Here are 5 stylish pairs of shoes for fall

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September can be a tricky month when it comes to footwear: if we’re lucky, the weather is often still warm enough to keep your toes out (or even warmer than the height of summer), but there’s also a definite “back to school and work” feeling in the air that signals the end of sandal season.

Whether you’re back in class or the office after the summer months or just embracing a more buttoned-up approach to dressing, there is definitely a new, suitable shoe out there for you.

Here are five pairs worth checking out right now:

Sperry X Aritzia Authentic Original Boat Shoe

We thought the days of the cool fashion collab were over, but Sperry x Aritzia has well and truly proven us wrong. The ideal shoe for the trans-seasonal months, the partnership reinvents the classic boat shoe, blending nostalgic, nautical heritage with modern edge. We particularly love the fun, coloured laces and the classic tan hue with traditional moccasin stitching. You’ll find us wearing our pair with jeans, shorts and skirts through September and beyond.

Aritzia, aritzia.com | $130

Aldo Shoes Balletsnkr Jogger Sneaker

You might be breathing a sigh of relief that “dad” sneakers are no longer the only shoe game in town. Indeed, slipping gracefully into the spotlight are ballet-inspired sneakers such as this aptly named Balletsnkr style. Known for their sleek, low-profile silhouette that echoes the elegance of a ballet flat with the comfort of a trainer, these are a refreshing, elegant alternative after seasons of oversized soles.

Aldo Shoes, aldoshoes.com | $98

Ketch Django & Juliette Necklace Mary Jane Heel

Recently popularized once again by luxury brands such as Chanel and Chloé, the Mary Jane is a chic choice this season. Despite its schoolgirl connotation, it looks elegant and cool when teamed with midi skirts and barrel-leg trousers rather than a pleated mini skirt or pinafore. This time around, look for details such as glossy patent leather, a block heel and unique hues such as the burgundy, black and purple of this double-strap Necklace style by Django & Juliette.

Ketch, ketchshoes.ca | $204.95

Holt Renfrew Jeffrey Campbell Calf Hair Mule

Not yet ready to put your feet away in socks and closed-toe shoes, but tired of having your toes on show? Enter mules, the sleek September staple that blends everyday ease with polished style. This Gunter pair by Jeffrey Campbell features playful, cow-print calf hair that feels ready for autumn, lets you avoid hosiery, and looks great with jeans and long shorts alike. Just make sure your feet are still freshly pedicured: A dry, cracked heel won’t go unnoticed.

Holt Renfrew, holtrenfrew.com | $200

Gravity Pope Birkenstock Boston Slide In Thyme Suede

Is there anything more timeless than a good pair of Birks? As you transition the rest of your wardrobe from summer to fall, it’s time to make the switch from classic two-strap Arizonas to slip-on, closed-toe Bostons. Updated in this lovely shade of thyme suede, this is a favourite, whether you have seasonal errands or school runs on the agenda. Best of all, socks with Birks is acceptable once again, so as the temperature drops, you can continue wearing these.

Gravity Pope, gravitypope.com | $205