When the forecast can’t make up its mind, your jacket needs to do more than just look good—it has to work hard. That’s where transitional outerwear comes in. Built to layer, made to adapt, and designed with versatility in mind, these hand-picked jackets are perfect for the in-between seasons when mornings are brisk and afternoons heat up. Whether navigating the morning commute, heading out for a weekend hike, or tackling everyday errands, the right outer layer keeps you prepared for whatever the day throws your way, without sacrificing style or comfort.

Freenote Cloth Midway Jacket
Freenote Cloth’s Midway Jacket is a modern interpretation of military utility. Drawing inspiration from the rugged M42 HBT uniform American soldiers wore in the 1940s, this jacket brings timeless function and character to today’s everyday wardrobe. Its boxy silhouette and oversized chest pockets nod to its battlefield roots. At the same time, double-needle stitching at stress points ensures it’s built to take on whatever your day demands—crafted from tough yet breathable cotton ripstop, the Midway layers easily over tees or hoodies, making it a perfect transitional outer layer for unpredictable weather. Finished with a French placket closure and expandable chest pockets, this jacket blends historical grit with contemporary wearability, proving that utility and style never go out of fashion.

Barbour Royston Casual Water Resistant Jacket
Barbour’s Royston Casual Water Resistant Jacket reimagines the legendary Harrington silhouette with a refined, modern edge. Lightweight yet practical, it’s crafted from weather-resistant nylon designed to keep sudden drizzles at bay while maintaining breathability and comfort. The minimal exterior is elevated by thoughtful details—a two-way zipper, zip-close welt pockets, and a soft needlecord-lined collar that feels as good as it looks. Inside, Barbour adds its signature touch with a large-scale tartan buggy lining, making the Royston a seamless blend of heritage and innovation. Whether navigating spring showers or layering up for cooler evenings, this jacket delivers classic style and transitional versatility in one streamlined package.

Le Mont Saint Michel French Moleskin Work Jacket
The Le Mont Saint Michel French Moleskin Work Jacket is a century-strong classic that proves timeless style is built to last. Originally designed for French farmers and artisans in Normandy and Brittany, this iconic chore coat brings heritage craftsmanship into the modern wardrobe with a rugged, boxy silhouette that pairs effortlessly with just about anything. Made from heavy, tightly woven moleskin cotton, it offers impressive durability and a water-repellent finish—perfect for unpredictable transitional weather. With three patch pockets, natural corozo buttons, and a traditional hand-numbered label, this jacket doesn’t just look authentic—it is authentic. It’s the outerwear that works as hard as you do and only gets better with age.

Quince 100% Suede Bomber Jacket
The Quince 100% Suede Bomber Jacket is a timeless staple that nails the balance between rugged and refined. Crafted from top-grain goat suede leather, this jacket delivers that unbeatable soft, lived-in feel right out of the box. Its fully lined interior keeps you warm on breezy days, while the classic bomber silhouette—with a stretch cotton rib collar, cuffs, and hem—gives it a tailored yet laid-back vibe. With YKK zipper closure, sleek side zip pockets, and two roomy interior compartments, it’s built for real-life functionality. Whether layering it over a hoodie or dressing it up with a button-down, this jacket earns its place in your rotation year after year.

Umber & Ochre Akash Chore Coat
The Umber & Ochre Akash Chore Coat is a true workwear classic, elevated with artisanal craftsmanship and thoughtful design. Made from 100% handspun, handwoven cotton and dyed using natural, sustainable methods, this coat combines a unique textured feel with everyday utility. Its midweight fabric and longer length make it an ideal layering piece for all seasons, while the relaxed fit ensures comfort and versatility. Details like bone buttons, hand-rolled felled seams, and multiple patch pockets—complete with side entry for added convenience—reinforce its durability and function. Finished with a straight hem and a collar that subtly spreads across the collarbone, the Akash Chore Coat delivers timeless style with heritage roots, ready to work as hard as you do.

Quince Sweater-Knit Fleece Full-Zip Jacket
The Quince Sweater-Knit Fleece Full-Zip Jacket is a no-fuss essential built for brisk days and effortless layering. Made from 100% recycled polyester fleece—equivalent to 15 plastic bottles—it’s a sustainable choice that doesn’t skimp on performance or comfort. With a smooth sweater-knit exterior and a plush, brushed fleece interior, this midweight layer adds warmth without the bulk. Flat-seam construction enhances mobility, while shape-holding trim at the cuffs, hem, and armholes keeps the fit dialed in. Zippered hand pockets and a secure chest pocket add function to its clean, classic look. Whether you’re headed for the trail or tackling errands, this jacket makes a solid case for everyday wear with a lighter footprint.

Portuguese Flannel Labura Linen Chore Coat
The Portuguese Flannel Labura Linen Chore Coat delivers the kind of craftsmanship that speaks volumes in subtle ways. Made in Guimarães—a historic hub for Portuguese textile tradition—this chore coat leans into timeless workwear roots with an elevated, refined touch. Crafted from 100% pure linen, it’s breathable and midweight, making it an ideal transitional piece for warmer weather. The relaxed, straight fit allows for effortless layering, while the clean lines and practical pockets bring versatility to your everyday uniform. With its button-front closure and minimalist silhouette, this jacket feels just as at home in the city as it does on a weekend getaway.

Taylor Stitch Ojai Chore Coat
The Taylor Stitch Ojai Chore Coat blends old-world charm with modern utility, making it a go-to layer for just about any setting. Inspired by 1800s French workwear, its timeless silhouette lands squarely between refined and rugged, so it plays just as well over a button-down as it does with a vintage tee. This latest edition comes in a rich smoked olive organic cotton twill, giving it a military-inspired edge and a lived-in feel thanks to a heavy stone wash. Functional touches like a chest pocket with pen slot, dual-entry lower patch pockets, and durable ring-back buttons make it a hardworking companion. Built to last and designed to evolve beautifully over time, the Ojai is the kind of jacket that tells a better story with every wear.

Quince 100% Suede Overshirt
The Quince 100% Suede Overshirt is the piece that effortlessly bridges the gap between rugged and refined. Crafted from buttery-soft goat suede and partially lined with smooth poly satin, it delivers elevated texture without sacrificing comfort. With its relaxed fit and versatile design, this overshirt layers like a pro—wear it open over a tee for casual cool or buttoned up as a sleek midlayer when the temperature dips. Thoughtful details like side slits, a chest pocket, and adjustable cuffs round out the utility, while the sustainably tanned, biodegradable leather underscores its conscious craftsmanship. Whether heading out or staying in, this overshirt pulls it all together.

District Vision Ultralight Packable DWR Wind Jacket
The District Vision Ultralight Packable DWR Wind Jacket is a minimalist’s dream built for maximum performance. Made from ultra-lightweight 55 gsm Italian-milled micro-ripstop, this wind jacket is tough enough to handle the elements while staying virtually weightless. A non-PFC DWR coating helps deflect light rain and wind, while the wide back vent ensures optimal breathability during high-output moments. Whether logging miles on misty mornings or navigating unpredictable spring weather, this jacket moves with you and keeps you dry. When the skies clear, it packs down neatly into its rear pocket, ready to disappear into your bag until you need it again.