Transitional Outfits to Wear From Summer to FallSummer is not my favorite season which I’ve shared many times before but it does lead into my favorite season ever – FALL!! And dressing for fall is what my fashion loving heart lives for so I accept summer much more when I can begin to think of transition outfits to wear. I thought I would share some of my past looks that are perfect for wearing now into fall.

12 Transitional Outfits to Wear From Summer to Fall

Printed Blouse and Straight Leg Jeans

Printed Blouse and Straight Leg JeansOutfit details: Shirt (discount code: MAREE15) | Jeans | Shoes | Belt | Bag | Sunglasses | Necklace (discount code: MAREE20) 

One of my favorite tops to wear from summer into fall is a printed boho style blouse. For the warmer weather, I would wear this top with sandals like in this photo but switch that out for ballet flats once the cooler weather hits. A billowy style printed blouse is lightweight and loose fitting which makes it ideal for summer, but the longer sleeves obviously makes it easy to wear into fall.

Lady Jacket and Trousers

Outfit details: Tweed Jacket (similar) | Tee | Pants | Belt | Sunglasses | Shoes | Bag (similar)

Boucle/tweed jackets are timeless and are a great closet staple to have. They can be easily dressed up for a work environment but also work casually with jeans for the weekend. Right now boucle jackets are incredibly popular and there are a ton at various price points. I love the one I am wearing above because the black trim on the white gives it a unique flair. This style jacket has a very Chanel-esque vibe and styling it with wide leg trousers gives a fresh modern take. Think fashion director meets ladies who lunch. LOL A jacket like this can be worn over a camisole for the heat but easily styled with a button down blouse, long sleeve tee or even turtleneck for the colder months.

Cropped Cardigan and Dark Wash Jeans

Cropped Cardigan and Dark Wash JeansOutfit details: Cardigan | Tank | Jeans | Shoes – Raye (similar) | Necklace (code: MAREE25) | Bag (similar) | Sunglasses 

A similar look to the tweed jacket and wide leg jeans – different types of cardigans and cropped jackets are some of the best transition pieces to wear from summer to fall. What you wear underneath is key for adapting your outfit to the current temperature but the style itself is seasonless and looks great all year round. One of the main ways that I will change up a summer to fall outfit is wear open toe shoes versus closed toe shoes. It can be that simple sometimes – just switch out the shoes and the outfit instantly can be suitable for a new season.

Cardigan with Wide Leg Jeans

Cardigan with Wide Leg JeansOutfit details: Cardigan | Camisole (similar) | Jeans | Belt | Shoes | Bag | Sunglasses

Now I’m just sharing different variations of the same outfit but they are truly my go-to to wear from summer into fall. And I prefer a cropped style cardigan or one that hits my waist line to a style that comes to mid-thigh or longer. It feels more modern to me and easier to dress up for various occasions. Often with longer cardigans, they can give a loungewear type look to an outfit if not styled in a certain way.

Long Sleeved Tee and Straight Leg Jeans

Long Sleeved Tee and Straight Leg JeansOutfit details: Tee | Sweater | Jeans | Shoes | Belt | Bag | Sunglasses

A simple long-sleeved tee is one of the best transition pieces to wear from summer into fall. The tee is already lightweight so it’s perfect for the warm weather but because the sleeves are longer, it’s easy to wear alone once fall hits. And a striped tee is something I always recommend women have in their closet. Start with a blue/white striped tee which is basic and easy to wear with so many different looks. If you want to branch out a bit, try a colorful striped tee like red/white. I have quite a few red accessories in my closet so it’s easy for me to wear but if you are hesitant, maybe choose a neutral striped tee that fits with whatever color scheme you already have.

The sweater over the shoulders is part styling/part function in my opinion. You can always throw the sweater on as it gets colder in fall but in the summer, it gives some shape and dimension to the look BUT always does come in handy if the A/C is freezing wherever you go. LOL

Denim Shirt and White Jeans

Transitional Outfits to Wear From Summer to FallOutfit details: Shirt (code: MAREE15) | Jeans | Shoes | Belt | Bag | Sunglasses | Bracelet stack

I wear white jeans all year round but honestly I wear them the most in the summer and into fall. I love the look of white jeans in the summer especially with a chic blouse and neutral accessories. To avoid over heating or feeling too hot, choose a straight leg or wide leg pair of white jeans over a slim or skinny style. A denim shirt definitely has more of a fall feel to it but you can definitely style it with shorts while it is still warm out or even white jeans and sandals. As the cooler weather comes, change out the sandals for some suede mules like I did with this look.

Short-Sleeved Cardigan with Cropped Wide Leg Jeans

Lady Jacket with Straight Leg JeansOutfit details: Cardigan (discount code: MAREE15) | Jeans (similar) | Shoes (similar) | Bag (similar) | Necklace | Sunglasses | Belt

A short sleeve sweater is one of those odd items of clothing that seems not to make any sense but during peak transition times (summer to fall, winter to spring) they are absolutely perfect! The short sleeves allow for some ventilation during summer but the heavier weight fabric is exactly what you want to wear in fall.

White Blouse and Jeans

White Blouse and JeansOutfit details: Blouse (code: MAREE10) | Jeans | Belt | Shoes | Bag (similar) | Sunglasses | Necklace

A white blouse is a staple for almost every season of the year but I especially love to wear them from the summer into fall. My preference is a billowy boho type of blouse because it’s comfortable for the heat but easily works once the weather cools down.

Neutral Trench Coat with Straight Leg Jeans

Neutral Trench Coat with Straight Leg JeansOutfit details: Trench (similar) | Tee (similar) | Jeans | Shoes | Bag (similar) | Sunglasses

A trench coat is a closet must have and I get the most use out of mine during spring and fall. It’s not necessarily suitable for summer but it’s the only jacket I tend to reach for at the very beginning of fall when it’s beginning to drop temps in the morning. A crisp trench coat with dark denim is always a great outfit choice but to add some interest into the outfit, opt for a colorful pair of ballet flats.

Blazer with Wide Leg Jeans

Transitional Outfits to Wear From Summer to FallOutfit details: Blazer | Tee | Jeans | Shoes | Bag | Sunglasses | Necklace (discount code: MAREE20) | Belt

Nothing looks crisper or more chic than a fresh neutral blazer! You can style it so many ways but I personally love to keep it simple with a fitted white tee and denim. I love the light wash of these because they pair so well with neutrals and will look great all throughout summer and into fall.

Cardigan and a Slip Skirt

Transitional Outfits to Wear From Summer to FallOutfit details: Cardigan | Tee | Skirt (similar) | Bag (similar) | Shoes | Sunglasses

I wear my slip skirt all four seasons out of the year so for me it is closet staple every season. It’s a classic shape and style that always looks timeless and is one of the most versatile pieces in my wardrobe. I’ve worn my slip skirt with sneakers and a denim jacket, dressed up with a silky camisole and heels or for a casual day out with sandals and a simple tee. It’s one of the easiest items to mix and match with a ton of different things in your closet. It’s the perfect summer to fall transition piece because it looks great with tees and sweaters, sandals and boots. A true closet MVP.

Cropped Trench Coat with Black Trousers

Cropped Trench Coat with Black TrousersOutfit details: Trench (similar) | Tee | Pants | Belt | Sandals | Bag (code: MAREE15) | Sunglasses

Every year I add another striped long sleeve boat neck style tee to my closet. I’ve been wearing them for nearly 20 years and they NEVER go out of style. Before getting a brightly colored style or one with any specific details, purchase a black/white or navy/white style which is the most versatile. I have so many black/navy striped tops in my closet so I opted for a red/white combination next and love how it looks!