The best men's shoes this season are clean leather sneakers, substantial loafers, lug-sole boots and a good pair of lace-ups. Everyday sneakers, investment loafers, cold-weather boots and dress shoes each have a grid, from weekend pairs to the ones worth resoling.

The Shoe Edit: From Everyday Sneakers to Investment Loafers
The best men's shoes to buy this season
The best men's shoes this season are low-profile leather and suede sneakers, soft slip-on loafers, rugged Chelsea and lace-up boots, and a sharp pair of oxfords or derbies. I built this edit around the pairs the best menswear stores are pushing right now, and found each one at a retailer where you can buy it today.
Everyday sneakers, loafers, cold-weather boots and dress shoes each get a grid, from weekend pairs to the ones worth resoling. Start with the category your closet is missing.
Everyday sneakers

Men's Suede Triple Stitch™ Sneakers
Zegna

Shadow Leather-Trimmed Knitted Sneakers
Berluti

Triple S.2 Sneakers
Balenciaga

Jack III Leather Sneakers
George Cleverley

Grip Suede Low-Top Sneakers
Loewe

Men's Gummy Grip Sneakers
Lemaire

Men's Marathon Nylon and Leather Low-Top Sneakers
Golden Goose

Replica Suede and Leather Sneakers
Maison Margiela
Sneakers for every day
The sneakers from Zegna, Berluti and George Cleverley keep the shape slim and the colour quiet, which is what makes them work with trousers as easily as jeans. Loewe, Lemaire and Maison Margiela add a retro runner and a classic trainer shape, while Balenciaga and Golden Goose are the louder pairs for a casual weekend.
A suede upper looks best with a brush and a protector spray before the first wear. A leather or nylon pair wipes clean in a minute.
Investment loafers

Men's Calfskin Penny Loafers
Zegna

Men's Jordaan Leather Loafers
Gucci

Men's Le Loafer Penny Slippers in Shiny Creased Leather
Saint Laurent

Men's Scott Patent Leather Bow Loafers
Tom Ford

Men's Palazzo Intrecciato Leather Square-Toe Slippers
Bottega Veneta

Men's Leather Moc-Toe Penny Loafers
Tod's

Brown Suede Loafers
Common Projects

Dandelion Loafers
Christian Louboutin
Loafers with a proper last
Loafers from Gucci, Zegna and Saint Laurent are the pairs I would reach for first, because a clean leather shape works with tailoring and with chinos. Tom Ford's patent bow loafer and Christian Louboutin's slipper-style loafer are for evenings, and the Bottega Veneta woven pair, Tod's driving moc and Common Projects suede pair are softer and easier for daily wear.
Choose a leather sole if you plan to dress up, and a rubber sole if the shoes will see city pavements most days. Suede is softer on the foot, polished leather is more formal.
Boots for the cold months

Men's Leather Chelsea Boots
Brunello Cucinelli

Men's Haddock Intrecciato Suede Lace-Up Boots
Bottega Veneta

Sempione Suede Chelsea Boots
Manolo Blahnik

Moto Suede Ankle Boots
The Row

Vera Pulse Boots
Moncler

Venom Mini Booties
Balenciaga

Jerry Brown Suede Desert Boots
Paul Smith

Men's Suede Chukka Boots
Brunello Cucinelli
Boots and dress shoes
The boots from Brunello Cucinelli, Bottega Veneta, Manolo Blahnik, The Row, Moncler, Balenciaga and Paul Smith cover everything from a sleek Chelsea to a lace-up for rain and cold. The Chelsea shapes slide under trousers neatly, and the lug-sole pairs hold up in wet weather.
For the office or an evening out, the oxfords and derbies from Tom Ford, Church's, John Lobb, Gucci, Christian Louboutin, Common Projects and Loewe are the right finish. A stitched sole can be resoled, which extends the life of the shoe. Choose a plain toe if you want one pair that goes with every suit.
Dress shoes: oxfords, derbys and monk straps

Men's Burnished Leather Oxfords
Tom Ford

Men's Consul R 2.0 Leather Oxfords
Church's

Men's Walker Leather Oxfords
Church's

Men's City II Cap Toe Leather Oxfords
John Lobb

GG Leather Derby Shoes
Gucci

Men's Greggo Lace-Up Leather Dress Shoes
Christian Louboutin

Black Apron Derbys
Common Projects

Men's Bobine Leather Derby Shoes
Loewe
Where I would start
Pick one pair that fills the biggest gap in your closet. If you already own sneakers, a black leather loafer is the pair I would buy next, and a good Chelsea boot comes straight after that.
Shoes reward a little maintenance. Rotate pairs so leather can rest, use cedar shoe trees, and polish before they look dull. A pair you look after will outlast a trend.






