The Easiest Wardrobe Swaps to Go from Summer to Fall in Style

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I don’t know about y’all, but August and September are always a little confusing when it comes to getting dressed. It’s technically fall, but it still feels like summer outside. You want to start wearing your cute new fall pieces, but not if it means sweating through the day. That’s why transitional dressing is so important. It helps you ease into the new season without jumping straight into boots and sweaters before the weather is ready.

I’ve been doing this a while, and I’ve learned that a few key pieces in your wardrobe can make all the difference. Today I’m sharing my favorite transitional pieces that work when it’s still warm but help you move toward that cozy fall look we all love.

Easy Swaps to Go from Summer to Fall

1. Lightweight Jackets and Layering Pieces

LIGHTWEIGHT LAYERS AND JACKETS TO TRANSITION INTO EARLY FALL 2025
Ribbed Combed Cotton Sweater (Size 1) | Embroidered Cropped Denim Jacket (Size 1) | Italian Leather Convertible Crescent Handwoven Shoulder Bag | Jasper Layered Pendant Necklace

You don’t need a heavy coat just yet, but a lightweight jacket can be your best friend this time of year. I love throwing on a chore jacket or a utility jacket over a simple tank or tee. It gives you that fall vibe without adding bulk. Denim jackets are another go-to. They go with everything and are perfect for early morning errands or cool evenings on the porch.

Shop Lightweight Layering Pieces:

2. Loafers, Mules, and Closed-Toe Flats

WHAT SHOES SHOULD A WOMAN OVER 50 WEAR BETWEEN SUMMER AND FALL
Casbella Loafer (TTS)

Let’s talk shoes. It’s not quite boot season, but you’re probably ready to put the flip-flops away. This is when loafers, ballet flats, and mules really shine. They look polished and pulled together but still feel lightweight. I’ve even seen a few mesh and perforated styles that let your feet breathe while still giving you that fall look.

Shop Shoes that Transition Easily to Fall:

3. Sleeveless or Short Sleeve Tops in Fall Prints and Colors

SHORT SLEEVE SHIRTS IN FALL COLORS TO WEAR FOR EARLY SUMMER
AirKnit Stretch Boxy High-Low Tee (Medium)

If it’s still hot where you live, don’t worry about wearing long sleeves just yet. Instead, look for tops in darker colors or fall prints like plaid, animal print, or florals in warm tones. You still get that seasonal vibe, but you’ll stay cool and comfortable.

I wore a leopard print tee the other day with jeans and sandals and felt perfectly dressed for August. Add a denim jacket and you’ve got a great September outfit too.

Shop Tops for Fall 2025:

4. Short Sleeve Knits

SHORT SLEEVE SWEATERS TO WEAR TO TRANSITION TO FALL
Short Sleeve Cable Knit Sweater (Large for an oversized look – medium for a fitted look)

A short-sleeve sweater is the ultimate transitional top. You get the texture of a sweater, but your arms can still breathe. I’ve got several in my rotation, and they instantly feel like fall without making me overheat!

Shop Short Sleeve Sweaters for Fall:

5. Accessories in Fall Colors

ACCESSORY SWAPS TO MAKE FROM SUMMER TO FALL
Italian Suede Shopper Tote

If you’re like me and can’t wait to break out those rich fall colors, start by adding them in with your accessories. Think olive green, camel, burgundy, and chocolate brown. These colors make even a basic outfit feel more fall-appropriate.

I like to swap out my brighter summer shades for more muted tones in August and September. Pairing your outfit with an olive green or burgundy purse makes the whole outfit feel seasonal.

More Accessories to Transition to Fall:

6. Jeans in Lighter Washes and Cropped Lengths

BEST JEANS TO TRANSITION FROM SUMMER TO FALL
Striped Sweater Tee (Large) | The Trouser Jean (Size 6) | Crescent Handwoven Shoulder Bag | Pointed Bow Flat (TTS) | JULIA GOLD Necklace (Black) | Baby Knot Earrings (Use code STEPHENS15 for 15% off) | Large Cross 14k Pendant Necklace | 14k Small Mantra Necklace (Use code TANIA15, for 15% off)

Fall is the perfect time to pull out your denim, but it doesn’t all have to be dark rinse or full-length. Cropped straight-leg jeans, kick flares, and lighter washes still work great while it’s warm. You can pair them with sandals or sneakers now and switch to boots later.

I also love a good denim midi skirt this time of year. It’s such an easy way to look stylish without feeling overdressed.

Shop Denim for Late Summer/Early Fall:

Shop More of My Favorite Summer to Fall Wardrobe Swaps:

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18 Comments

  1. 😊 I just switched my purse out for a more fall vibe! I need to look into a couple of hose tees. Great idea.

  2. Lisa Mary says:

    🙂 found it. Yes, dressing when the seasons are changing can be difficult. I rely on my ever-present jean jacket, black waterproof jacket or a light sweater. Love your stylish choices here.

  3. Jeannie W says:

    🙂 Thanks for sharing such great ideas. Looking forward to fall.

  4. 😎 The Carmel color is a good choice. I don’t see many short sleeve sweaters in stores.

  5. Charlie Watt says:

    😊. Glad to see all of the fall colors, especially green. Thanks for the tip on the grill.

  6. 😀I really like all the browns for fall.

  7. 🙂 Looking forward to Fall weather. I really like the short sleeve sweaters and loafers!

  8. 😀nice grill & fall clothes!

  9. Susan E Cantwell1 says:

    😊love the transition pieces!

  10. 😊Looking forward to Fall. I saw so many clothes I would like buy as well as shoes and purses.

  11. 🙂 Found it. Really like the cute cable sweater.

  12. 🙂 Love the suede tote!

  13. 🙂 Love the fall colors.

  14. Looking forward to cooler weather! Love the sweater vest from Chico’s.
    Found it 😊

  15. LeAnn Mattingly says:

    I like the layered necklace! I have trouble keeping mules on my feet! I’m always sliding out of them!
    😊

  16. 🙂 Found it. Thanks for the post. Love the cute bags and shoes.

  17. 😊i really like the loafers

  18. Gail Medeiros says:

    😊The cable knit sweater looks so pretty on you