The New Madewell Fall Collection Defines Timeless: 14 Top Picks

We are starting to see more and more retailers dropping their Fall collections and if you’re anything like me, it’s exciting to see! One particular retailer, Madewell, sent word this week via email that their Fall collection new arrivals are now live. I had to immediately investigate and cherry pick the top finds to report back here.

From timeless Fall trends like denim outfits to suede finishes, it’s no surprise that Madewell’s Fall collection is full of pieces that you’ll reach for all season to effortlessly mix and match endless looks. Here are 14 of the collection’s best finds to start with that I personally think you will love!

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Madewell 2026 Fall Collection 14 Top Picks

Credit: Madewell – The Lexington Tote

Coming in first is none other than The Lexington Tote! To feel a Madewell suede bag is to understand why this classic staple is worth the grab but if you know, you definitely know. This Dark Carob suede color is stunning for Fall and Winter with the contrasting leather straps. It has that refined, classy look while still being roomy enough to fit your laptop, wallet, and other goodies. It also comes in a beautiful olive, caramel and burgundy.

Credit: Madewell – Polo Mini Dress Airy Denim

A denim dress has always been a popular staple for Fall. If your Fall temperatures are still a little high as they are here in Texas, you will love this lightweight airy denim option. Also has pockets and a timeless shift silhouette, this would be a perfect Fall casual look paired with ankle or knee high boots.

Credit: Madewell – 100% Cashmere Crewneck Cardigan

You need at least one soft cashmere piece in your Fall and Winter rotation! You’ll most likely continue to reach for this Madewell cardigan not only because it feels amazing, but to pair it with literally anything from jeans to any length skirt for an elevated casual finish.

Credit: Madewell – The Billie Short Jacket

The Fall Collection brings in a new color in The Billie Short Jacket! I keep adding this jacket to my cart and it’s honestly time to hit check out. The contrasting corduroy collar and inverted pleat detail in back just adds to the Fall perfectness that this piece is.

Credit: Madewell – The Archival Knee-High Boot

Let’s get into some footwear! We’re already seeing knee-high boots as one of the Fall trends this year and this classic fits right in. The caramel color is irresistible and even better, they also come in black. Never goes out of style, the Archival boot is also constructed with MWL Cloudlift Lite padding for comfort.

Credit: Madewell – The Idris Ankle Boot

Solid suede ankle boot option! Pair these sleek Western style boots with skirts, dresses and jeans.

Credit: Madewell – The Grayson Penny Loafer

Loafers, leather or suede, will always be an immediate yes. These are a classic and come with a magnetic, removable gold coin in the upper, a simple yet elegant touch of detail.

Credit: Madewell – Madewell x Minnetonka Classic Driver

Similar to loafers, driver style shoes are an easy Fall staple to add to almost any outfit. Minnetonka has always been one of my favorite footwear brands so this deerskin leather option is definitely going into my cart!

Credit: Madewell – The Ultimate Wide Leg Jean

Cuff hem jeans have been a re-emerging trend all around lately so these had to be added to the list. They are an update to Madewell’s best-selling Superwide collection where sizes definitely sold out fast.

Credit: Madewell – Seamed Scoopneck Midi Dress

The Madewell seamed scoopneck dresses are extremely flattering and this Smoky Olive color is a must-have for Fall. This will be very cute paired with ankle boots and even a polo top underneath to layer for a more casual preppy look.

Credit: Madewell – Long Sleeve Tee Weekend Jersey

Saw this long sleeve tee in-store and it immediately gives cute 90s vibes. As you would suspect, it is varsity inspired and is an easy pick to throw on and go.

Credit: Madewell – The Greta Oxford

A classic white feminine Oxford shoe with a ruched stretch topline? Sign us up! Also comes in burgundy-toned Oxblood color and black.

Credit: Madewell – Denim Smocked Top

Denim is big for Fall. And what’s better than a boho style smocked top, a denim one! This top will be so cute styled in a denim on denim outfit.

Credit: Madewell – Straight Jean Super Stretch

The new Madewell Straight Jeans had to be added to the list! Love straight leg jeans for Fall and Winter paired with ankle boots or flats.

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