Home 5 Blog 5 Meg Gallagher’s Winter Essentials Checklist, 2023-2024

Meg Gallagher’s Winter Essentials Checklist, 2023-2024

These are the all-encompassing pieces that will serve as a strong foundation to your wardrobe, and serve as a jumpstart to every outfit. You might already have many of these essentials in your closet from last year’s winter season! Use this list as your compass for shopping sale, building your wardrobe and editing your closet!

If you’re looking to hire a stylist and you’re looking to build or rebuild you wardrobe, find or change your style – check out my services or begin here with my compiled checklist that will elevate your wardrobe to feel on-point and modern for Fall 23. 

Wide Leg Jean

This jean silhouette is both definitive of 2023 as well as flattering and easy to wear!

Veronica Beard Wide Leg Jean

Loose Trouser

This flattering trouser silhouette is easy to wear and compliments the relaxed atmosphere of post-pandemic office culture.

The Way-High® Drape Pant

Pencil Skirt

Pencil skirts from midi to maxi declared their place first on the runway, and now to the modern woman’s wardrobe. The trick to making this piece work is within the styling. Officecore and Modern Luxury drive the mood of this essential skirt silhouette.

Theory Trouser Style Pencil Skirt

Luxe Cardigan

This quiet luxury favorite adds texture and layering depth to your outfit.

Jenni Kayne Cashmere Cocoon Cardigan

Fitted Tank or Bodysuit

Loose, fit, loose! A Fitted tank top or bodysuit adds flattering contrast to oversized pieces. 

Bradshaw Thong Bodysuit

Striped Sweater

This trendless trend gives the opportunity for pattern within your wardrobe that won’t lose it’s relevance or become dated over the years.


Statement Dress

This is a cool, “wow factor” piece suitable for the office, work-dinners, dates, parties and more. This catch-all super-dress is your wardrobe lifesaver that can depended on to be worn in different ways for different events. Ideally, this dress is simple enough to be transformed by your accessories, but flattering and unique enough to stand on it’s own!

Nora Midi Dress
Exclusive Rushes Raffia-Trimmed Knit Midi Dress

Leather Pant

This shine piece gives your outfit just the right amount of edge, but truly stars in it’s ability to add texture mixing into your outfit.

MANGO Leather-effect straight trousers

Leather Blazer

Great for work and going out, leather blazers are an ideal layer for adding sleek texture to your outfit.

Denny Vegan Blazer

Relaxed Button Down, Solid and Striped

Easy, classic and in tune with the silhouettes of 2023, you’ll find yourself reaching for this wardrobe staple as a top and as a layering piece with tank tops/body suits.

The Relaxed Oxford Shirt


This comfortable shoe is great for work and street style. Flexible in styling from casual to professional clothing. It hybrids from a thin sole, to more trend-forward platform chunky sole. 

Ayede Julie Square Toe Loafer

Leather Sneaker

Great for street style, athliesure and in casual office spaces, we love a reliable leather sneaker!

The Day Sneaker

Ballet Flat

Ballet flats and Mary Jane ballet flats have overtaken the streets as both a casual and upscale shoe. 

Emilia Leather Mary Jane Ballet Flats

Heeled Boot

Boots are an essential for work and going out. Invest in a quality boot to pair with your dresses, over jeans and with tights.

Lexington 70MM Suede Knee-High Boots

Trench Coat

Trenchcoats both oversized and belted are all the rage sparked by fashion shows, the officecore movement and more.

Weekend Max Mara Wool-Blend Trench Coat

Oversized Top Coat

This layering superstar emphasizes the oversized silhouette and remains a reliable piece to upgrade any outfit.

Staud Carver Coat

Leather Carryall

A great leather carryall is a definitive accessory for 2023, adding texture to your outfit and acting as elevation to your overall ensemble.

The Midi New York Bag

Waist Belt

This transformative piece adds shape to your oversized pieces or as an accessory to dresses and trousers. 

FRAME Thin Simple Art Deco Beltin Black


This wardrobe essential adds a textural layer and depth to mini and midi skirts! We love hosiery for it’s ability to fill the space on mini skirts and bermuda trouser shorts, keeping your ensemble seasonally appropriate and flattering!

SPANX Tummy Shaping Tights

Gold OR Silver Jewelry

Previously gold-centric jewelry trends have shifted into incorporating silver as well! Stock up on layerable pieces to mix and match within your wardrobe. 
Here’s a few more pieces to consider for your jewelry wardrobe…

Nova Necklace
Double Natasha Lilly Huggie Earrings
Astrid Ring