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What I’m Wearing to the Coffee Shop This Fall
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items If I disappear for a few hours on a fall weekend, there’s a good chance I’m at my favourite coffee shop with a latte in one hand and a book in the other. These are the outfits I’d actually wear all season long. They’re cozy, classic, comfortable, and...
Sections
6
Sweaters & Knits
Jackets & Coats
Bottoms
Shoes
Purses
Accessories
Sweaters & Knits
The cozy knits I’d reach for before heading out for my favourite fall coffee run.
The definition of effortless fall style. I love this with straight-leg jeans, loafers, and a warm latte in hand.
Women's 100% Organic Cotton Roll Neck Sweater
A chunky ivory knit is a fall staple in my closet. Perfect for crisp mornings, bookstore browsing, and slow weekends.
Women's 100% Organic Cotton Fisherman Crew Sweater
Casual, cozy, and perfect for those mornings when comfort is the priority but you still want to look cute.
OFFLINE By Aerie Cool Down Quarter Zip Waffle Sweater
Perfect for those early fall mornings when it’s still warm enough to skip a heavier knit. It layers beautifully under jackets later in the season.
Reformation Solene Cotton Sweater Tee
A relaxed sweater you’ll reach for over and over. Comfortable enough to read in for hours but polished enough to wear all day.
Madewell Rib Drop-Shoulder Crewneck Sweater
The iconic bear sweater has such a classic, preppy feel. It instantly gives every outfit that cozy coffee shop aesthetic.
Polo Ralph Lauren Cotton Bear Long Sleeve Crew Neck Pullover
Jackets & Coats
The finishing layer that makes every fall outfit feel complete.
If you’ve followed any of my fall fashion lists, this jacket won’t surprise you. I genuinely think it’s one of the best pieces you can own for autumn.
Organic Waxed Cotton Barn Jacket
An easy throw-on layer that pairs with everything from denim to trousers. Perfect for cool mornings before the sun warms things up.
Madewell Denim Chore Jacket
Classic, timeless, and one of those investment pieces you’ll wear for years. It feels made for coffee shops, country roads, and fall weekends.
Barbour Barbour Beadnell Quilt Barn Jacket
Relaxed, polished, and effortlessly British-inspired. I’d throw this on over almost any outfit for a crisp morning coffee run.
Barbour Barbour Ovingham Casual Jacket
Bottoms
Comfort is non-negotiable, but I still want to look like I have my life together.
These have become one of my favourite denim silhouettes. They’re comfortable, flattering, and look just as good with loafers as they do with sneakers.
Levi’s Ribcage High Waist Wide Leg Jeans
Barrel jeans are having a moment, and this pair feels modern without being over the top. I’d style them with a simple knit and a good cup of coffee.
Madewell Darted Utility Barrel Leg Jeans
A classic pair of white wide-leg jeans you’ll reach for all season. They’re relaxed, effortless, and perfect for slow Saturday mornings.
Madewell Ultimate Wide Leg Jeans
The cropped length works beautifully with loafers, ballet flats, and ankle boots, making these an easy choice all fall long.
Wide High Ankle Jeans
These are what I’d wear when I want the comfort of lounge pants but still want to look put together enough to leave the house.
Wherever You’re Going Medium Wash Denim Wide Leg Drawstring Pants
When I want something a little more polished than jeans, these are the first pants I’d reach for. They’re comfortable enough for hours spent reading but still look elevated for brunch or a coffee date.
Daydrift High-Rise Straight-Leg Trouser
Shoes
The shoes I’d actually wear from my morning coffee run to an afternoon of bookstore browsing.
My go-to boot for fall. It pairs effortlessly with straight-leg jeans, wide-leg denim, and cozy sweaters without ever feeling overdone.
Madewell The Benning Chelsea Boot
Because the best coffee shop mornings sometimes come with rainy weather. These keep your feet dry without sacrificing style.
Hunter Original Waterproof Chelsea Rain Boot
For the mornings when I want to dress things up a little. The low heel feels polished but is still comfortable enough for wandering around town.
Sam Edelman Saige Heeled Booties
These add the perfect touch of warmth to any fall outfit. They look especially good with cozy knits and wide-leg jeans.
Stand Corrected Brown Faux Leather Suede Ankle Boots
Boat shoes are having a well-deserved comeback, and I’m fully on board. They give every outfit that effortless East Coast, coffee-by-the-water feel.
Sperry Authentic Original Boat Shoe
When comfort wins, these are what I’m reaching for. They work with just about everything and are perfect for long mornings spent exploring local shops.
Adidas Gender Inclusive Samba OG Sneaker
Purses
Big enough for a book, small enough to grab and go.
This is the kind of everyday bag that works with everything. It easily fits my Kindle, wallet, and coffee shop essentials while still looking timeless.
Romy Handwoven Satchel
Perfect when I want to travel light. It’s an easy crossbody that keeps everything close while leaving my hands free for coffee and books.
Sloane Handwoven Sling Bag
I’ve loved this bag since it launched. It’s classic, understated, and the kind of investment piece that instantly elevates even the simplest fall outfit.
Brooklyn Shoulder Bag 28
Accessories
The little details that make every coffee shop outfit feel finished.
Nothing says fall quite like wrapping up in a soft cashmere scarf before heading out for your morning coffee. It’s a timeless piece you’ll wear year after year.
Cashmere Scarf
A cozy layer that instantly elevates even the simplest sweater and jeans. Perfect for those crisp mornings when there’s just enough chill in the air.
Rhya Wool Cashmere Scarf in Navy
The kind of hat I throw on when I’m heading out with second-day hair and still want to look put together. It adds that effortless, relaxed feel I love.
Polo Ralph Lauren Chino Sport Cap
Once the temperatures really start to drop, a cozy beanie becomes a staple. This one is classic, warm, and made for slow fall mornings.
White & Warren Cashmere Plush Rib Beanie
A claw clip is always in my bag. It’s the quickest way to throw my hair up while reading or sipping my coffee without sacrificing style.
Gimme Beauty Lay Flat Oval Claw Clip Duo
Fall sunshine deserves a good pair of sunglasses too. These add a polished finishing touch whether you’re walking to your favourite café or browsing the farmers’ market.
Quay Could Never 35mm Square Sunglasses
Simple gold hoops are one accessory I wear almost every day. They’re understated, timeless, and go with every outfit on this list.
Madewell Demi-Fine Huggie Hoop Earrings