Skirts for All Seasons

A beautiful skirt is one of the easiest pieces to bridge the seasons, looking just as lovely with a simple tank and sandals now as it will with a cashmere sweater and knee-high boots in a few weeks. I’ve rounded up the skirts I’m loving most right now, from easy denim and cotton styles to romantic prints and special silk pieces, all chosen with that effortless summer-to-fall versatility in mind.

• This classic twill midi skirt is a year-round wardrobe workhorse. I own it in three colors and highly recommend the stone and the dark denim as the most versatile. I love wearing it with a crochet top and suede heels now, and will pair it with Fair Isle and boots later. (Petite gals, this denim skirt has a similar feel but is available in regular and petite.)
• The cascading ruffles on this warm-hued paisley silk skirt (I just bought the orange, but also available in a moody blue) give it such beautiful movement. Wear with a simple camisole and strappy sandals now, a cashmere sweater and boots later.
• This green knit skirt (on major sale!) is one of my favorite finds of the summer. I just felt so chic wearing it. (Seen here.) The textured cotton knit makes it feel special whether you pair it with the matching knit tank for the US Open or pop on a chunky cream turtleneck for autumnal adventures. (Worth noting the Tory sale is GOOD!)
• Perfect for beach days and beyond, this canvas mini skirt (15% off with STACIE15) looks incredible as a set with the matching top or worn with a chunky crewneck sweater (15% off with stacie15). (I'm 5'9" and size up for length.)
• A satin paisley A-line skirt that feels elevated but is so easy to style. I'd wear it with pointed flats and a fitted top for the office, or heeled sandals and a silk cami for date night.
• I love the charming red check on this cotton midi skirt with its easy pull-on waist. It transitions from summer in Provence to apple picking with ease.
• Leave it to Ann Mashburn to make a wrap skirt in stretch denim that feels as comfortable as jeans. The subtle paisley print pairs perfectly with a striped button-down and flats.
• Emporio Sirenuse makes unbelievably beautiful embroidered skirts, and many are on major sale right now. (Sizing is spotty so linking the skirts page.) The embroidery is so intricate and rich you can take these summery styles straight into fall by pairing with a cashmere turtleneck in a complementary hue. (My skirt seen here is size 40.)
• Bias-cut and beautifully fluid, this silk-blend floral skirt (20% off with StacieM20) moves like a dream. Add a solid-colored knit and belt to define your waist.
• This navy paisley maxi skirt has the most effortless bohemian feel. The tiered silhouette looks great with a fitted white tee and basket bag all summer long, and knitwear and booties in September.
• So much movement in this tiered midi skirt with its vibrant kaleidoscope print and smocked waist. It has pockets (!) and looks fantastic with a solid tank and gold sandals, or a chunky knit and pendant necklace.
• Hidden pockets and a swishy pleated shape make this floral linen midi skirt an easy favorite. Pair with a simple white tee and sandals now, then add a crimson sweater come autumn.
• Dreamy is the word for this floral fil coupé silk skirt in the prettiest ecru and red. The delicate texture makes it feel occasion-worthy, but it's just as lovely with a simple knit.
• Treat this tortoiseshell print skirt as a neutral and you'll be amazed how versatile it is. Looks great with a cream knit polo, a denim shirt, or a simple white tee.
• Cara Cara never disappoints, and this tiered midi skirt is no exception. The botanical print feels romantic with a silk cami for dinner or a crisp button-down for the office.
• The brown vine print on this cotton maxi skirt (15% off with STACIE15) with crochet trim details is giving me all the summer-to-fall feelings. Play up the creamy hues now, and rich caramel tones later.
• Stunning doesn't begin to describe this embellished lace skirt with layers of metallic threadwork and sequins. Save this one for a night at the ballet, a gallery opening, or a special night out with this cashmere cardigan and gold stilettos.
• Back on the topic of denim, this indigo denim midi skirt has a little more personality than most. The self-tie belt adds polish, and the A-line shape works beautifully with a striped tee now and a cozy sweater later.
• Pull-on ease meets gorgeous print in this abstract midi skirt, complete with pockets and a lined construction. I love the dark print, which pairs beautifully with blush tones now, and chocolate or black later.

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