Recent weeks have brought storms and dreary weather, prompting requests from fashion enthusiasts for guidance on footwear that excels in rain and cold.

The essentials for choosing the right shoe for such conditions were discussed in this article. For further insights, that guide emphasizes the practical benefits of suede, often underestimated in adverse conditions. It also includes advice on managing the effects of bad weather on your shoes.

However, those articles lack specific brand recommendations or details on matching footwear with various outfits—there’s a distinct difference between styles and levels of formality. Here is my curated selection of go-to options, organized into three formality categories. Each recommendation includes brief descriptions, so feel free to ask for additional insights in the comments.

Smart (suits, sports jackets, tailored trousers)

1. Edward Green ‘Dover’ in black London Grain

This smart choice features slim derbies that pair well with tailored attire. While the split-toe design might appear less formal, the black leather, slim welt, and sleek silhouette ensure it’s polished enough for formal occasions. Comfort and weather resistance are notable traits, making it versatile for smart casual outfits as well.

• Alternative: Rubato ‘Navvy cut’ in black pigskin.

2. Alden full-strap loafer in Color-8 cordovan

While often less rugged, the Color-8 cordovan loafers see frequent winter wear for me. With their weather-resistant materials, they keep my feet warm without compromise.

• Alternative: Crockett & Jones Harvard in dark-brown cordovan.

3. Crockett & Jones ‘Chukka’ in dark-brown suede

The inherent resistance of suede against salt stains is beneficial for rainy days. Opt for a slim and refined silhouette for a more tailored appearance when paired with less formal attire.

• Alternative: August Special ‘Voyager’ boot in chocolate suede.

Smart/casual (cords, chinos, jeans, with knitwear/coats/smarter shoes)

1. RM Williams ‘Turnout’ boot in chestnut yearling leather

This option makes for an excellent smart/casual ensemble: leather boots, quality jeans, knitwear, and appropriate outerwear. RM Williams offers attractive and weather-resistant choices at reasonable prices.

• Alternative: Consider the Gardener style for a rounder, more casual look.

2. Tod’s ‘Gommino’ boot in black suede

With a slimmed-down sole compared to the current model, my pre-owned pair from eBay finds a comfortable place in my smart-casual wardrobe, offering a unique twist when paired with tailored outfits.

• Alternative: For a different style, check out Anglo-Italian’s version.

3. Alden NST in Color-8 cordovan

I must admit, I’m inclined to include my beloved brands. This modified Norwegian split toe remains a casual alternative to the previously mentioned Dover.

• Alternative: The recent Colbo x Sperry collaboration fits this category well, as does the Paraboot Avignon.

4. Edward Green ‘Cranleigh’ boot in dark-brown suede

This is my consistent choice, featuring a storm welt and Dainite sole for elegance that withstands rough usage.

• Alternative: Check out The Bibury from Crocketts.

Casual (jeans, chinos, with sweats and informal jackets/coats)

1. Viberg ‘Service Boot’ in Chromexcel leather

For really casual shoes, options abound. My top pick remains the Viberg Service Boots, expertly crafted with waxy Chromexcel leather, providing reliability in rough conditions.

• Alternative: The classic Red Wing moc-toe boot ages beautifully with wear and pairs well with wide jeans.

2. Anglo-Italian desert boot

This simplistic yet effective option features a stitch-down construction and crepe sole, presenting an upgraded alternative to standard crepe-soled boots.

• Alternative: The Astorflex desert boot delivers excellent value while retaining a classic appeal.

3. August Special ‘Rambler’ hiking boot

Hiking boots have surged in popularity due to their strength, warmth, and contemporary style. The August Special model offers superior comfort in a range of attractive colors.

• Alternative: Consider the Roper boot from Parker Boot Co or La Botte Gardiane for equally stylish options.