His & Hers Date Night Worthy Shoe Styles (PHOTOS)

Because admit it, we all love to match a little....
Copy of Wordpress FEATURE IMAGES (13)

Date night is a special occasion that calls for the perfect pair of shoes. Whether you’re planning a romantic dinner for two or a fun evening exploring the local Christmas Markets, the right footwear can make all the difference.

In this article, we’ll explore a curated selection of “His & Hers” date night-worthy shoe styles, for all different types of dates. From classic styles to trendy and cozy options, we’ve got you covered!


Whether you are celebrating a special occasion or having a fancy date night out, these trendy shoe styles with ALDO are truly jaw-dropping. Check out the Dwedrilith dark brown Oxford shoes ($150) for a classy look. ALDO’s Oliviala strappy-heeled shoes ($110) are sleek, sexy and perfect for a dressy date night.


H&M is an amazing place to find trendy and more affordable shoe options for any special occasion. These dark red over-the-knee boots ($114) and dark brown Chelsea boots ($76.99) are perfect for a seasonal dinner date night out.

Banana Republic

Banana Republic offers an array of shoe styles and some are perfect for a fancy date. Whether you are heading to an upscale restaurant or celebrating an anniversary, these shoe styles will turn heads. Check out the Terrazzo Leather High-Heel Sandal ($280) for a pop of gold to your look — or the Arturo Leather Chukka Boot ($330) for a classy feel.


Onto the stylish and practical pieces for an outdoor winter date, Danner offers a ton of ideal options. Check out the Logger Moc 917 GTX ($240), for a cozy style that will keep you from slipping and sliding in the snow. The Cloud Cap ($210) is a trendy piece that will keep your toes cozy throughout the entire date.

Helly Hansen

Helly Hansen is known for being one of the most famous outdoor brands — so it’s no surprise that its shoe selection would include some great options for an outdoor winter date too. The Women’s Beloved 2.0 Insulated Winter Boots ($150) is an adorable and practical option for an evening exploring the outside with a loved one. The Men’s Calgary Winter Boots ($150) is a unique, stylish and comfortable piece with subtle red bottoms.

Looking for more fashion inspiration? Check out some of the date night-worthy looks with Canadian fashion brands.

Subscribe to receive our weekly newsletter

Your destination for date ideas and experiences across Canada

Articles, Giveaways, Gift Ideas & More