ideas for summer to fall transition dressing

Easy Summer To Fall Transition Outfits

July 20, 2024 /

It’s time for the age old question- what to wear when it still feels hot out but everything screams fall? Summer to fall transition outfits can be tough when the weather feels in complete opposite to your wardrobe. It’s time to get creative and start making some minor tweaks to your outfit choices. Easy layering, light fabric choices, and key staple pieces will help you weather the season!

Everything I list here is classic and timeless because investing in longevity is the way to go. It’s how you can curate outfits season after season with only adding a few new pieces, and how you will ensure you always have something to wear. I’ve stopped buying things just because they are pretty. Now they must serve a purpose such as a scheduled occasion or event, solve a wardrobe gap, or be versatile enough to wear from day to night. Today I’m sharing some stylish summer to fall transition outfits and key pieces to get you through to the new season with ease.

Summer To Fall Transition Outfits

The Denim Dress- A Staple Transition Piece

Fall denim dress

The denim dress is your cheat to effortless styling. This wardrobe staple has all the summer feels when paired with sandals and sunglasses. A sleeveless or short-sleeve option, is your best for easy transition this from Summer to Fall. Try adding a turtleneck and boots when the weather gets chilly. This day to night dress is great for a last minute invite or a quick wardrobe change! The styling options are endless from sneakers, to slides, pumps, and boots. I paired mine with my Fendi mules for a for a modern take to this 80’s inspired dress. See my full post on this look here.

 

 

The Slip Skirt- Wear Now, Wear Later Too

Pink slip skirt outfit

Fendi logo tee with slip skirt

The slip skirt is a wardrobe essential! It’s so feminine and classic but it can also be edgy and modern depending on how you style it. Silky or printed, there’s one to suit everyone. A lighter color can be a great summer to fall transition piece. Pair it with a silk tank and strappy heels, for a go-to summer date night look. As the cooler Fall weather starts to roll in, try adding a pair of boots and a cozy sweater for an effortless vibe. In fact, slip skirts are so versatile, they can really be styled all year long. You can see my previous posts for inspiration on styling a slip skirt for winter, and monochrome outfit ideas. This transition piece is so versatile, it will be a year-around staple!

 

Dress With Loafers

bash paris dress with loafers summer to fall transition outfit

A simple and casual dress is a versatile choice. Wear this outfit for school drop off, a coffee date, running errands, or a casual dinner. I love a dress styled with loafers for a more elevated but still casual look, or with sneakers for ultra sporty style. By switching out sandals for loafers, this is a great option for early fall dressing. I have these leather loafers in 3 colors. That’s how much I love them! They are super comfortable and fit true to size. I wear a size 7.5 for a comfortable fit.

 

 

Short Sleeve Sweaters for Easing into Fall

 

sweater over shoulders outfit

A short sleeve sweater or tank top is a great choice for fall transition dressing. It gives you a little extra coverage in terms of fabric for those cooler evenings, but still offers an airy feel. Try one in a rich color such as berry, olive, or navy for even more Fall feels. I love this sleeveless sweater paired with light pants, jeans or a denim skirt. Throw a long sleeve sweater over your shoulders for extra coverage with this summer to fall transition outfit.

 

 

Trench Coat

Sezane Trench coat summer to fall transition outfits
Scott trench, Holland Cooper Saddle Bag

The trench coat is always timeless and is great for summer to fall, or winter to spring wardrobe transitions. I love that tan is no longer the only color option you can get in a trench coat. Now all sorts of colors are available to help you coordinate with your wardrobe. Leave it open for a more relaxed look, or tie is closed for a more polished fall look. I’m wearing the Scott trench coat from the iconic French brand, Sezane (sizing runs true to size). For more style inspiration, see my previous post on how to style a trench coat.

 

Add in Some Fall Hues

easy summer to fall transition outfits

Start adding in some fall hues to your wardrobe, like warm shades of orange, olive green, and earthy neutrals. You can still dress for the warmer weather but make it have a fall vibe with the right color choices.

 

 

Summer to Fall Transition Outfit: Cardigan Sweater

wide leg jeans and lady jacket outfit

A cardigan sweater or jacket is another great outerwear option for stylish fall transition outfits. They are easy to layer and go with everything from shorts, to pants, jeans, skirts, and dresses! The lady jacket style has become a timeless staple piece to add to your wardrobe. It’s super versatile and can be worn on its own, or worn open with a tee underneath.

 

 

Casual Everyday Blazer

loafers with shorts and blazer outfit

Ralph Lauren blazer

A blazer is a classic fall into winter closet staple. For early fall I may just wear a tank or tee underneath incase it gets out hot. Wear a classic blazer with your favorite jeans or shorts, and add loafers, ballet flats, boots, or sneakers to make the look more fall-like!

 

Dress With Denim Jacket

Dress With Denim Jacket

Pairing a denim jacket with a dress is such a classic fall look. This is great for early fall when the weather is warm during the day and chilly at night. While any dress will do, I love how a shift dress looks with a denim jacket. It’s timeless yet so modern.

 

 

 

White Tops and Jeans

summer to fall transition outfits showing white top and jeans

The easiest all-season outfit! Pair a white top with jeans for casual chic transitional style. Depending on the weather, you can wear a short sleeve white top, or a long sleeve white button-up shirt. This classic look can take you from day to night. Plus this outfit is so neutral, you can add any color jacket or coat over top when needed! Check out my post on how to style wide-leg jeans for more inspiration.

 

 

Style Summer to Fall Transition Outfits With Open Toe Shoes

ideas for summer to fall transition dressing

Open toe shoes are a great summer to fall transition piece. With the weather still warm, you will love a little breathing space for your toes. Plus these shoes can be styled with everything! Pair them with a short dress and you have a flirty summer look. Transition them from summer to fall by wearing them with jeans. My striped tee is from La Ligne- you cam take 10% off your first purchase with TARAT10. There are so many heel heights to choose from. Choose whats comfortable for you. No need to hide your toes come Fall! Choose a neutral color or deep fall hue.

 

Take these key wardrobe pieces to easily transition your summer to fall outfits. Layering is important this time of year as the weather is a bit more finicky. Make sure you have the right pieces to help you get dressed easier and with style!

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