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Fall invites us to take a fresh look at the classic preppy trend. From blazers to layer to the traditional loafer and button-down, our stylists pay homage to the prep-school style while staying refreshingly modern.

The Blazer

Blazers are quite possibly the most essential staple for every closet. They transcend seasons, trends, even decades. Here are just a few of our favorites for Fall.

Preppy Plaids

The ultimate prep-school pattern, plaid is also the quintessential Fall look–and the trend could not be hotter this year. From skirts to sweaters to jackets to vests, the heritage pattern can be worn classically on its own or combined with other patterns to make a statement.

The Loafer

Next to plaid skirts, nothing says school-style like the loafer. Elevate your everyday flats with a sophisticated pair. They instantly pull together your look with minimal effort.

Let’s face it. The last thing you want to do while you’re lounging in your favorite new bathing suit on the beach, the sun beating down on your perfectly SPF-protected face is to lace up your sneakers (no matter how cute they may be) and get a workout in. Buzzkill, right?

Not if you have the right look. Invest in one of these four stylist-approved activewear looks featuring pieces that are so good you’ll actually be excited to go for that morning run. Or, at the very least, be compelled to take that “Sweat Girl Summer” Instagram post-workout.

The Feel: Monochromatic

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The Feel: Competitively Stylist

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The Feel: Just For Fun

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The Feel: Cozy Casual

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From sweat sessions to weekend errands to lounging at home, elevated activewear is the way to go. With fashion-forward designs, performance fabrics, and comfort at the forefront, you can’t go wrong. It’s time to sweat (or nap) in style.

So now it’s on you! How are you going to choose to sweat in style?

For the street style lovers in the crowd, we highly suggest checking out Nili Lotan, who recently collaborated with athleticwear staple Champion.

Merging Champion’s timeless athletic heritage with Nili Lotan’s effortless yet elevated aesthetic is a no-brainer. Each style is meant to be interwoven with the styles of Nili Lotan’s main collection and can easily be dressed up or down. Perfect for a workout, running errands, lounging on the weekends, or travel, they are made to go beyond the workout.

Shop the collaboration today.

It’s no longer a daydream – vacay time is here! You’ve had plenty of time to plan where you’re going, now let us help you pack your bags. Our stylists have created looks around the transitional pieces you need for stylish getaways in sunny destinations. Sail, on, traveler!

Versatile Skirt

This white skirt from Rails easily serves as the sweetest swimsuit cover-up at the beach while also seamlessly transitioning to dinner at the resort. Trade in the bikini top for this colorful A.L.C. crop and tie it all together with this season’s most travel-friendly Simon Miller slides.

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Denim Jacket

No suitcase is complete without a denim jacket. The queen of lightweight layers, the denim jacket is perfect for warmer days and cooler nights. Wear it on the plane for comfort, pair it with a skirt for breezy afternoons, and throw it over a dress for dinner in town. A woven slide like this one from Either/Or is the perfect companion.

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Simple Sandal

If you only bring one item, make it a minimalist lightweight sandal like these from Emme Parsons. The effortless style is comfortable for afternoon strolls, casual enough for days at the beach and easily dressed up for dining under the stars or sun. A sunhat like this straw hat from Zonarch and one of Prism’s woven handcrafted basket bags are the perfect way to accessorize for your Spring getaway.

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Oversized Button-Down

The boyfriend button-down will forever be a vacation necessity. Worn over a swimsuit at the beach, you’ll instantly feel sunkissed and cool-girl chic. Paired with a cami and dressy shorts like these from Matthew Bruch you’re ready for coffee, cocktails, or the next adventure that awaits.

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Flowy, relaxed trousers and denim are the perfect step up from the reigning sweats and leggings of 2020. Tailored yet loose, they’re comfortable, cool, and effortless. You’re guaranteed to feel confident and a little bit elegant with this new elongated silhouette.

Lightweight Linen

An extra breezy feel to an already flowy silhouette, this linen trouser from Rails is the epitome of summer style. Paired with a neutral top and accessories, the look is sophisticated but relaxed.

Brendon Pants in Wheat by Rails; Lily Sweater by Eleven Six; Chaplin Hat by Janessa Leone;
Roseo Black Chunky flip flops by ATP Atelier; Core Checkerboard Lunchpail by Cesta Collective.

The Boyfriend Jean

Forever on trend, the boyfriend jean gets a slightly slouchier look this season. This pair from E.L.V. Denim sits high on your waist, giving the illusion of longer legs (win!). Bonus, this pair is sustainable and part of the brand’s zero-waste initiative (double win!). A feminine peach crop sweater and chunky heels streamlines the look.

Light Blue Match Boyfriend Jean by E.L.V. Denim; Peters II Cardigan by A.L.C.; Winnie Bra by A.L.C.; CARMEN Beige Zebra Pumps by Intentionally Blank; The Keith Fringe Crossbody by Nili Lotan.


Statement Satin

This bold pant from Brochu Walker is made of luxurious Japanese textured liquid satin, giving it a fluid movement that lets you flow through your day with ease. The wide, palazzo leg and adjustable waist give comfort while the pop of color elevates the look.


The Gorja Pant by Brochu Walker; Paltrow Top by A.L.C. ; Adriana Hat by Janessa Leon; Maternité Tote by Clare V. ; Lico Sandal by Rachel Comey.

Seaworthy Stripes

Sailing the seas conjures the ideal image of chic comfort: linen flowing in the breeze, nautical stripes exuding casual confidence. These belted linen pants from Rails accomplish this exact feel and you’ll never want to take them off. Toned down with sneakers and a tee, you can go from the seas to the street with ease.

Jess in Laguna Stripe Pants by Rails; Printed Brady Tee by Nili Lotan; Robinson Sunglasses by Lowercase; Mifuko Kiondo Tote by Prism; OCA Low Stripe Charcoal Grey Suede Sneaker by Cariuma