3 Ways to Up Your Fall Fashion Game in 2025

Here’s how to stay stylish through the ups and down of Canada’s unpredictable fall weather. 

September 29, 2025
Last Updated: September 29, 2025
Estimated reading time: 0 minutes
Woman window shopping with shopping bags and a coffee in her hand

For some, the definition of fall bliss is a cozy sweater, a crisp, cool day, and something pumpkin-spiced. For others, it’s squeezing in a few more precious moments with their favourite sundresses before the winter chill sets in. Whichever side you fall on, one thing is for sure: fall fashion only gives you more options, not less.  With cool mornings, warm afternoons, and chilly evenings, the fall season makes it possible to wear almost everything in your closet (how thoughtful), giving you more options than any other time of year. And there’s beauty in the contrast — like, there’s something unexpectedly chic about pairing light, breezy summer fabrics with the weight of fall staples. A silk slip dress grounded with leather boots, a cotton sundress tempered by a wool cardigan — the differences somehow make every look seem more intentional. The secret is choosing the right staples to layer in with your summer favourites, so every one of your fall outfits feels effortless, and perfectly in season.

1. Make Your Summer Wardrobe Do Double Duty

Just because the leaves are changing doesn’t mean you need a completely separate wardrobe for autumn. With a few smart swaps, those pieces that saw you through humid August days can easily transition into cool September nights. The golden rule of fall fashion? Any dress or skirt becomes fair game again the moment you add boots and tights. Case in point: flowy skirts. They were practically made for knee-highs — we’d even go as far as saying that there’s a perfect boot for every long skirt on the planet. Add some dangly accessories for the ultimate timeless boho look. Instead of shelving your favourite mini dress, layer in a pair of cozy tights (nude with a warm lining for a warm, barely-there look), a long tailored coat, and knee-high boots for a fall outfit formula that never misses. For extra drama, lean into ‘90s nostalgia with a vampy berry lip, chunky silver jewelry, and an undone bun that looks perfectly intentional. Denim is another easy pivot. Trade in your sandals for polished Chelsea or knee-high leather boots, and suddenly, people might just start asking you where you scored those ‘new’ jeans. Keep the look crisp with a white tee and oversized blazer for work, or swap in a vintage band tee for weekends. And never underestimate the power of a great cardigan. It’s the quiet hero of fall fashion: not only is it flattering as part of a set, it’s easy to throw on or take off throughout the day when you need it. Whether you’re running errands or logging into a surprise video call, a cardigan can pull all your fall looks together in a matter of seconds.

2. Take Your Activewear Out on the Town

Fall weather likes to keep you guessing: it might be chilly in the morning, but sweltering by sunset. And that’s why activewear really shines in the fall months. Flexing with your body and the forecast, activewear is built for layering, wicking moisture, and moving with you. It’s the ultimate uniform for a season that refuses to stay in one mood. It’s also the ideal choice for fall rituals like apple picking, market strolls, or long walks under the changing leaves. Thermal leggings can not only keep you warm, but also pair perfectly with almost every fall style. Worn with an oversized sweater and fresh white sneakers, they create a look that’s equal parts casual and polished — ideal for a coffee run with a friend or Sunday errands. Swap in a sleek hoodie, straight-leg jeans, and a chunky scarf for a laid-back but pulled together look, or top your look with a quilted vest or cropped puffer for once the evening chill rolls back in. Figuring out how to style activewear is all about layering performance and statement pieces. Sneakers and a structured cap, oversized bag, a hint of jewelry, and layers in rich autumn hues — burgundy, forest green, or deep navy — can take you from giving ‘I came to sweat’ to ‘I came to serve.’

3. Get Cozy With Warm Fall Fabrics

If fall had one fashion signature, it would be texture. Maybe it’s the soft colours of the fall leaves that make us reach for downy knits, plush fleece, and silky merino wool. Or maybe the slowing rhythms of nature instinctively make every animal crave comfort. In any case, there’s something undeniably satisfying about pulling on an oversized sweater or wrapping a scarf around your neck when there’s a chill in the air. The fabric itself can be your fall style star. A chunky wool sweater over a crisp collared shirt with wide-leg trousers always looks put together. Cozy doesn’t have to mean casual, though. For something a bit more elegant, cashmere paired with anything — denim, tweed, wool — is cozy enough for lounging but polished enough to wear to dinner. Add fleece-lined accessories, from hats to gloves and boots, to not only keep you warm, but downright toasty. With a tailored coat over your knits and accessories in rich autumnal shades like chestnut, camel, or maroon, you can make even your simplest pieces feel more intentional.  The gentle weight of wool on your shoulders, the soft brush of cashmere against your skin, the cocooning comfort of fleece when the wind picks up — each texture captures a different element of the fall season.  Fall fashion is about leaning into the rhythms of the season. From layering your summer staples with soft, textured knits like cashmere and wool, to elevating your activewear for your autumn adventures, every outfit you put together should balance your comfort with your personal style. But the best part is, inspiration is closer than you think. Your local CF shopping centre has everything you need to build your dream fall wardrobe  — timeless staples, trend-forward pieces, and accessories that are made for the season. However you decide to style it, fall is your season to layer up, lean in, and embrace change as gracefully as the trees.

By Carolyn Crystal

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