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What I’m Wearing to Work This Fall
45
items Building a work wardrobe doesn’t have to mean sacrificing comfort. These are the pieces I’d actually wear on repeat this fall, from cozy sweaters and tailored trousers to timeless shoes, practical bags, and the everyday essentials that make busy work...
Sections
7
Shirts & Sweaters
Bottoms
Layers
Shoes
Bags
Accessories
Shirts & Sweaters
Comfortable, polished, and easy to mix and match. These are the tops I’d actually reach for during a busy workweek.
A great white tee is a wardrobe essential, and I love that this one gives you a smooth, polished look without constantly needing to be tucked back in. It’s one of those basics you’ll wear on repeat.
Good American Sculpting Tee Thong Bodysuit
This is the kind of piece that makes getting dressed effortless. It layers beautifully under blazers and cardigans, stays perfectly tucked in all day, and pairs with everything from tailored trousers to dark denim.
Reformation Emmeline Knit Bodysuit
I love adding a denim vest to my fall wardrobe. It’s an easy layering piece that pairs beautifully with a striped tee, lightweight sweater, or crisp button-down.
Seamed Denim Vest
This is the kind of blouse that makes getting dressed easy. It feels polished enough for meetings but still comfortable enough to wear all day.
Bubble Blouse
Short sleeve knits are one of my favourite transition pieces. They’re polished, incredibly versatile, and perfect for those early fall days before jacket season really begins.
Short Sleeve Cashmere Sweater
A denim shirt instantly makes an outfit feel relaxed while still looking put together. I’d wear this with black trousers, cream denim, or layered under a vest once the weather cools down.
The Everyday Shirt in Denim
A crisp white button-down is one of the hardest-working pieces in my closet. I wear it tucked into trousers, layered under sweaters, or open over a tank for an effortless smart casual look.
The Oversized Shirt in Cotton Poplin
The kind of sweater that works with everything. It’s relaxed, comfortable, and exactly what I’d reach for on a busy workday when I still want to look put together.
Marine Layer Seabreeze Crew Neck Sweater
Nothing says fall quite like an oversized knit. I’d pair this with wide-leg trousers or dark denim for an outfit that’s equal parts cozy and professional.
Pilcro Harlow Oversized Roll Neck Sweater
This has that classic countryside-inspired style Barbour does so well. It’s an easy piece to throw on for casual office days while still looking polished and intentional.
Barbour Hinton Pullover
I can’t decide which I love more. The tan is a timeless neutral, while the red adds the perfect pop of colour to a fall wardrobe. Either one would become a staple.
Pilcro Alani 100% Cashmere Mock-Neck Sweater
Bottoms
Comfortable enough for all-day wear and polished enough to take me from my first coffee to the end of the workday.
These are one of my favourite affordable workwear finds. They have a similar feel to much pricier trousers, they’re comfortable enough to wear all day, and they look just as good with sneakers as they do loafers.
High-Waisted SleekTech Trouser Pants
If I could build my work wardrobe around one pair of trousers, it would probably be these. They’re timeless, beautifully tailored, and instantly make even the simplest sweater look elevated.
Reformation Mason Pant
I’m always drawn to a subtle plaid in the fall. It adds just enough interest while still working like a neutral, making these an easy choice with sweaters, button-downs, or simple tees.
Extra High-Waisted Taylor Wide-Leg Trouser Pants
Dark, polished denim is completely at home in a smart casual office. These are the jeans I’d reach for on casual Fridays or days filled with meetings outside the office.
Good American Soft Tech Good True Straight Jeans
A great straight-leg jean is one of the most versatile pieces in my wardrobe. They’re structured enough to feel professional while still being comfortable for a full workday.
AE Curvy High-Waisted Stovepipe Jean
Wide-leg denim has become one of my favourite workwear staples. Paired with a fitted knit or crisp button-down, they create an outfit that feels modern, comfortable, and effortlessly put together.
AE Super High-Waisted Baggy Wide-Leg Jean
Layers
These are the pieces that make every outfit feel complete. Easy to throw on, endlessly versatile, and perfect for crisp fall mornings.
A leather jacket instantly adds a little edge while still looking put together. I love this rich brown colour for fall because it pairs beautifully with cream, denim, black, and every warm neutral.
100% Leather Cropped Zip-Front Jacket
A short trench is one of my favourite alternatives to a traditional blazer. It instantly elevates an outfit while still feeling relaxed enough for a smart casual office.
Short Trench Jacket
Every work wardrobe needs a great black blazer. I’d wear this over a bodysuit, a lightweight sweater, or even a simple white tee when I want to look a little more polished.
Stretch Twill Classic Blazer
This is the kind of coat that makes every outfit underneath look more expensive. It’s timeless, sophisticated, and the perfect layer once the temperatures really start to drop.
100% Merino Wool Shawl Collar Long Coat
Shoes
Comfortable enough for busy days and polished enough to finish every work outfit.
Boat shoes are having such a moment this fall, and I completely understand why. They add a classic, preppy feel to trousers, denim, and even tailored skirts while staying incredibly comfortable for all-day wear.
Sperry Authentic Original™ 2-Eye Boat Shoe
A great loafer is one of the most versatile shoes you can own. These instantly make an outfit feel polished and are the pair I’d reach for when I know I’ll be on my feet all day.
Italian Leather Soft Loafer
For workplaces where clean sneakers are part of the dress code, these are hard to beat. They look polished enough for smart casual outfits while keeping you comfortable from your morning commute to the end of the day.
Veja V-90 O.T. Leather Sneakers
The Sambas have earned their spot as a wardrobe staple. They add a modern, effortless feel to wide-leg trousers and relaxed denim without sacrificing comfort.
adidas Samba OG Sneakers
When I want to dress things up just a little, this is the pair I’d reach for. The heel is polished without feeling overdone, making these perfect for meetings, presentations, or dinner after work.
Sam Edelman Saige Heeled Booties
I love the clean, elevated look of these. They’re a modern take on a classic Chelsea boot and pair beautifully with cropped trousers, wide-leg jeans, and cozy knits.
STAUD Wally Chelsea Boots
If I could only own one boot for fall, it might be these. They’re timeless, endlessly versatile, and work just as well with tailored workwear as they do with casual Friday denim.
Madewell The Benning Chelsea Boot
Bags
The bags I’d reach for every workday. Practical enough to carry the essentials but polished enough to elevate every outfit.
This is exactly what I look for in a work bag. It’s timeless, spacious enough for a laptop and everything else I carry throughout the day, and the cognac leather will only get better with age. It looks far more expensive than its price tag.
Classic Italian Leather Tote
This is the bag I’d grab on days I don’t need my laptop. It’s effortlessly chic, roomy enough for the essentials, and instantly elevates even the simplest outfit.
COACH Brooklyn 28 Shoulder Bag
Perfect for commuting, errands after work, or weekend plans. I love having a classic hands-free bag that works with everything in my wardrobe.
COACH Pebbled Crossbody Bag
Accessories
The finishing touches that make every outfit feel a little more polished.
A classic watch instantly makes an outfit feel more put together. I love the timeless design, and it’s a piece I’d wear every single day.
Cendré Bridgette Oval Watch
Simple gold hoops are one accessory I never get tired of. They go with absolutely everything and add just the right amount of polish.
Madewell Demi-Fine Huggie Hoop Earrings
A great pair of aviators is always in style. These are the perfect finishing touch for morning commutes, lunch breaks, and sunny fall afternoons.
I-SEA Classic Pilot Aviator Sunglasses
If you spend your day behind a computer like I do, blue light glasses are a must. I love that these are both practical and stylish.
Elite Eyewear Flat-Top Aviator Blue Light Readers
These are always in my work bag. They’re perfect for throwing my hair up between meetings or whenever I need it out of my face.
TELETIES Flat Rectangle Hair Claw Clips, Set of 2
Part scarf, part wrap, part office blanket. It’s the perfect extra layer for chilly mornings, over-air-conditioned offices, or heading home after work.
Cashmere Wrap
Workday Essentials
The little things I keep with me that make every workday a little easier.
A sleek laptop sleeve is one of those essentials I never leave home without. It keeps everything protected while looking polished.
Thule Subterra Water-Resistant 2 Laptop Case
My coffee stays hot through busy mornings, and it’s sturdy enough to toss in my work bag without a second thought.
YETI Rambler 14-Ounce Stackable Mug
I’m still someone who loves writing things down. A beautiful notebook makes meetings, to-do lists, and brainstorming just a little more enjoyable.
Rifle Paper Co. Garden Party Spiral Notebook
Bringing lunch is one of my favourite ways to save money during the workweek, and this one is as cute as it is practical.
Insulated Lunch Bag in Gingham
The easiest makeup product to keep in my bag. It adds a hint of colour and hydration in just a few seconds.
Merit Shade Slick Vegan Tinted Lip Oil
Perfect for my commute, listening to podcasts, or focusing during the workday without distractions.
Apple AirPods 4 Wireless Earbuds
I love sneaking in a chapter during my lunch break or while waiting for appointments. It makes it so easy to fit more reading into my day.
Amazon Kindle Paperwhite (2024)
Dry office air is no match for this. It keeps my hands moisturized, smells amazing, and always feels like a little luxury during the day.
Being Frenshe Hydrating Hand Serum Lotion with Squalane & Shea Butter