In-Between Shoes Shine in September

September presents a familiar dressing dilemma. The calendar signals fall, but warm temperatures linger across much of the country. Retailers have already shifted displays toward suede and boots, yet the reality of early autumn often means coping with heat while anticipating cooler days ahead. That uncertainty extends to footwear choices.

Our editors weighed in on which styles actually work during this transitional stretch. The consensus pointed to five contenders that balance practicality with polish.

High-Vamp Pumps

This silhouette has earned a second look from major labels including Khaite and Reformation. The design rises high over the instep, offering a more covered alternative to traditional pumps without the full coverage of a boot. Fashion watchers note the style works well with skirt suits for a modern take on classic dressing, though it pairs equally well with tailored trousers.

Ankle Boots

September is not too early for boots, but ankle styles offer a gentler entry point for those not ready to commit to taller shafts. Options range from sleek pointed shapes like The Row’s Liisa sock bootie to more architectural squared-off designs. The practical guidance: wear them with pants. The shorter shaft can otherwise visually shorten the leg.

Loafers

Loafers occupy a comfortable middle ground between casual and formal. They provide enough coverage to feel autumn-appropriate without the weight of boots. The style works equally well at the office with trousers or a pencil skirt, then transitions to weekend wear with denim. Brands like Saint Laurent and Jimmy Choo have featured variations on the classic shape this season.

Low-Profile Sneakers

The low-profile sneaker occupies an unusual middle ground—too polished for purely athletic use, yet comfortable enough for extended wear. Loewe’s leather version brings refinement to the category, suitable for workplaces where someone spends hours on their feet.

Local climate, personal style, and daily activities all influence which of these categories makes sense in any given September. The key is selecting shoes that work across temperature swings without requiring a complete wardrobe change midday.