My NYC Winter Wardrobe Needs an Overhaul—66 Cute and Cozy Arrivals I'm Considering

By Swedan MargenDecember 9, 2025

I've come to the unfortunate conclusion that I cannot stand my current winter wardrobe. I dream of replacing every single item, but in the name of personal finances and sustainability, that is not in the cards for me this year. Instead, I have a short list of items I'm purchasing in the hopes of zhuzhing up my winter outfit rotation. I'm looking for a cropped, faux-fur coat to wear on nights out, a fleece jacket to layer under my coats on extra-cold days, wool and cashmere accessories like triangle scarves and knit hats, a couple of new shoulder bags, riding boots, Adidas sneakers—okay, maybe my list isn't that short. I want to make sure I've seen every available option on the market, and I think I've done the job well. Below you can shop 66 of my favorite winter wardrobe additions.

Winter Apparel

Since my list is longer than I'd like to admit, let me break this down into categories for you. First up, I have all the apparel arrivals that caught my eye this week. There are fleece and faux-fur jackets from Old Navy, Michael Kors, and The North Face; dresses from Old Navy; trousers and cashmere sweaters from Boden—the list does indeed go on. I think you'll like what I've found here.

Banana Republic

Drapey Georgette Maxi Skirt

Old Navy

Relaxed Button-Front Mac Coat

Abercrombie & Fitch

High Rise 90s Relaxed Leopard Print Jean

Abercrombie & Fitch

Hardware Pleated Wrap Mini Skort

Old Navy

Flutter-Sleeve Keyhole Satin Maxi Dress

Michael Kors

Faux Fur Peacoat

Michael Kors

Stretch Denim Cigarette Jeans

Old Navy

Scoop-Neck Long-Sleeve Ribbed Top

Banana Republic

Jersey & Stretch-Satin Ruched Maxi Dress

Boden

Lucy Oversized Cotton Jumper

Abercrombie & Fitch

Textural Stitch Belted Cardigan

Boden

Belgravia Ponte Pants-Charcoal Grey

Boden

Eva Cashmere V-Neck Sweater-Navy

Michael Kors

Stretch Cotton Utility Cargo Pants

Reiss

Petite Wool-Blend Double-Breasted Blindseam Coat in Grey

Reiss

Merino Wool Knitted Polo Jumper in Plum Purple

Boden

High Rise Column Leg Jeans in Black

wilson

Knit Plush Crewneck

The North Face

Retro Denali Dtm Jacket

Old Navy

High-Waisted Wow Wide-Leg Jeans

wilson

Davenport Fleece Popover

The North Face

Osito Lux ¼-Zip Jacket

Michael Kors

Relaxed Wide-Leg Jeans

The North Face

1996 Retro Nuptse Jacket

Winter Accessories

Now that you know this Prada knit bucket hat exists, it will be hard to forget. The same goes for every other accessory in this section: Tory Burch jewelry, Coach shoulder bags, cashmere ponchos, and triangle scarves. These pieces are what my winter wardrobe dreams are made of.

Prada

Mélange Knit Bucket Hat

Quince

Mongolian Cashmere Square Scarf in Rich Burgundy

Prada

Bonnie Large Printed Leather Handbag

James Allen

Bezel Bead Chain Drop Earrings

Quince

Mongolian Cashmere Poncho in Charcoal Heather

Michael Kors

Hamilton Moderne Small Leather Satchel

Prada

Prada Eyewear Collection Sunglasses

Dooney & Bourke

Alto Large Tassel Bag

Tory Burch

Wave Goldtone Pendant Necklace

Free People

Frostline Beanie

Tory Burch

Small Pierced Calf Hair Shoulder Bag

James Allen

Bezel 0.75 CTW Lab-Grown Diamond Stud Earrings

Prada

Large Shearling Tote Bag

coach

Tabby Shoulder Bag 26 With Crystal Beaded Fringe

coach

Heritage Bead Bag Charm

Coach Outlet

Faye Mini Drawstring Bag

The Met Store

Cloisters Millefleurs Neckerchief

Coach Outlet

Asher Shoulder Bag

Free People

Essential Triangle Striped Scarf

coach

Brooklyn Shoulder Bag 28

Belle Anna

Navy Anna Shoulder Bag

Tory Burch

Wave 18k-Gold-Plated & Resin Clip-On Drop Earrings

Coach Outlet

Gold Teri Mini Crossbody Bag

Dooney & Bourke

Belmar Woven Drawstring 30

I promise this is the last category, but I can't promise you won't walk away with a new pair of shoes (or three). Despite the weather, I'll still wear ballet flats and loafers this winter because the pairs I've found below are too cute to miss. The same goes for the trending Adidas sneakers. I did find three tall boots that I can't decide between. Help me pick my fave?