Okay, let’s be real. Saying goodbye to your favorite sundress feels a bit like losing a friend. The cotton, the breezy feel, the way it just works with zero effort. But before you stash it away with the beach towels, hear me out. You don’t have to break up. You just need to dress for a new season. Here are five simple, honest ways to make that summer piece feel right at home in October.

1. Layer a Slim Knit Turtleneck Underneath
This is my go-to for slip dresses or anything with thin straps. Grab a fine-gauge turtleneck in a neutral like heather grey, navy, or cream. Slip the dress over it like you’re layering a thin sweater. The key is the texture contrast—smooth cotton against cozy ribbed knit. It keeps the dress’s silhouette but adds instant warmth. Throw on some chunky loafers or ankle boots, and you’re set. It feels intentional, not like you just forgot to change.

2. Belt It Over a Lightweight Sweater
For a button-down shirtdress or a simple A-line number, try wearing it open like a duster coat. Find a thin, long-sleeve sweater—maybe a cashmere blend or a soft merino. Button the dress just at the top or middle, then cinch it at your waist with a wide leather belt. You get that layered, tailored look without bulk. It changes the whole vibe from “summer picnic” to “cozy coffee run.” Add tights and suede booties to seal the deal.

3. Add Opaque Tights and Ankle Boots
Sometimes, the easiest trick is the best. Pair your summer dress with thick, opaque tights—black or dark burgundy work wonders. This grounds the dress and makes it feel heavier. Then, let your boots do the talking. A chunky Chelsea boot or a pointed-toe ankle boot gives structure. The dress’s hem hits right above the boot, creating a clean line. It’s almost like wearing a tunic. A denim jacket or a leather moto jacket over this? Pure fall energy.

4. Throw on a Wool Blazer or a Chunky Cardigan
This is for those mid-length, sleeveless dresses that feel too light on their own. A structured blazer in tweed, herringbone, or camel adds instant polish. It sharpens the dress’s casual shape. Alternatively, go the opposite route with an oversized, chunky cardigan that hits below the dress’s hem. Let it hang open, and wear a scarf loosely tied around your neck. The mix of soft dress and rigid jacket (or slouchy knit) creates a balance that screams “I’ve got this style thing down.”

5. Swap Sandals for Lug-Sole Loafers or Sneakers
Never underestimate the power of a shoe change. Swap those strappy sandals for a chunky loafer or a pair of clean white sneakers with some heft. Think platform sneakers or lug-sole loafers. This instantly adds a more grounded, autumn feel. It works especially well with midi dresses or fit-and-flare styles. You keep the dress’s cheerful print, but the shoe brings it down to earth. A crossbody bag in a rich brown or deep oxblood finishes the look without overthinking it.

So, don’t rush to pack it away. That dress has more life in it. Just add a layer, switch the footwear, and you’ll be surprised how long your summer favorite can stick around.