20 Fabulous Dresses with Sleeves

Dresses with sleeves are one of the most-requested categories from readers, especially as we head into fall, so I pulled together 20 particularly beautiful options for the season ahead. Think rich paisleys, romantic florals, polished knits, and elegant silks, with silhouettes for everything from office days and school events to fall weddings, dinners out, and weekends in the country. Many are easy to wear now with flats or slingbacks, then transition beautifully into cooler weather with tall boots, tights, and a favorite jacket.

• I'm obsessed with this Prussian blue silk dress (sleeveless version here) with its gorgeous paisley print and dramatic silhouette. It's so easy to wear with tall boots for fall, and it transitions beautifully into spring with strappy sandals. (I'm also wildly in love with this macrame pouch, which is so unique.) This dress will likely overwhelm petite figures, but they make a beautiful mini dress version in a warm-hued paisley here.
• Corduroy season is here, and I just ordered this mini dress in olive. (A Tuckernuck best-seller for good reason!) Great with a ballet flat now (my favorite ballet flats were just restocked after selling out 2x this year!), then pair with tights and boots later. I also think this dress works well styled for country/casual moments. For example, tie a flannel shirt around your waist with wellies, or pair with a fabulous tartan scarf like this or this!
• This cashmere dress is effortlessly chic with its single exposed shoulder and fluid drape. Perfect for a fall dinner party with heels and a statement clutch, or pair with knee-high boots for an elegant look on the coldest of days. (This silhouette would look fabulous with a chain belt like this, this, or this.)
• For those easy fall days, this tapestry-print cotton dress is a dream. I was in the Ann Mashburn store in NYC last week and a woman was trying it on. So flattering and fabulous!
• That scarf-tie neckline on this paisley dress (20% off with StacieM20) is such an elegant detail. Gorgeous for office days or even a fall wedding with heels and a structured clutch. (With paisley dresses, I love a little bit of sparkle by the face, but nothing over the top. These earrings are my go-to, and these give a similar look for under $100.)
• This floral fit-and-flare maxi has such a beautiful bohemian feel for fall. Easy to accessorize in a myriad of ways with navy, camel, or brown tones.
• Nothing says autumn like a floral tie-neck midi in rich brown tones. The ruffle details are so feminine, and it looks amazing with tall leather boots and a wide belt cinched at the waist.
• I've been eyeing this space-dyed knit midi for its gorgeous autumnal stripes. The knit fit-and-flare shape is incredibly flattering, and it works with slingbacks like this or this (under $150!) for the office, or I love this Chanel-esque cap-toe mule (!) for something more fun.
• A brown polo sweater dress is on my wishlist for fall, and two favorites include this slim-cut knit dress, which will show off a great bum, and this figure-elongating fit-and-flare dress, which would look amazing with my favorite scarf belt and this silk scarf. (Both would look great with this little spotted bag!)
• I wore this silk floral maxi dress to an event at the Waverly Inn in NYC last week, and it's just gorgeous. (Seen here.) The way the two side panels tie at the waist is incredibly slimming and elegant. I paired it with plum suede slingbacks (love these with the dress as well!), and it would also be fab with boots and a leather jacket for cooler fall days.
• Dôen never disappoints, and this paisley silk maxi dress is no exception. The bell sleeves and rich burgundy tones make it perfect for fall dinners with knee-high boots. (I have this same dress in another print from last season, and it was a favorite! Seen here.)
• This silk maxi dress has a similar cut to the Dôen dress above but is under $150. It can be dressed up for a wedding with a statement brooch (this will sell out once the fashion girls discover it!), or dressed down with heeled boots and a silk belt.
• I featured this cream knit dress (under $200!) earlier this week, but it was such a hit it's worth mentioning again. The perfect blank canvas for your favorite fall layers and accessories. (Like this leather jacket! Plaid scarves! Statement belts!) You can see how I styled it in the Cotswolds here.
• So elegant: this navy silk jacquard dress has beautiful tailored details from the collar to the wrap waist. Ideal for a fall luncheon or work event with a pointed heel, or unbutton a little lower and wear it to a fabulous dinner date with these.
• The bold paisley on this flounce midi feels perfectly fall. I'd pair it with suede boots and gold hoops for a polished brunch or school event look that requires zero effort.
• Zimmermann's chocolate polo sweater dress has the most beautiful tonal ribbing. I'd wear it with tall boots and gold jewelry for a polished fall lunch or parent-teacher night.
• Tory Burch's scenic bow dress feels like a countryside painting come to life. I'd style it with brown boots now (obsessed with these) and strappy sandals for an early spring party.
• La DoubleJ's bold floral shift dress is a total conversation starter and works well if you have a warm-weather autumn ahead. (Or pair it with brown tights and pointed-toe kitten heels for added warmth!)
• My grandmother always said a woman's shoulders were the last thing to go, and I believe her. For a show-stopping fall event, this black off-the-shoulder dress with tassel embroidery is stunning on women of any age. Pair with pointed-toe pumps and simple gold jewelry, and let the dress do all the talking.

These photos were taken in late August at Bourton House Garden in the Cotswolds. Easily one of the most spectacular gardens we've ever visited! Scroll down for more photos of this special property.

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