As we transition into the colder months, I know many of us tend to pack away our dresses or wear them less, turning to jeans instead throughout fall and winter. But why? Sure, dresses may not seem as cozy or warm as other pieces—but when styled the right way, they absolutely can be. With the right layers, textures, and accessories, you’ll see just how versatile and year-round dresses truly are. After all, how boring would it be to only wear them in the warmer seasons? From chunky knits and tights to boots and outerwear, there are endless ways to make any dress feel fall-ready.

In this post, I’m highlighting the top dress styles trending this fall—and showing you different ways to style them so you don’t find yourself stuck in jeans all season long.

Trending Fall 2025 Dresses

one / corduroy

Corduroy instantly gives off that cozy, fall-ready feel. Whether you’re wearing a shorter style or a maxi dress, this fabric easily transitions from a day of errands to the office and even a night out. Since corduroy already offers the comfort and warmth you crave in the cooler months, you don’t need much to complete your look—just add a denim jacket, a trendy barn jacket, or an oversized layer to finish it off.

Fall Dress Outfit Ideas for Women Over 40

TWO / FALL FLORALS

Bold fall florals bring a romantic yet playful touch to your seasonal wardrobe. There’s no age limit when it comes to wearing floral patterns—it’s all about how you style them. Pair this print with trendy fall textures and colors for a fresh, on-trend look, or keep it classic by styling with neutral tones that let your florals take center stage.

three / twofer dresses

Twofer dresses are a big hit this season. They combine two different fabrics or textures, giving the illusion of separates when it’s actually just one piece. This unique design instantly makes your outfit look more stylish and on-trend. When wearing a standout style like this, it’s often best to let the dress shine on its own—skip extra layers or bold accessories so it remains the main statement of your look.

four / sweater & knit dresses

Cozy knits instantly bring warmth and comfort to cooler fall days. As relaxed as a knit or sweater dress may feel, this effortless style looks just as chic paired with sneakers, flats, or booties, and can easily be dressed up with heels or tall boots.

FIVE / DENIM

Grabbing a pair of jeans to throw on feels almost second nature once fall arrives, but denim doesn’t only belong in pant form. While jeans are the go-to for easy styling, a denim dress offers the same effortless appeal — you can pair it with just about anything. It’s a simple, versatile piece that instantly earns its place as a fall wardrobe staple.