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Meg Gallagher’s Winter Essentials Checklist, 2025

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 2025.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Wide Leg Jean

 

 

 

 

 

 

 

 

This jean silhouette is both modern 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.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Banana Republic TURTLENECK STRIPE SWEATER

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

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 popularity of oversized easy silhouettes, 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

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Loafer

 

 

 

 

 

 

 

 

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 2025, 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

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Hosiery

 

 

 

 

 

 

 

 

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

 

 

 

 

 

 

 

 

 

 

 

 

 

AGMES SMALL SCULPTED HEART PENDANT

 

 

 

 

 

AGMES LEONA CUFF BRACELET

 

 

 

 

 

 

 

 

 

 

 

 

 

Double Natasha Lilly Huggie Earrings

 

 

 

 

 

Astrid Ring