Best Winter Loafers for Men & How to Wear Slip-Ons in Cold Weather

Can You Wear Loafers in the Winter?

The short answer is: Yes.

For years, men have been told that winter footwear is limited to heavy boots and chunky sneakers. But the modern gentleman doesn't need to sacrifice Italian elegance just because the temperature drops. The secret to wearing loafers in the winter lies in choosing the right sole, material, and styling.

At Del Toro, we believe your footwear should work as hard as you do, regardless of the season. Whether you are navigating a wet city sidewalk or attending a black-tie holiday party, this guide covers the best winter loafers to keep you stylish and secure.

The 3 Best Men's Loafers for Winter 2025

When browsing for winter slip-ons, look for traction, durable leathers, and rich textures. Here are our top three picks for the season.

1. The Lug Sole Penny Loafer (Best for Daily Wear)

The standout trend for this Winter is the Lug Sole Penny Loafer. It combines the refined silhouette of a traditional penny loafer with a rugged, rubberized outsole.

Why it works for winter: The thick rubber lugs provide essential elevation, keeping the leather upper away from slush and salt. They also offer superior durability and grip on slick pavement compared to smooth leather soles.
The Del Toro Pick: The Lug Sole Centesimo. Handcrafted in Italy, this model features our signature penny loafer upper on a durable rubber lug sole. It’s tough enough for the commute but sharp enough for the boardroom.
Style Tip: Pair the Leather Lug Centesimo with heavy selvedge denim and a wool overcoat for a look that balances grit and polish.

2. The Pebbled Leather Loafer (Best for Durability)

If you prefer a classic profile without the chunkiness of a lug sole, opt for Pebbled Leather.

Why it works for winter: Pebbled leather (grain leather) is naturally more resistant to scuffs and moisture than smooth calfskin. The textured surface hides water spots well and adds a visual "weight" that complements heavy winter fabrics like tweed and flannel.
The Del Toro Pick: The Centesimo Penny Loafer in Pebbled Leather. Our iconic silhouette, rendered in a texture that ages beautifully, even after a season of wear.

3. The Velvet Slipper (Best for Holiday Parties)

Winter isn’t just about cold weather; it’s about the social season. From office parties to New Year’s Eve, a velvet loafer is the ultimate style move.

Why it works for winter: Velvet is a warm, visually rich fabric that looks its best under evening lights. It is the accepted alternative to patent leather for formal events.
The Del Toro Pick: The Black Velvet Slipper. Minimalist, luxurious, and instantly recognizable.
Style Tip: skip the socks for indoor events, or wear thin silk formal socks if you’re braving the cold. Pair with a tuxedo or a dinner jacket, or even swap the trousers for dark denim for a very cool look.

How to Style Loafers in Cold Weather

A common question we hear is: "Do I wear socks with loafers in winter?"

The Rule: In winter, socks are not just practical; they are a style accessory. While the "ankle-baring" look is perfect for the Amalfi Coast in July, winter requires layers.

Wool is King: Swap thin cotton socks for merino wool. They wick moisture (keeping feet dry) and trap heat.
Texture Matching: Pair suede loafers with ribbed wool socks. The contrast in textures looks intentional and cozy.
For the Office: Cotton or merino socks will work just fine, and you'll typically want to match the sock with the pant, not the sock with the shoe.

Winter Loafer Care: 3 Essential Steps

To ensure your Italian handmade shoes survive the season, follow this simple maintenance routine:

Waterproof Early: Before you wear them out, spray your suede or leather loafers with a high-quality water repellant. The repellant for suede loafers only needs to be applied once or twice a season, really.
Use Shoe Trees: Wet leather warps as it dries. Always insert cedar shoe trees immediately after taking off your shoes to absorb moisture and maintain the shape.
Wipe the Salt: If you step in road salt, wipe it off with a damp cloth immediately. Salt can dry out leather and leave permanent stains.

Shop the Look

Ready to upgrade your winter rotation?

FAQ: Quick Answers for Smart Shoppers

Q: Are suede loafers okay for winter?

A: Yes, if the weather is dry. Suede looks fantastic in winter, but it is sensitive to water. If you expect snow or rain, stick to the Lug Sole Centesimo Penny Loafer in leather, or ensure your suede is properly treated with a protector spray.

Q: Do Del Toro loafers run true to size?

A: We generally recommend using your sneaker size. For example, if you wear a size 10.5 in sneakers, you will likely be a size 10.5 in our Italian loafers. Check our Size Guide for specific model advice.

Q: What is a Lug Sole?

A: A lug sole is a thick rubber sole with deep indentations (lugs) designed for traction. It adds a modern, utilitarian edge to classic dress shoes. It is similar to the sole used on some boots.