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Fall 2025 Shoe Trends: Comfort Meets Style

Fall 2025 Shoe Trends: Comfort Meets Style

As the leaves begin to change, so do our wardrobes — and that includes footwear. Fall 2025 is all about comfort-driven design, elevated classics, and versatile styles that move effortlessly from city streets to cozy weekends away.
At Walking On A Cloud, we’ve curated the season’s most sought-after footwear from trusted brands like Birkenstock, Blundstone, New Balance, Glerups, Vessi, and Rieker — all blending comfort, craftsmanship, and Canadian-ready durability.


🍂 1. The Return of the Modern Clog – Birkenstock

Clogs are back in a big way this fall, offering the perfect mix of casual style and all-day support.
Birkenstock leads the trend with timeless silhouettes like the Boston Soft Footbed and Buckley Suede Clog, featuring genuine suede uppers and their signature cork-latex footbed for personalized comfort.
Pair them with wide-leg trousers or chunky knitwear for that effortless, “just stepped out of a café” look.

Shop the trend: Birkenstock Boston Clog


🥾 2. Rugged Utility Boots – Blundstone & Rieker

Fall 2025 celebrates function-meets-fashion boots designed to handle Canada’s unpredictable weather.
Blundstone’s Original Chelsea Boots remain a staple, offering water-resistant leather, durable slip-resistant soles, and easy pull-on comfort.
For a touch of European flair, Rieker brings warmth and flexibility with their Tex-lined ankle boots — perfect for chilly urban mornings or countryside getaways.

Shop the trend: Blundstone Boots | Rieker Boots


👟 3. Retro Athleisure – New Balance

Sneakers continue to dominate, but Fall 2025 puts a spotlight on retro-inspired runners and minimalist profiles.
New Balance leads this wave with heritage silhouettes like the 574 and 327, offering vintage charm with modern cushioning. Whether styled with denim, tailored trousers, or fall athleisure, these sneakers deliver comfort without compromise.

Shop the trend: New Balance Sneakers


🧶 4. Cozy Indoors & Outdoors – Glerups

Cooler weather calls for natural warmth and Scandinavian simplicity.
Glerups wool slippers — from the Slip-On to the Boot — are handcrafted from 100% natural felted wool, keeping feet warm while breathing naturally. They’re perfect for cozy evenings at home or quick trips to the cottage.

Shop the trend: Glerups Wool Slippers


☔ 5. Everyday Waterproof Comfort – Vessi

This fall, Canadians are embracing waterproof sneakers as the ultimate everyday essential.
Vessi’s knit shoes combine lightweight comfort with 100% waterproof technology, ideal for rainy commutes or unpredictable autumn weather. Their Weekend and Cityscape styles offer sleek designs you can wear anywhere — without worrying about wet socks.

Shop the trend: Vessi Waterproof Shoes 


🍁 Style That Moves With You

Fall 2025 is about versatility, comfort, and craftsmanship — qualities that define the brands we carry at Walking On A Cloud. Whether you’re exploring city streets, relaxing at home, or heading on a weekend escape, you’ll find the perfect pair to match your lifestyle.

Explore the full fall collection online at walkingonacloudshoes.com, or visit one of our Canadian retail locations for expert fitting and personalized service.