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11 Key Summer-to-Fall Pieces to Complete Your Transitional Outfits

As we say goodbye to the glorious summer days, we welcome a whole new lineup of versatile essentials to curate the perfect transitional outfits.

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Although it’s hard to acknowledge that summer is almost over, the excitement of a new season setting in—and with it endless new fashion possibilities—is almost enough to make us forget about the sun-kissed beach days and delightful warm nights. And while it’s difficult to say goodbye to those carefree mini shorts and playful crop tops that have been accompanying us all season long, we look forward to welcoming cozy knits, sleek leathers, and soft wools back into our everyday rotation. Plus, despite having enjoyed our love affair with bright colors and vibrant prints throughout the sunny days, the soft fall palette that awaits feels just as thrilling. With sophisticated shades of bordeaux, brown, olive, and grays giving us a warm welcome into the chilly days, we get ready to dive into fall fashion.

Nevertheless, as September kicks in and we navigate through that awkward summer-to-fall shift with its ever-varying temperatures and unpredictable weather conditions, dressing to leave the house becomes a demanding challenge. Is it still hot enough for shorts? Would a jacket be too much? Will I be cold in the morning? Will I sweat in the afternoon? Because of this, it’s important to be able to count on a practical wardrobe that accompanies you through this uncomfortable passage and helps you build the perfect transitional outfits for any occasion. It’s not about acquiring a whole new wardrobe, but finding the key pieces to help you maneuver through this capricious time of the year as effortlessly as possible.

From timeless trench coats to trendy cardigans, and even pieces that can be transformed and adjusted to your everyday needs, these are the 11 key essentials to incorporate into your transitional outfits.

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TWP

Suede is undoubtedly one of the most reliable fabrics to wear during the fall, and TWP's button-down is a top choice for embracing this timeless texture. Crafted from ultra-soft suede, it drapes effortlessly for a flattering fit that exudes laid-back luxury. If you are looking for the perfect addition to your transitional outfits, this piece offers you both versatile and effortless appeal, easily adapting to layered looks or standing alone as a statement piece.

TWP Boyfriend Shirt in Suede, $1,595, TWP

Brown shirt in suede on model
Rue Sophie

Continuing everyone’s love for business wear and channeling Gen Zers' adoration for the office siren trend, this wool midi skirt from Rue Sophie is the perfect piece to transition your summer business attire into fall. Crafted from a luxurious wool-blend, this skirt offers both warmth and sophistication, making it ideal for the cooler months. The classic midi length and tailored silhouette will add a touch of professionalism to your transitional outfits for this fall.

Rue Sophie Le Marais Skirt, $198, Rue Sophie

Wool skirt in grey with white shirt and high boots
Khaite

When it comes to creating a transitional outfit, there's no denying that a leather coat is a must-have. Crafted from supple lambskin, Khaite's contemporary take on the timeless leather coat features a structured silhouette with a sharp collar and subtle topstitching, offering a sophisticated yet bold statement. Its sleek black texture and unique front-tie detail ensures versatility, allowing you to pair it effortlessly with both casual and elevated looks.

Khaite Micky Coat in Black Leather, $5,800, Khaite

Belted leather jacket in black by Khaite
Nili Lotan

A classic trench coat is another must-have transitional piece for the fall weather, and Nili Lotan's is the ultimate modern take on this timeless staple. Its unique olive green tone adds a touch of fall, making it easy to layer over both casual and polished outfits. Thoughtful details like the wide lapels, belted waist, and deep pockets elevate its functionality while maintaining a minimalist aesthetic. Whether you're navigating the city streets or heading to a weekend getaway, this trench coat ensures you have the perfect transitional outfit as the temperatures drop.

Nili Lotan Toussaint Trench Coat, $1,150, Nili Lotan

Olive green trench coat by Nili Lotan
Loewe

With its bubble sleeves and baby pink accents, Loewe's mohair sweater is the perfect piece to reintroduce chunky sweaters back into your wardrobe. Playful yet chic, this charming sweater combines cozy comfort with high-end style, featuring the brand's signature logo subtly woven into the mohair blend. The relaxed fit makes this piece perfect for layering and adding a subtle touch of color to your transitional outfits.

Loewe Anagram Sweater in Mohair, $1,300, Loewe

clothing knitwear sweater
Love, Bonito

It may be getting cooler out, but that doesn't mean you have to start wearing your huge puffer jacket just yet. With Love, Bonito's reversible quilted puffer, you can start incorporating warmth into your wardrobe without sacrificing style. This versatile piece offers two looks in one, with one side featuring a sleek quilted design and the other showcasing a minimalist, solid color doubling the amount of transitional outfits you will have this fall.

Love, Bonito Pierre Reversible Quilted Puffer Jacke, $145, Love, Bonito

Quilted bomber jacket by Love, Bonito
Attersee

Transitional outfits depend on unique outerwear items and this wrap from Attersee is the perfect piece to elevate your seasonal wardrobe. Crafted from a luxurious wool blend, this chic shawl design offers both warmth and style as the temperatures drop. Its rich navy hue exudes timeless elegance, while the wrap design allows for versatile styling. Perfect for those in-between weather days, this wrap is a must-have addition to your fall collection.

Attersee The Wrap, $795, Attersee

Knit wrap in navy blue on model
Guest in Residence

Cardigans are proving to be one of the key elements for the upcoming fall 2024 season, and this casual design by Guest in Residence is the perfect piece to bring your transitional outfit to the next level. Featuring a front closure and a rich burnt orange hue, this cardigan can be paired with its matching pants for the ultimate cloudy weekend outfit. Crafted from luxurious cashmere, it offers unparalleled softness and warmth, making it an ideal layering piece as the weather cools.

Guest in Residence Stealth Cardigan, $285, Guest in Residence

Cashmere matching set in red on model
Louise Misha

A key transitional piece is one that offers a variety of ways to wear it, and this versatile jacket from Louise Misha is just the piece to do that. With its reversible design and removable sleeves you can easily switch between a warm honey jacket to a dark printed vest. The cozy, quilted fabric provides just the right amount of warmth for those crisp autumn days, making this the perfect piece to complete your summer-to-fall transitional outfits.

Louise Misha Nelina Jacket Honey-Charcoal Poem, $400, Louise Misha

Mixed-print jacket with detachable sleeves
Loro Piana

Featuring soft cotton and a midi-length design, Loro Piana's Tazawa skirt is an obvious choice when curating your transitional wardrobe. Its muted tone and warm cotton fabric allow for this piece to be layered with anything from an oversized leather jacket to a cozy knit sweater, effortlessly adapting your wardrobe for the perfect transitional outfit.

Loro Piana Tazawa Skirt Cotton, $1,850, Loro Piana

Off-white skirt on model
Frame
Denim-on-denim has always been a beloved style, and this fall, some of the top designers decided its making a major comeback. With this oversized denim jacket from Frame, you can effortlessly carry this chic trend from the runways into your transitional wardrobe. Its relaxed fit and classic wash make it a versatile piece that pairs seamlessly with anything from knits to leather.

Frame Oversized Denim Jacket, $598, Moda Operandi

High-neck denim jacket by Frame

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