How To Get More Style Mileage Out Of 5 Transitional Fall Pieces

Admittedly, bidding the summer adieu is hard for many reasons. Saying goodbye to half-day Fridays, digging your toes into the sand, and sipping frose is always difficult (and let’s be honest, not welcomed). But when one season ends, another begins, and thankfully this time it’s a good one. Speaking of which, fall’s crisper temps mean it’s time to do the every-few-months closet swap — out with the crop tops, shorts, and flip-flops and in with the chunky knits, cozy jackets, and comfy booties. Since autumnal dressing can get a little tricky (layering in itself is difficult!), we decided to team up with the cold-weather authority UGG to bring you five key fall looks you can wear on repeat from September ’til the end of 2017.

In order to make the most of your wardrobe, it’s important to focus on a few key transitional pieces. A suede moto jacket, roomy turtleneck, embellished hoodie, flannel, and boyfriend jeans will all take you seamlessly from summer to fall and beyond. Best part? When it comes to styling fun fall looks with these pieces, you can mix things up a bit to truly get more style mileage (think: the classic hoodie layered over a shirtdress, a silky slip dress atop a knit sweater, and boyfriend jeans under your favorite tunic). Fashion is all about breaking the rules, so get some style inspo below to see how you can rewrite the rules for fall.

The Cozy Turtleneck

Is there anything comfier or more versatile than an oversized turtleneck? Instead of pairing with jeans, kick it up a notch by styling it beneath your go-to silky summer slip dress — this past season's "It" piece. Finish with some sparkly hoops, a mini bucket bag to hold your cell, and plush sneakers that are equal parts whimsical and practical.

Sheepskin sneakers, UGG.com; Fleur du Mal slipdress, intermixonline.com; Victoria, Victoria Beckham rib knit sweater, intermixonline.com; Hoop earrings, baublebar.com; Mini bucket bag, cuyana.com.

The Classic Flannel

The traditional flannel button-down isn't just reserved for apple picking anymore. The shirt goes glam when matched with a plush fur topper, leggings, and to-the-knee boots. A necklace with turquoise detail takes the look from day to night.

Tall boots, UGG.com; Flannel shirt, abercrombie.com;  Faux fur jacket, zara.com; J Brand leggings, intermixonline.com; Baublebar necklace, nordstrom.com.

The Relaxed Boyfriend Jeans

Although plenty of people wear denim year-round, it's a little more comfortable when the temps drop. Instead of the usual jeans-and-tee look, though, give your boyfriend jeans an upgrade by layering them under a flirty, off-the-shoulder tunic. Toss on a shearling hobo bag and a dainty gold choker, and slip into some blue suede mules. Save this one for date night.

Hobo bag, UGG.com; Tunic, topshop.com; Frame jeans, net-a-porter.com; Gorjana choker, nordstrom.com; Mansur Gavriel mules, fwrd.com.

The Denim Jacket

The '70s trend isn't going anywhere anytime soon. Instead of pairing the denim jacket with classic knits, throw it over your favorite floral maxi dress to take the frock well into fall. Don't forget neutral block heels to peek out under the hem, a buttery cross-body, and some retro sunnies to shield your eyes from the sun.

Vintage denim jacket, UGG.com; American Eagle maxi dress, ae.com; Crossbody bag, mango.com; Block heels, shoesofprey.com; Karen Walker sunglasses, nordstrom.com.

The Athletic Hoodie

Last year's athleisure trend is back in full swing. When it comes to the hoodie, take a new approach and layer a cropped style with a mid-length shirtdress (let the embellished ties sub in for your jewelry). Pair with some chic sheepskin-lined ankle booties, perfect for padding around town, and you're good to go.  

Ankle boots, UGG.com; Hoodie, zara.com; Shirtdress, zara.com; Gentle Monster sunglasses, saks.com; iPhone case, sonix.com.

This post is sponsored by UGG.

Design: Victoria Warnken