personal styling

Looking to refresh your wardrobe but not sure where to start?

At Winston, our complimentary personal styling service is designed to help you discover a style that truly fits your lifestyle, occupation, and unique body shape.

Whether you're exploring a whole new look or simply refining your current style, we’re here to make the process effortless and enjoyable.

Here's how it works:

  • In-store consultation: Our expert stylists will take the time to understand your lifestyle, daily needs, and fashion goals—whether you need a wardrobe refresh for work, special events, or everyday elegance.

  • Curated outfit selection: Before your visit, we hand-pick a selection of outfits tailored just for you, so you’ll have a personalized experience that sparks inspiration.

  • Style with confidence: Walk away with fresh ideas, outfit combinations, and styling tips that help you feel your best every day.
meet our stylists

Brian – Founder & Lead Stylist
With over 30 years of experience in the fashion industry, Brian is the visionary behind Winston and a seasoned fashion designer.

His keen eye for style and deep understanding of fabric, fit, and function allow him to craft looks that are both timeless and trend-forward.

Brian believes that great style is about more than just clothes—it’s about confidence, self-expression, and feeling your best every day.

Lin - Senior Stylist & Assistant Buyer With over 30 years of experience in the retail industry, Lin possesses an exceptional talent for curating seasonal wardrobes that are both timeless and effortlessly stylish.

Her expertise extends from styling celebrities at the Pink Tartan flagship to meticulously curating seasonal collections at Andrews, always ensuring a seamless blend of elegance and functionality.

Having worked behind the scenes at top fashion shows and exclusive industry events, Lin has an innate understanding of how to craft wardrobes that transition flawlessly from day to night.

Whether you're after a subtle style upgrade or a total transformation, Lin's expertise in choosing versatile, high-quality pieces ensures you’ll walk away with a wardrobe that feels fresh, functional, and totally you.

Let’s get started!

Book an appointment with Brian or Lin, and we’ll have a handpicked selection of outfits waiting just for you—designed to fit your lifestyle, personality, and goals.

Schedule your appointment today and let’s find your perfect style!

Call Monday to Saturday 10am-5pm : (416)901-6633

Or email us at: info@shopwinston.ca