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My Favorite Fall Outfit Formulas

I am looking forward to flipping my closet for fall, and revisiting some of my favorite pieces and outfit formulas for the cooler weather ahead. I have some tried-and-true outfit formulas that I return to again and again, and wanted to highlight them as you consider what you want to add to your own wardrobes for the new season (or perhaps, new ways to wear pieces you already own!) Scroll down for many of my favorite wardrobe staples, and how I like to style them.

A Blazer + Maxi Skirt

Come autumn I love the look of a tailored blazer which balances the fullness of a big silk maxi skirt. To make this work I try to tie in the color of the skirt with either the blazer or the sweater underneath, which will elongate your look by carrying one color from head to toe. Push up your sleeves a bit to reveal your wrists, and pair with a slim almond or pointed toe boot with a little bit of a heel to further extend the line of your figure.

Outfit Details:

J.Crew Herringbone Wool Blazer (old, similar here)

Altuzarra Cashmere Tee (sold out, similar here

Sarah Flint Espresso Croc Belt c/o (25% off with code “EXTRA25” through Sunday, Aug 27th)

Etro Silk Maxi Skirt (sold out, similar here)

Ralph Lauren Bag

Sarah Flint Espresso Alexandra Boots 

A Great Dress + Statement belt

Autumn is all about layering and rich textures and one of my favorite ways to do this is by adding a belt to fall looks. It should come as no surprise that my favorite belts are from Sarah Flint, and for the next two days all SF accessories are an additional 25% off with code “EXTRA25”. Whether you add a belt to a sweater dress or over something more structured like this cream puff-sleeved number adding a belt instantly elevates almost any outfit. Coordinate your belt color with your shoes for the ultimate autumn polish.

Outfit Details:

Sarah Flint reversible belt & Sarah Flint scarf c/o (both are 25% off with code “EXTRA25” through Sunday, Aug 27th)

Polo Ralph Lauren Cashmere Dress (sold out, similar here for $101 and here)

Sarah Flint chocolate croc heels c/o

Rocio bag c/o 

Pearl Earrings

Outfit Details:

Emilia Wickstead Dress (old, similar and on sale here and more sizes here

Sarah Flint Espresso Croc Belt c/o (25% off with code “EXTRA25” through Sunday, Aug 27th)

Sarah Flint Glen Check Slingback Heel c/o

Rocio bag c/o 

MRK Locket c/o

Outfit Details:

Oscar de la Renta Dress (old, similar here)

Sarah Flint Espresso Croc Belt c/o (25% off with code “EXTRA25” through Sunday, Aug 27th)

Sarah Flint chocolate croc heels c/o


Wax Jackets + Turtleneck Sweaters 

Every woman needs a classic wax jacket or barn jacket in their wardrobe, characterized by a cordoroy collar and big patch pockets for carrying everything from apples to dog treats. These jackets look fabulous over cozy knits, and especially a nice thick turtleneck with the jacket collar slightly popped. Available in a range of colors and price points from the iconic Barbour beadnell to J.Crew’s modern styles, there is something for everyone. The perfect Saturday style to wear for all your fall adventures from hiking to coffee dates. 


Outfit Details:

Nili Lotan Cashmere Turtleneck (similar here, less expensive here)

Troy London Jacket c/o (less expensive here)

Oscar de la Renta Nolo Bag (old, found one in red!)

Pearl Earrings

Outfit Details:

Nili Lotan Cashmere Turtleneck (similar here, less expensive here)

Barbour Beadnell Wax Jacket (less expensive here)

Sarah Flint Cashmere Scarf c/o (25% off with code “EXTRA25” through Sunday, Aug 27th)

Pearl Earrings


Mini Skirt + Knee-High Boots

As temperatures start to dip we all reach for cozier layers but sometimes nubby skirts need a bit more than a ballet flat to look balanced. Knee high boots allow us to show a bit of leg later into the season while anchoring your fall look and providing added warmth when paired with socks. Whether you go for a classic equestrian style or something with a bit of a heel the mini skirt + knee high boot combo is a winner in my book. 


Outfit Details:

Vince Cable Mockneck Sweater

Polo Ralph Lauren Plaid Mini (old, similar here

Loeffler Randall Goldy Boots 

Mansur Gavriel Sun Bag (old, similar here


Plaid Blazers + Cozy Sweaters

Sure blazers come in a myriad of colors and textures but there’s something so timeless about a handsome plaid blazer that just feels like fall. Whether you go for a neutral weave or something with a bit of color, pairing your blazer with a sweater that pulls colors from the plaid is an easy way to create a thoughtful and cohesive look. If you opt for a neutral sweater as a base, consider throwing on a scarf to add some interest. This look works well with relaxed denim + flats or skinny jeans tucked into boots. 


Outfit Details:

Blaze Milano Blazer (sold out, love this one and less expensive here

Dôen Fair Isle Sweater (old, similar here and here)

Sarah Flint Slingback (old, current colors here)

J.Crew Jeans (Size down but so good!) 

Mark Cross Bag

Outfit Details:

Sarah Flint Scarf c/o (25% off with code “EXTRA25” through Sunday, Aug 27th)

Blaze Milano Blazer (old, love this green version and this less expensive blue one, or this one!) 

Polo Ralph Lauren Cashmere Sweater

Pearl Earrings


A Trench Coat + Cropped Trousers 

Of course you can wear a trench coat with almost anything in your wardrobe but one of my favorite combos is pairing the lighter trench, with a slightly cropped trouser. (High waisted pant styles work best for this look!) The just below the knee length of the trench works well with a slightly shorter pant hem. Use your bare ankle to show off a beautiful pair of heels. 


Outfit Details:

Brooks Brothers Trench Coat

Sandro Navy Trousers (sold out, similar here

J.Crew Cashmere Sleeveless Turtleneck 

Sarah Flint Croc Perfect Block Sandals c/o

Sarah Flint Hidden Garden Scarf c/o (25% off with code “EXTRA25” through Sunday, Aug 27th)

Shop the Look:


  1. Courtney Claridge
    August 26, 2023 / 10:32 pm

    Okay I typically don’t comment on blogs but THANK YOU for this post. I struggle putting outfits together (avoids eye contact LOL) and I try to replicate outfits I see but unless it was the exact outfit I was so lost. This formula breakdown is an epiphany to me. Loved it! Now I’m off looking for wax jackets and turtlenecks:)

  2. August 27, 2023 / 1:50 am

    So many gorgeous autumn outfit ideas, Stacie. Thank you for compiling them all together!!

  3. Caprice
    August 27, 2023 / 11:04 am

    Oh I wished I lived somewhere to wear all theses! I absolutely love fall / winter clothes the best! I love plaid blazers, I love turtlenecks and I love boots! I wear them every day when temps get out if the 70’s here in North Florida! If I don’t I will never get to wear them ! Thank you for summarizing so beautifully all the ways to wear them!

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