3) Horseshoe Tavern 370 Queen St W; 416.598.4753
The Horseshoe may sound like the perfect place to get lucky, but it's far more than that -- in fact, seniority alone makes this bar worth the visit, never mind the countless iconic acts that have graced the stage of this Queen West institution. Since its opening in 1947, the spot's seen Stompin' Tom Connors, The Police, Blue Rodeo (!), The Barenaked Ladies, Rheostatics, The Strokes, and Joel Plasket, to name a few. The relaxed front bar often hosts neighborhood regulars, with the back bar taking the big name acts.