1. Statement-making shacket

The soon-to-be MVP (most versatile piece) of your outerwear lineup, the hybrid shirt-jacket is a natural choice for everything from crisp afternoon outings to laidback date nights. Our Stylists cite the shacket as one of their favorite ways to debut the season’s bold patterns: “Plaid adds dimension and interest to any simple outfit,” says Stylist Alicia L., “A neutral plaid pairs with everything from sweater dresses to relaxed tees and jeans, while a bold plaid is a great way to gently nudge your style out of your comfort zone.” 

 

2. Straight leg denim

There’s trendy denim made to love for a hot minute, and there are tried-and-true classics you’ll tap season after season. Straight-leg jeans are the latter, which is why every closet needs a pair…or a few. The ways to wear this vintage-y silhouette are endless. Whether paired with slouchy sweaters or doubled up with a jean jacket (yes, a Canadian tux is forever and always in style), they lend any ‘fit instant cool factor.

 

3. Boho blouse

Demure puff sleeves, sweet tie details, rich fall colors—boho blouses have all the makings for top-notch-top status. Count on the versatile, free-flowing silhouette to soften a pencil skirt for your 9-to-5, or add polish to cool cargos for the weekend. And with options spanning the spectrum from moody florals to crisp geo prints, the style adventure is yours for the picking.

 

4. Day-to-night dress

Presenting your 5-seconds-flat fall outfit: the anytime dress. An easy, printed silhouette is impressively versatile. For Sunday brunch, top a swingy mini with a chunky sweater and suede boots (accessorizing with a mimosa here is totally optional, but encouraged). Or when a night out calls, sleek leather up the edge of a flowy midi. Whichever twirl-approved look is your vibe, you’ll be dressed to impress this season. 

 

5. Novelty cardigan

This staple is so good, it inspired a chart-topping song. It’s the intersection of cozy and cool. It’s the cardigan, and it’s destined to be a cornerstone of your fall style. Sure, grandpa wore it first, but this knock-out knit layer feels so fresh when paired with longer proportions and novelty prints. Pair with slim trousers and loafers to nail fall’s trending collegiate-chic look, or when chilly days roll around, pile on the texture over a base-layer turtleneck. However you wear it, you’ll put it on and say it’s your favorite.

 

6. Heeled ankle boot

Move over PSL, because there’s nothing more quintessentially fall than a heeled bootie. From major moto-inspired styles to minimal kitten-heel pairs, you’ll get endless wear from this shoe icon. Have an orchard visit planned? Boot up in a lug-sole silhouette that’s chic with cropped denim and walkable around the patch. And when Friendsgiving invites show up, you’ll give thanks for a dress-up-or-down leather bootie that plays perfectly with a floral dress. 

 

7. Tailored blazer

Fall is synonymous with really chic outerwear. Case in point: timeless blazers that pull virtually every look together. Debuting some denim? Throw on a campus-cool plaid blazer with a crisp white button-up for a look that’s classically charming. Or, take the opportunity to show off rich fall colors (we can’t get enough of fall’s trending back-to-nature hues). And according to Stitch Fix Stylist Alicia L., this season’s iterations are all about “new longer lengths, oversized fits, and lightweight fabrics with a little stretch. So it’s a win-win: you’ll look great and feel comfortable!”

 

8. Utility pants

Meet the season’s “it” pant: wider-than-wide leg utility trousers ranging from comeback cargo styles to patch-pocket pairs. Equipped with the kind of low-key-cool vibe that’s perfect for weekend errands, this practical pant can also look put-together—just mix in polished staples. A cozy sweater or silky tank adds texture, while an edgy leather jacket provides structure. Bring it all home with sweet flats or heeled mules that take the hard-working silhouette out of carpenter territory.

 

9. Moto jacket

Hello, moto. Sleek, chic and oh-so wearable, a buttery biker jacket is the season’s game-changing outerwear style. And, bonus, it’s an unsuspecting closet chameleon. Need proof? The rocker-cool silhouette is a no-brainer for a night on the town—just add a strappy tank, flared denim and high-shine heels. For the office, tone it down with a basic-button up and watch the compliments pile up faster than fall leaves.

 

10. Crossbody carryall

Because every fall closet needs a failproof outfit clincher, enter: the crossbody bag. With a whole world of luxe leathers, supple suedes and autumnal hues to choose from, it’s the perfect throw-on-and-go accessory for any activity on your agenda. Count on this chic satchel to up the style ante of your apple picking outings, or make navigating the farmer’s market a breeze (courtesy of its hands-free silhouette). Give a midi dress and booties a wash of fall color with a pop of plum, or let a bold printed top shine with an understated neutral. 

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Get styled by Stitch Fix this fall

Let our Stylists help sort out your fall style, whatever you have going on. Take your style quiz, schedule a Fix and get ready to receive an array of autumnal styles that fit your unique taste. Try on your new fall outfits in the comfort of your own home. Pay for what you love, and send back the rest. Shipping and returns are always free, and there’s no subscription required. You enjoy the season’s activities, we’ll take care of the shopping.