Your Guide to the City’s Must-See Entertainment.

 

Festivals/Fairs

March 4 - 15, 2026 | Toronto is set to erupt in laughter and creativity as the Toronto Sketch Comedy Festival 2026 (TOsketchfest26) returns in person from March 4-15, 2026. Celebrating the art of scripted sketch comedy, this edition promises a rich blend of live...

March 7, 2026 | Downtown Newmarket welcomes a winter experience designed to slow the pace and warm the senses. The Brew & Fondue Lodge, hosted at the elegant Postmark Hotel, transforms boutique hospitality into an alpine-inspired retreat where craft beer, comforting food, and relaxed atmosphere...

May 1–6, 2026 | Toronto will once again come alive with the electrifying energy of Departure, the festival formerly known as Canadian Music Week. This reimagined festival brings together musicians, industry professionals, and music lovers from around the world for a week of live performances,...

March 16 - 22, 2026 | The Puppet Festival Mississauga is an exciting annual event that celebrates the magic and creativity of puppetry, offering an incredible lineup of performances, workshops, and activities for people of all ages. Held during the March Break, this festival brings...

The 2026 Ontario dragon boat racing season promises another dynamic year on the water, bringing together competitive sport, community spirit, and vibrant waterfront festivals across the province. From early-summer openers to high-stakes championship events, Ontario’s race calendar offers opportunities for elite sport crews, community teams,...

July 16 - 19, 2026 | Wine lovers from around the globe will converge in Ontario’s Niagara region for the highly anticipated International Cool Climate Chardonnay Celebration (i4C), running from July 16th to 20th, 2026. This world-class event is dedicated to one varietal only —...

March 6 – 8, 2026 | As winter slowly gives way to spring in Ontario’s cottage country, Deerhurst Resort prepares to host one of Muskoka’s most anticipated seasonal events. From March 6-8, 2026, Beerhurst-at-Deerhurst: Draft Weekend – The Sports Fan Edition returns with an energetic...

June 17 – 27, 2026 | The Oakville Festivals of Film and Art (OFFA) returns for its 13th annual celebration of cinema, creativity, and cultural conversation across multiple locations in Oakville and beyond. This dynamic festival has grown into a highlight on the Canadian arts...

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