Top 3 Bars & Entertainment Spots in Winnipeg

Written by Alexander Kopp, Hannah McKinsey, Jake Evans
01/08/2025
Scenic view of downtown Winnipeg, capturing modern and historical architecture beneath a cloudy sky.
Tom Kowalsky, Pexels

Winnipeg's bar and drinking scene is vibrant and diverse, offering a range of experiences from traditional lively pubs to innovative cocktail lounges and intimate speakeasies, many of which also feature live music.

Entertainment and Music:

Winnipeg's music and entertainment scene is a vibrant blend of large-scale productions and an active local live music community.

Visitors can experience major concerts and theatrical performances at venues such as the Centennial Concert Hall and the Canada Life Centre. For a more casual setting, the Summer Entertainment Series at Assiniboine Park offers free outdoor musical performances and jazz. Throughout the city, particularly in areas like Osborne Village, a thriving local live music scene can be explored at venues that frequently host various genres of bands.

1. King's Head Pub

Type: Pub, Live Music Venue

Located in the historic Exchange District, King's Head Pub is a lively spot known for its British and Indian fare, extensive selection of over 30 draft beers, and a welcoming atmosphere. It regularly hosts live music and features pool tables, with a popular patio area perfect for summer evenings.

Getting There: Situated in the Exchange District, it is easily walkable from many central Winnipeg locations. Public transport options, such as buses, are readily available within the downtown area, or a short taxi ride would be suitable.

2. The Roost on Corydon

Type: Cocktail Bar, Rooftop Terrace

Perched on the second floor of a building on Corydon Avenue, The Roost is an intimate cocktail and tapas bar often referred to as a 'tree house.' It is celebrated for its inventive and ever-changing menu of whimsical cocktails. The ambiance is popular among both locals and visitors, especially its charming rooftop terrace during warmer months.

Getting There: Found on Corydon Avenue, a trendy district. While it might require a short taxi ride or public bus journey from the main downtown area, the neighborhood is well-connected.

3. Darling Bar

Type: Speakeasy, Cocktail Bar, Event Space

A hidden speakeasy located downstairs from the VA Cafe in the Exchange District, Darling Bar offers a cozy and intimate experience illuminated by candlelight. Its drink menu is noted for unique cocktails, alongside mocktails, wine, and beer. The venue also features a versatile event space, hosting a variety of happenings from DJ sets to poetry readings.

Getting There: Located in the walkable Exchange District, making it easily accessible on foot from nearby attractions and hotels. Public transport is available in the vicinity for further distances.

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