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I'm Already Dreaming Up My Fall Wardrobe—27 Chic Pieces I'm Excited to Wear

By Swedan Margen

I'm Already Dreaming Up My Fall Wardrobe—27 Chic Pieces I'm Excited to Wear

The two seasons I get most excited for each year are always fall and spring. Summer and winter feel too extreme—freezing cold or melting hot. Plus, after a series of heat waves in NYC this summer (during which I basically lived in a white Hanes tank top and my Lowen Midi Skirt), I'm ready for the weather to consistently be 70°. I'd even take as low as 60°.

I'm someone who likes to build a wish list over time, saving pieces I come across throughout the year. That way, I've already done some of the research ahead of time once the appropriate season comes along, which helps me curate and refine rather than impulse buy. I can think more intentionally about the season ahead, and going back through my saved items gives me a chance to reflect on what I actually want to wear. For my fall wardrobe, I'm taking more of a capsule approach: a trench coat, cashmere layers, tights, ballet flats, Mary Jane walking shoes, a classic pair of jeans. I have a list of brands I'm keeping an eye on as well, such as Paloma Wool, Gimaguas, Baserange, Charlie Beads, and Brooke Callahan.

Here are the 27 chic pieces that caught my eye while shopping for fall.

Cleo

This Cleo bag just came in the mail, so I can cross it off my wishlist—which I'm thrilled about. If you haven't heard of the L.A.-based brand, it's truly special, and I can't recommend it enough.

Charlie Beads, Cotton Pillowcase Dress

Charlie Beads

Cotton Pillowcase Dress

I still love wearing cotton dresses during early fall.

Charlie Beads, The 90's Bias Skirt White

Charlie Beads

The 90's Bias Skirt in White

Cashmere-Wool Blend Poncho

j.crew

Cashmere-Wool Blend Poncho

I've been wanting a cashmere poncho.

Florence in Black

Josephine Jones

Florence in Black

I mean… This coat is such a dream. One of our editors, Eliza Huber, recently wrote about how faux fur, vintage, and shearling were all over last season's runways (Prada, Miu Miu, Chloé, Valentino) and would be one of the defining trends of fall 2025 fashion.

Off-White Mar Maxi Dress

Baserange

Off-White Mar Maxi Dress

Baserange's autumn 2025 collection is so good.

Whitney Leather Loafer

G.H.BASS

Whitney Leather Loafer

G.H.Bass loafers are a timeless classic I will always go back to for fall.

Black Leather Ballet Flats With Heel - Us5 - It35

Ballerette

Black Leather Ballet Flats With Heel

Black ballet flats I'll wear all the time.

Chimi Code Sunglasses

I've been considering these sunglasses from Chimi.

501® Curve High Waist Straight Leg Jeans

Levi's

501 Curve High Waist Straight Leg Jeans

I literally don't own a pair of jeans right now, so 501s are on my list.

Right Nina Flat

Camper is my favorite brand for shoes that are chic and comfortable.

Classic Bonnet

SISTER studios

Classic Bonnet

A bonnet for when it cools off.

501® '90s Women's Jeans
Oversized Cotton V-Neck Sweater

Banana Republic

Oversized Cotton V-Neck Sweater

This simple sweater is one I know I'll wear constantly.

The Attico Nomad Sneakers | 36

The Attico

Nomad Sneakers

Obsessed with these sneakers by The Attico.

Brooke Callahan, Two Tie Dress

Brooke Callahan

Two Tie Dress

I would wear anything Brooke Callahan makes.

Chevron Seam Dress Nera - 6

olga joan

Chevron Seam Dress in Nera

I just found out about Olga Joan on TikTok.

llbean,
Intimissimi, Boat Neck Modal Cashmere Ultralight Top

Intimissimi

Boat Neck Modal Cashmere Ultralight Top

The beloved Intimissimi Boat Neck Modal Cashmere Ultralight Top.

New Gwyneth Skirt in Chiffon

j.crew

New Gwyneth Skirt in Chiffon

This sheer skirt to wear over tights.

Featherweight Cashmere Cardigan

j.crew

Featherweight Cashmere Cardigan

When it's cold enough, I am constantly wearing my cardigans…

Sheer Rib Mockneck Tank Top

Gap

Sheer Rib Mockneck Tank Top

Geel Oxford Tee
Xxsp / Cement

Rue Sophie

Roche Oversized Jacket in Cement

I'm looking for a trench coat right now (and can't believe I don't own one yet).

Cooper Capri Pant

I keep seeing capris with trench coats on my Pinterest feed.

The Bateau Top

Cou Cou Intimates

The Bateau Top

Switching out my Cou Cou tank top for the long-sleeve version.

Satin Touch 20 Tights

Wolford

Satin Touch 20 Tights

I can't wait to be back in my element (wearing tights every day).

Originally published by whowhatwear.com. Syndicated material does not necessarily reflect the views of Vanity Fair Fashion.

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