Osborne is one of the most celebrated streets in Winnipeg. A dizzying array of architecture greets you as you walk down the street, from Winnipeg’s biggest residential building to the variety of shops and clubs you’ll find in the Village. The area dates back to the turn of the 20th Century, when the wealthy bought mansions on Roslyn Road. You can see some of these huge homes on your daily stroll through this highly walkable area. The area is split into the Village and the South, and both have amazing sights, smells, and sounds to offer. South Osborne is perfect for families and people looking for a little quiet mixed in with their fun. The Village is a paradise for young, urban Winnipeggers, with some of Winnipeg’s best food and nightlife.