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Toronto, ON Toronto, ON

Past event: Greyed out medium close-up of a man with short curly dark hair, beard and moustache, wearing glasses, a black vest over a bare chest, gazes at us. A pixilated patterned image is projected on him and on the wall behind him, the entire image bathed in purple blue light.

The Green Line

PAST EVENT: From Fri, Sep. 19 – Sat, Oct. 4, 2025: Buddies in Bad Times Theatre opens their 47th season with the Toronto premiere of award-winning Canadian play The Green Line, by Makram Ayache. Two love stories twist together in two Beiruts riven by time & conflict. Produced by In Arms Theatre Company & the MENA Collective, in association with Buddies in Bad Times Theatre & Factory Theatre. For audiences 19+.

Past event: Greyed out image of two South Asian clowns performing on stage, both wearing blue tutus, pale grey long-sleeved t-shirts, yellow vests and black pants. The male clown, wearing a black cap, is on the floor as the female clown, wearing a yellow cap stands over him, her left leg extended as she rests her foot against his left shoulder. She smiles with triumph, while he looks surprised and shocked.

Colonial Circus

PAST EVENT: Tue, Sep. 23 – Sun, Sep. 28, 2025: Two2Mango brings their award-winning clown show Colonial Circus to Toronto, running at Native Earth’s Aki Studio. Through bouffon, song, dance, audience interaction, gestures and morphing props, two Brown clowns give a hilarious, unforgettable lesson on the history of colonization. For audiences 16+. 

Past event: Greyed out logo for What The Festival, featuring a WTF! in white font with black shadow superimposed over a pointy pink comic book explosion bubble against a grey blue background.

What The Festival 2025

PAST EVENT: Three days only – from Thu, Sep. 25 – Sat, Sep. 27, 2025: Strange Maker Collective presents their second annual What The Festival, an active celebration of all things drag, clown and puppetry. Toronto's wildest live theatre festival features eyebrow-raising spectacles, theatre and cabaret performances, plus a balloon workshop and a panel on clown and bouffon. Weird & wonderful - they have it all! Happening in spaces at Youngplace. For audiences 18+.

Past event: Greyed out detail of a collage image containing various photos of the same man, with close-ups of skyscrapers in the background on either side. In the main central image, he has short cropped hair, light beard and moustache, and wears glasses and a suit as he gazes down, smiling at us. In the other smaller photos, he wears eye glasses, sunglasses or no eyewear as he strikes various poses in a variety of outfits - in some cases, taking a selfie.

The Second City Toronto presents: Sam Sferrazza records a comedy album

PAST EVENT: One night only - Sat, Sep. 6, 2025: The Second City Toronto presents stand-up comedian Sam Sferrazza, recording a live comedy album during two performances at the John Candy Box Theatre with opening act Ben Sosa Wright. Come out and be a part of the studio audience – and have your laughter immortalized forever! For adults 18+. 

Past event: Greyed out image featuring yellow and white text superimposed over a blue-filtered photograph. Spotlight at The Second City. Toronto. The centre of the "O" in "Spotlight" is the silhouette of a spotlight. A view from the back of a comedy venue in an old brick building with crescent-shaped windows. Cabaret seating, with tables and chairs, facing toward the stage.

Spotlight at The Second City

PAST EVENT: Tue, Sep. 2 & Wed, Sep. 3, 2025 + one Tue & Wed every month until the end of 2025: Toronto Sketch Comedy & The Second City Toronto present Spotlight at The Second City, a new monthly series presenting sketch comedy’s best troupes. September’s line-up features award-winning Potato Potato & Small Friend Tall Friend – on at The Second City’s Theatre ’73. For adults 18+.

Past event: Greyed out image of a group of people sitting in a park on blankets on the grass, watching an outdoor screening of black & white movie Roman Holiday, the Toronto skyline - including the CN Tower - in the background.

Toronto Outdoor Picture Show 2025

PAST EVENT: From Thu, Jun. 12 – Sun, Aug. 24, 2025: Toronto Outdoor Picture Show (TOPS) presents their 15th anniversary festival of open-air cinema programming. Screenings take place over 20 evenings throughout the summer at three parks across Toronto: Fort York, Christie Pits and Corktown Common. This year’s theme is When We Were Young – a throwback to their inaugural programme, featuring beloved coming-of-age films.

Past event: Greyed out illustrated poster image for Dear Ms. Kitt, the title in red handwritten font at the left against a charcoal black background. To the right: A beam of yellow light across the floor, where the black silhouette of a little girl sits in front of a microphone stand toward the top right, and the grey shadow of an adult woman holding a suitcase stretches out across the floor behind her.

Dear Ms. Kitt

PAST EVENT: From Wed, Aug. 20 – Sun, Aug. 24, 2025: Hard-Bitten Productions presents the Canadian premiere of Chantel Winters’ play Dear Ms. Kitt. A powerful and tender family drama about guilt, identity and accountability, held together with a little girl’s love of Eartha Kitt. Running at Native Earth's Aki Studio. For audiences 16+.

Past event: Greyed out image of two play posters, featuring illustrations & yellow text, side by side. Left: The 39 Steps. Adapted by Patrick Barlow from the novel by John Buchan from the movie by Alfred Hitchcock - against a blue background. Above the text, a silhouette of a man running toward an ascending staircase, a biplane in pursuit in the cloudy sky above. Right: Heratio by Genevieve Adam on a purple background. Below the text, a white skull wearing gold crown, with a purple flower at its temple.

Guild Festival Theatre 2025 Summer Season

PAST EVENT: From Thu, Jul. 10 to Sun, Aug. 24, 2025: Guild Festival Theatre’s 2025 summer season features a world premiere inspired by Shakespeare's Hamlet and a tour-de-force comedy spy thriller based on a Hitchcock classic, as well as the fourth edition of their popular Family Fest. Plus, an exciting season launch on Thursday, July 3, featuring Aqua’s Red Rhythm & Blues group!

Past event: Greyed out image featuring yellow & black text, photograph & illustration against a salmon pink background. Top: Summer in the Park. To the left: August 22nd-24th, 2025. Free Admission. Featuring performances by Kibra, Replay Storytelling, The Grand Salto Theatre, Tribal Vision Dance, Irmão (Martin Gomes & Matheus Coelho). Little Avenue Memorial Park. 22 Little Ave., Toronto, Ontario, M9N 1K6. crossroadstheatre.org To the right: Photo of the stone gate entrance with Little Avenue Memorial Park sign in an arch between the two pillars, with three illustrated pine trees against a big yellow sun in the background, the roots of the central tree reaching into the ground below.

Summer in the Park

PAST EVENT: From Fri, Aug. 22 – Sun, Aug. 24, 2025: Crossroads Theatre presents Summer in the Park – three days of live music, dance, circus, spoken word, community parties & more on the theme of 'Resilience' at Weston’s Little Avenue Memorial Park. Free and family-friendly.

Past event: Greyed out poster image featuring text and illustration. A cloudy light blue sky with red and white hot air balloons to the left and bottom right, with a pigeon carrying a letter at the top right. Town of York | Toronto's First Post Office Pop-up Paper Fair. First show: July 12th 2025. Second show: August 9th 2025. Whimsical & fun cards, notebooks, stickers, pins, patches, prints, keychains and many more! Free admission! 10AM - 4PM @ Toronto's First Post Office. 260 Adelaide St East

Toronto’s First Post Office: Pop-up Paper Fair 2025

PAST EVENT: For two Saturdays this summer – Jul. 12 & Aug. 9, 2025: Join Toronto’s First Post Office & the Town of York Historical Society for their summer pop-up paper fair. Come out & meet the vendors, including Young W (July 12), & browse a fantastic selection of whimsical & fun cards, notebooks, stickers, pins, patches, prints, keychains & more – there's something for everyone! Free admission, for all ages.

Past event: Greyed out illustration on a dark background. Cream brush stroke letters that say “Little Deaths” across the centre of red and orange flames bursting from an almost burnt-out match. Below that to the right is an open, empty matchbook.

Little Deaths Salon

PAST EVENT: One night only – Thu, Jul. 17, 2025: Kaleigh Trace and Christa Couture present the third edition of the Little Deaths Salon, a quarterly literary & performance series that explores the awe inspired by humans’ most intimate experiences: sex and death. Presented at It's Ok* Studios. All are welcome. For audiences 19+.

Past event: Greyed out image of a young woman wearing white, with long hair over her shoulder, looks at the camera. She is very amused. Why is that? A mature woman wearing a black top and a blue patterned scarf stands back, looking with suspicion at the younger woman. How do they know each other? Do they have a secret?

TOFringe: Stealing Home

PAST EVENT: From Fri, Jul. 4 – Sun, Jul. 13, 2025: Spangle Theatre presents Stealing Home at the 2025 Toronto Fringe Festival. A comedy set in a fictional Toronto neighbourhood, it pokes fun – and throws more than a little shade – at people who live in an affluent part of the city and their NIMBYism toward a proposed supportive housing project in their neighbourhood. Running on the Alumnae Theatre Mainspace.