Winnipeg has a cozy pre-Christmas outing lined up: Christmas on the Hill is returning to Woodhaven Community Club on December 19 at 5 PM, located at 200 Glendale Blvd. It’s shaping up to be one of those warm, festive neighbourhood evenings that feels calm, friendly, and very “Winnipeg winter.” The event includes horse-drawn sleigh rides, a bonfire, and a BBQ dinner with hot chocolate — the perfect combo for a chilly December night.


One of the sweetest additions this year is Skate with Santa, which is as charming and Winnipeg-feeling as it sounds. Kids will love it, and even adults might find themselves smiling at the sight of Santa skating around. There will also be music, children’s activities, and that classic small-community atmosphere where everyone shows up bundled in their warmest layers, chatting and enjoying the moment.


It’s simple, wholesome, and a great way to add a little magic to the season. More details are on the way, but it already looks like an event worth adding to the calendar for anyone craving that neighbourhood-holiday feeling. Christmas on the Hill continues to be one of those seasonal gatherings that makes winter in Winnipeg feel a little more special.

Upcoming Events

03 July 2026

Canada Day Weekend at Lac du Bonnet

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Lac Du Bonnet, Lac du Bonnet, Manitoba Canada
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04 July 2026

Naija Market Day – From Warri To Winnipeg

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The Forks, Winnipeg, MB
Winnipeg, CA
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05 July 2026

Open Corydon – Little Italy

Spend your Sunday exploring Open Corydon – Little Italy, where Corydon Avenue becomes a pedestrian-only destination filled with restaurant patios, local shops, public art, live music, and free summer fun from July 5 to September 6.

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Corydon Avenue, Corydon Avenue between Lilac St and Daly St.
Winnipeg, Manitoba Canada
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12 July 2026

Open Corydon – Little Italy

Spend your Sunday exploring Open Corydon – Little Italy, where Corydon Avenue becomes a pedestrian-only destination filled with restaurant patios, local shops, public art, live music, and free summer fun from July 5 to September 6.

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Corydon Avenue, Corydon Avenue between Lilac St and Daly St.
Winnipeg, Manitoba Canada
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19 July 2026

Open Corydon – Little Italy

Spend your Sunday exploring Open Corydon – Little Italy, where Corydon Avenue becomes a pedestrian-only destination filled with restaurant patios, local shops, public art, live music, and free summer fun from July 5 to September 6.

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Corydon Avenue, Corydon Avenue between Lilac St and Daly St.
Winnipeg, Manitoba Canada
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26 July 2026

Open Corydon – Little Italy

Spend your Sunday exploring Open Corydon – Little Italy, where Corydon Avenue becomes a pedestrian-only destination filled with restaurant patios, local shops, public art, live music, and free summer fun from July 5 to September 6.

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Corydon Avenue, Corydon Avenue between Lilac St and Daly St.
Winnipeg, Manitoba Canada
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07 August 2026

Movies in the Park at Assiniboine Park 2026

Movies in the Park returns to Assiniboine Park this August with free outdoor movie nights, double features, and family-friendly fun under the stars on the Lyric Lawn.

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Lyric Theatre at Assiniboine Park, Lyric Theatre at Assiniboine Park
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