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Welcome to 10 Things to Buy, a monthly shopping list that helps you shop smarter by focusing on the 10 key items to add to your cart that month if your wardrobe is in need of a boost. As a Who What Wear editor for the past 12 years, I’ve spent many hours advising people on what to shop for during any given season, so you’re in good hands. Whether you’re shopping for cold weather, warm weather, a vacation, or a wedding, I’m here to offer up the most seasonally appropriate suggestions. Be sure to return at the start of each month for more.
Fall is in full swing, and your schedule is likely packed. It’s a busy time of year, and you’re going to need things to wear for the many occasions on your calendar. Sorry, shopping is yet another thing to do this month, but luckily, you have me to help with that. As I do every month, I’ve chosen the top 10 things to shop right now. For October, I focused on trend-forward items that are easy to incorporate into your outfits and that will give them an instant seasonal boost.
Scroll to discover your top-10 edit for October 2026, from the elegant jacket style every fashion person is shopping for right now to the exact sweater color you need.
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Brocade Jacket
For fall, outfits with an air of opulence are getting all the attention, and the key piece to achieve the look is a brocade jacket. Even when you pair it with just jeans and flats, you’ll look so fall 2026.
Reformation
Matilda Jacket
ZW Collection
Peplum Jacket
Dries Van Noten
Floral-Jacquard Jacket
Glove Boots
Glove flats and glove pumps are still trending, so it’s only natural that glove boots are next.
Reformation
Remy Leather Flat Ankle Boots
The Row
Cindy Suede Ankle Boots
Madewell
Paisley Flat Glove Boots
Dressy Cigarette Pants
Now that Hailey Bieber has given her stamp of approval to satin cigarette pants, all will follow.
ZARA
Straight-Leg Satin Pants
Reformation
Hadley Mid Rise Satin Pants
Purple Sweater
Given that purple is the color of the season, it should come as no surprise that purple pullovers are the sweaters of the season.
Alex Mill
Marais Sweater in Washed Cashmere
J.Crew
2025 Rollneck Sweater
COS
Cashmere Mock-Neck Sweater
Toggle-Closure Top
First came toggle-closure jackets, and now, the trend has made its way to shirts. It’s a very trend-forward way to dress your outfits up this season.
Posse
Hattie Crochet-Trimmed Top
ZW Collection
Frog Fastening Shirt
Satin Clutch
Speaking of dressing outfits up, the accessories trend to do so with this season is a satin clutch. Choosing a substantial one, as opposed to a mini evening clutch, is the 2026 way.
Liffner
Zip Clutch Gold Satin
Tuckernuck
Black Satin Gabrielle Clutch
Cobalt Socks
Another major color trend is cobalt blue, and there’s no easier way to wear it than via a pair of socks peeking out under your jeans or trousers.
Comme Si
The Agnelli Socks
Calf-Hair Pumps
A pair of textured calf-hair pumps adds a luxe look to an outfit. It’s perfect for October.
Jamie Haller
The Kitty Point Heel in Ponyhair Claret
Franco Sarto
Salino Genuine Calf Hair Pumps
Tennis Earrings
Fall is a great time of year to get fancy with your jewelry, and the coolest, most elegant way buy is a pair of tennis earrings. Why save the classic style just for necklaces and bracelets?
Dorsey
Long Sylvie Rivière Earrings in Moissanite
Stone and Strand
White Gold Noble Diamond Tennis Earrings
Ring Concierge
Mini Tennis Drop Earrings 14k Yellow Gold
Asymmetrical Skirt
Skirts have reigned supreme on the spring/summer 2027 runways, so why not embrace them now? For fall, asymmetrical midi-length styles are key, worn with everything from oversize sweaters to fitted jackets.
H&M
Satin Handkerchief Skirt
St. Agni
Asymmetric Stretch-Wool Midi Skirt
