Ossington Avenue, from Dundas down to Queen, operates as one of the most expensive and trendy retail strips in the city. The footprint relies on premium Canadian menswear designers, high-end vintage curation, and imported technical apparel. The street is narrow, and the valet parking for the restaurants takes up the available curb space.
Sales here are strategic. Boutiques often use the weekend to clear past-season inventory to make room for winter drops. High-end menswear shops typically offer a rare, flat discount across the store. It is often the only time they drop prices all year.
What to expect
- Premium Canadian menswear and suiting.
- High-end curated vintage and leather goods.
- Imported technical apparel and footwear.
- Minimalist local jewelry designers.
Getting there
Walk from either the Dundas or Queen streetcars. Street parking on Ossington is nearly impossible to secure.
FAQ
- Is it mostly high-end retail?
- Yes. The average price point is high. A 20% discount on a premium jacket still requires a significant spend.
- When do the stores open?
- Most Ossington independent shops stick to standard 11:00 AM openings.
Local shops
Deals landing soon — Toronto guide updates through November
Deals landing soon — Toronto guide updates through November
Deals nearby
Deals landing soon — Toronto guide updates through November