Google Rating: ★★★★☆ 4.4 (45 reviews)
Address: 38 Kensington Ave, Toronto, ON M5T 2J9
Hours: Mon-Wed 12pm-7pm, Thu-Sun 12pm-8pm
Website: lostboysvintage.com
Instagram: @lostboysvintage
Specialty: Cowboy boots, leather jackets, Harley-Davidson, outerwear
The Boot Wall Everyone Talks About
If you're hunting for the perfect cowboy boots in Toronto, there's one name that comes up over and over: Lost Boys Vintage. Their boot selection isn't just good—people call it "the best you'd find in the city."
But boots are just the beginning. Lost Boys has built a reputation for character-filled accessories and outerwear: leather jackets, trench coats, Harley-Davidson gear, and statement pieces that complete a look.
What Reviewers Are Saying
"The best vintage store I have ever been to, all the staff are so sweet and friendly def the best customer service. I've been going here for a while and I'm obsessed with everything I've gotten. They have the cutest bags, huge selection of Harley Davidson, so many great leather jacket, trench coats, blazers and the BEST cowboy boots you'd find in the city."
"Jack made my shopping experience so lovely! They were friendly, welcoming and incredibly informative. The selection is also wonderful, I find something unique every time I find myself in this shop."
What You'll Find
- Cowboy boots — the best selection in Toronto (reviewers' words, not ours)
- Harley-Davidson gear — massive selection of vintage Harley pieces
- Leather jackets — from classic to statement styles
- Trench coats — perfect for Toronto weather
- Blazers — structured and vintage
- Bags — vintage purses and accessories
The team actively posts new arrivals on Instagram (@lostboysvintage), so you can stay updated on the latest finds.
The Vibe
Friendly, welcoming, and focused on statement pieces with character. This is the place to go when you want something that stands out—a pair of boots that get compliments, a leather jacket with history, a Harley tee that's actually vintage.
Price Range
Mid-range to higher for vintage. Some reviewers mention prices can be steep for certain items, but the quality, uniqueness, and condition justify the cost. This is investment vintage—pieces you'll wear for years.
Pro Tips
- ✅ Follow on Instagram — they post new arrivals regularly
- ✅ Ask about sizing — the staff are great at helping you find the right fit, especially for boots
- ✅ Open later Thu-Sun — perfect for evening shopping
- ✅ Don't rush — take time to explore the boot wall and accessories
Final Verdict
Lost Boys Vintage has carved out a distinct niche in Kensington Market by specializing in statement accessories and outerwear done right. The customer service is top-tier, and if you're after cowboy boots or Harley gear, this is the undisputed destination.
Store details verified February 2026.
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