • Booties • Military JacketEarrings • Necklace • Lips

The mid-rise jeans are the skinny crop with a frayed edge hem.  I love how stretchy and comfortable they are, while still maintaining their shape.  They are great for showing a bit of ankle with a bootie.

Jeans Fit: TTS, wearing 0P

How To Transition Summer Clothes To Fall

You saw these statement earrings in my July Loves and they are still going strong.  While the yellow might be more summery, the white work well year round.  They also come in a ton of other colors and aren’t heavy!

fun statement earrings

The no-brainer transitional Fall piece is a quality military jacket.  I scored this one at the Nordstrom Anniversary Sale, but if it sold out before you could get your hands on it, don’t worry.  It’s back in stock in ALL sizes and at an even better price- under $40!  

How To Transition Summer Clothes To Fall

The jacket is more of a button down shirt fit with a pleat in the back and relaxed fit.  It’s one of those pieces that’s versatile for throwing over a top when it’s chilly, but not downright cold.  It also comes in camo!

Jacket Fit : TTS, XSP

How To Transition Summer Clothes To Fall

How To Transition Summer Clothes To Fall

I went ahead and busted out one of my favorite Fall booties that I’m ready to wear now!

I beeline for boots and booties every Fall.  This cone shaped bootie with a v-cut front made my list of “Must Haves.” That little V is magic for elongating your leg line and letting a little bit of ankle peek through.  They are flattering on everyone, but especially on us shorties.  I bought them in black and tan. They’re also quite comfortable and the cone heel is fashion forward.

Booties Fit : I sized up half because they run narrow.

How To Transition Summer Clothes To Fall


Outfit two is a little out of my comfort zone with a flat shoe (I’m used to heels or wedges), but when it’s this cute and comes in a leopard print, I’m all in!  They are a bit dressier with a pointy toe and darker leopard pattern.  You could definitely wear these at work or anywhere else!

Loafers Fit: TTS and come in Wide and Medium.

How To Transition Summer Clothes To Fall

Ruffle Sleeve Tee • Frayed Hem Jeans • Leopard Flats • Military JacketStriped Bag (similar) • Necklace • Similar  Bracelet • Kendra Scott Earrings (30% off)

I’m smitten with this ruffle sleeve tee. It’s ultra soft and comfy and the fun sleeve detail dresses it up from your regular black tee.  I like this worn casually with jeans and the pop of leopard, but you could also pair it with a skirt or pants.

gold statement necklace

How To Transition Summer Clothes To Fall

How To Transition Summer Clothes To Fall

Aren’t those shoes fun?!  I like the pointy toe and they come in both medium and wide widths to fit every foot.

How To Transition Summer Clothes To Fall

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Again, I threw on the military jacket to show you how easily it goes with nearly any outfit.  I usually cuff the sleeves by folding them up and then tucking them over the fold for an effortless, unstuffy look.

How To Transition Summer Clothes To Fall

How To Transition Summer Clothes To Fall

How To Transition Summer Clothes To Fall


Remember that colorblock top I got in my Amazon Fashion Haul? I really liked the extra soft and smooth material and the faux suede pocket.  It comes in tons of colors and even long sleeve.  Worn untucked, this top is long enough to wear with leggings and a cardigan in the Fall.  Now, you can give it a front tuck or side tie.

Top Fit : TTS, wearing size Small 

How To Transition Summer Clothes To Fall

Colorblock Top  • ScarfJeans • Wedge Sneakers • Crossbody Bag • Sunnies • Similar  Bracelet • Earrings

The popular Wedge Sneakers went fast during the Anniversary Sale, but they’re restocked in almost all sizes now!  The zip makes them very easy to get on and off- no laces to mess with.  I think these booties are great for any age and the taupe color is pretty in person.

Sneaker Fit : TTS, but slightly narrow.

How To Transition Summer Clothes To Fall

How To Transition Summer Clothes To Fall

How To Transition Summer Clothes To Fall

One of my favorite Fall and Winter season accessories is a scarf.  They can add so much color and personality to your outfit, while being highly functional.  Right now, this lightweight scarf is great with the blend of colors and fun tassels.  I’m also crazy for this dark floral scarf.

How To Transition Summer Clothes To Fall

How To Transition Summer Clothes To Fall

These skinny mini jeans are a mid-rise with a bit of stretch.  I love the medium wash and slight whiskering at the hips.  They also have a comfortable ‘Ab-solution’ powermesh panel to “mold and hold, a waistband with interior control and booty-lift construction.”  #youhadmeatbootylift

Skinny Jeans FIT : TTS, wearing 00P here, but ended up with 0P (my true size).

How To Transition Summer Clothes To Fall

Is it still 100 degrees where you are?  Are you ready for Fall fashion?!  I know I am! 

How To Transition Summer Clothes To Fall

I hope this gave you all some great outfit ideas and you found inspiration on how to transition summer clothes to fall!

Have a great day friends!



  1. August 30, 2018 / 4:13 am

    asolutely true this is the period where yoiu can still wear summer clothes but in early morning and in the evening is fresh so a jacket can help you to stay comfty without soak 😛 I like a lot black tshirts of second outfit and its necklace:D

    • August 30, 2018 / 7:29 am

      Thanks Giulia! Hope you have a great day!

  2. August 30, 2018 / 8:36 am

    I really liked this post because you had the fall picks, but you also styled them too. Great job! Love the looks. I liked yesterday’s short post too.

  3. Kim
    August 30, 2018 / 9:16 am

    Would love to see how to style the wedge sneakers. ❤️They look so comfortable and a step up from a sneaker. I want to buy a pair, but not sure what to wear them with. Do you style them like the Tom’s wedges or more like a sneaker? Help!!

  4. Mireille
    August 30, 2018 / 10:59 am

    I sure have to use self control reading your blog! That military jacket and those sneakers are calling my name but my budget say to shop my closet! So I will use you as inspiration, lol and shop my closet!

  5. September 2, 2018 / 10:07 pm

    Fall is one of my favorite times of year for fashion. I absolutely love layers and that military jacket is the perfect versatile piece!

    • September 3, 2018 / 6:56 am

      I’m so excited to welcome Fall! Our temps have started to dip slightly and I’m giddy over it!

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