Things To Do This Week in Toronto (May 26-June 1)

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Feeling like May flew by in a blur of iced coffee, random weather, and group chats that went nowhere? Same here. But don’t stress—things to do this week in Toronto (May 26-June 1) might be just the spark you need to break the scroll-eat-sleep-repeat cycle.

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This week’s packed with options that don’t require full-on planning. You can catch a concert after work, hit up a market on the weekend, or just walk into something fun on a whim. So before the week slips away, peek at what’s on. Something low-key or last-minute might just become your week’s main event.

Event details are subject to change at the discretion of the organisers. For the latest updates, visit the official websites or social media accounts.

Things To Do This Week in Toronto (May 26-June 1): Your Ultimate Guide

Step Into My Shoes: An Exhibition (Until May 31)

Got a thing for shoes with personality? This bold exhibit is beyond fashion as it digs into identity, disability, and storytelling, all through a lineup of high heels that could spark a full-on personality quiz.

  • Location: Clark Centre for the Arts (191 Guildwood Parkway, Toronto)
  • Website: www.toronto.ca
  • Best for: Art lovers, creatives, social justice advocates.

Inside Out Toronto 2SLGBTQ+ Film Festival (Until June 1)

Photo via @insideoutfestival / Instagram 

Pride Month is kicking off strong with this iconic film fest. The Inside Out Festival serves bold cinema, big feelings, and beautiful stories from across the LGBTQ+ spectrum. Catch it before it wraps this week.

  • Location: TIFF Bell Lightbox (350 King Street West, Toronto)
  • Website: www.insideout.ca 
  • Best for: Film lovers, LGBTQ+ community, and allies.

SING! The Toronto International Vocal Arts Festival (Until June 1)

Who needs instruments when your voice is this good? SING! celebrates a cappella with concerts, workshops, and harmonies from jazz to beatboxing. The energy is infectious, and no, clapping on the beat isn’t required.

  • Location: Multiple venues 
  • Admission: Get your tickets here.
  • Website: www.singtoronto.com  
  • Best for: Best for: Music lovers, choir fans, and anyone who hums in the shower.
  • May 24 – SING! Free: Concerts in the Park, Kew Gardens
  • May 24 – SING! in Concert: Estonian Voices with Countermeasure, Innis Town Hall
  • May 25 – SING! in Concert: Black Umfolosi, Royal Ontario Museum
  • May 26 – SING! Free: Preview in Nathan Phillips Square, Nathan Phillips Square
  • May 29 – SING! in Concert: Beatsync EP Release, Royal Ontario Museum
  • May 30 – SING! in Concert: 2025 SING! Canadian A Cappella Championships, Royal Ontario Museum
  • May 31 – SING! in Concert: Soundcrowd with Deke Sharon, Isabel Bader Theatre
  • June 1 – SING! In Concert: The Kinsey Sicks’ Dragappella with opener On That Note, Royal Ontario Museum
  • More events to be announced.

WeeFestival (Until June 8)

Got a tiny human in tow? This one’s a no-brainer. WeeFestival is packed with puppets, music, and joyful performances made just for toddlers and preschoolers. Ideal if you’re looking to trade screen time for real-time giggles.

  • Location: Multiple venues 
  • Admission: Get your tickets here.
  • Website: www.weefestival.ca
  • Best for: Families with young kids.

OVO – Cirque du Soleil (Until June 28)

Photo via @ovo.cirquedusoleil and Marie-Andrée Lemire / Instagram

Why not kick off your week with bugs doing acrobatics? OVO lets you witness a love story, aerial stunts, and a full-on insect circus atmosphere that’ll make you see nature differently.

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  • Location: Under the Big Top (2150 Lake Shore Blvd. W, Toronto)
  • Admission: Get your tickets here.
  • Website: www.cirquedusoleil.com
  • Best for: Families, kids, circus fans.

Cold Glitter: The Untold Story of Canadian Glam (May 26)

Glam rock? In Canada? Join author-artist Robert Dayton and a lineup of glam legends (hello, Fludd, Lynx, and Roxx) for a night of music stories, a book launch, and a panel chat.

  • Location: Toronto Reference Library – Beeton Hall (789 Yonge St., Toronto)
  • Website: www.torontopubliclibrary.ca
  • Best for: Music fans, glam rock lovers, and Canadian culture buffs.

Post Malone – The BIG ASS Stadium Tour (May 26)

Photo via @postmalone / Instagram

You didn’t think May would end quietly, did you? Post Malone is bringing his mega tour to Rogers Centre. Jelly Roll and Sierra Ferrell are tagging along, so brace for chart-toppers, emotional bangers, and a crowd full of people screaming every lyric.

  • Location: Rogers Centre (1 Blue Jays Way, Toronto)
  • Admission: Get your tickets here.
  • Website: www.postmalone.com
  • Best for: Pop, rap, and hip-hop fans.

Shakira – Las Mujeres Ya No Lloran World Tour(May 26)

Photo via @shakira / Instagram 

Her hips still don’t lie, and now they’re heading to Scotiabank Arena. Global icon Shakira is back on tour, blending fire dance moves, powerhouse vocals, and a reminder that she never left.

  • Location: Scotiabank Arena (50 Bay Street, Toronto)
  • Admission: Get your tickets here.
  • Website: www.shakira.com
  • Best for: Shakira fans, and Latin music lovers.
  • Originally scheduled for November 30, 2024. Existing ticket holders can use their original tickets on the new date.

After the Rain (May 27–June 22)

A struggling songwriter. A piano student with one song. A musical twist you didn’t see coming. This moving show involves family, healing, and the chaos that is… life. Bring tissues, but also bring a friend to debrief with after.

  • Location: Tarragon Theatre (30 Bridgman Ave, Toronto)
  • Admission: Get your tickets here.
  • Website: www.tarragontheatre.com
  • Best for: Theatre-goers, drama lovers, and introspective types.

Change Leadership 2025 (May 27)

Photo via @thechangeleadership / Instagram 

If your job involves fixing things without breaking everything else, this conference is for you. Learn from experts in AI, storytelling, and change strategy while rubbing elbows with 300+ leaders. You might even get a LinkedIn post out of it.

  • Location: Globe and Mail Centre (351 King St E Suite 1600, Toronto)
  • Admission: Get your tickets here.
  • Website: www.thechangeleadership.com 
  • Best for: Professionals, entrepreneurs, and team leaders.

Work The ROOM Summit (May 27)

Tired of panel talks that put you to sleep? This one’s different. Work The ROOM offers real talk, bold moves, and helping women thrive in leadership. Expect inspiration, networking, and learnings from Canada’s top women leaders.

  • Location: The Ritz-Carlton (181 Wellington St W, Toronto)
  • Admission: Get your tickets here.
  • Website: www.events.roomwomen.com
  • Best for: Women in business, entrepreneurs, and leadership enthusiasts.

Pierce The Veil – I Can’t Hear You Tour (May 28)

Photo via @budweiserstage / Instagram 

If high school you had a band tee and emotional eyeliner, this is your night. Pierce The Veil hits Budweiser Stage with all the angsty nostalgia you secretly (or proudly) still love.

  • Location: Budweiser Stage (909 Lake Shore Blvd W, Toronto)
  • Admission: Get your tickets here.
  • Website: www.ptvmerch.com  
  • Best for: Concertgoers, emo throwbacks, rock fans

Beethoven’s Eroica (May 28, 30, 31)

This concert delivers major drama with Eroica, plus emotional depth from Arvo Pärt and a lively Caribbean suite by Stewart Goodyear. Also, show up early for a TSO Chamber Soloists performance.

  • Location: Roy Thomson Hall (60 Simcoe Street, Toronto)
  • Admission: Get your tickets here.
  • Website: www.tso.ca
  • Best for: Classical lovers, date nights, and culture fans.

DIXONLICIOUS 2025 (May 29)

Photo via @dixonhall_toronto / Instagram 

You can come for the food, but stay for the mission. DIXONLICIOUS unites Toronto’s top chefs and all the good feels, such as wine, craft beer, and eats that support Dixon Hall’s food programs.

  • Location: Daniels Spectrum (585 Dundas St E, Toronto)
  • Admission: Get your tickets here.
  • Website: www.dixonhall.org
  • Best for: Foodies, community-minded folks, wine lovers.

Hanson Eli (May 29)

Looking for something chill but deep? Hanson Eli, a Montreal sibling duo, blends alt-pop with folktronica and lyrics about nature, identity, and everything in between. They’ve already wowed crowds at SXSW, Osheaga, and SiriusXM stages, and now, it’s Toronto’s turn.

  • Location: The Baby G (1608 Dundas St W, Toronto)
  • Admission: Get your tickets here.
  • Website: www.transmitpresents.com  
  • Best for: Alt-music fans, poetic souls, nature-with-a-beat types.

MLB: Toronto Blue Jays Games (May 29-31, June 1)

Photo via @bluejays / Instagram 

It’s baseball season, so crack of the bat, roar of the crowd, and enjoy stadium hot dogs. The Blue Jays are playing all weekend long, so grab a hat, maybe a foam finger, and cheer for your faves.

  • Location: 1 Blue Jays Way, Toronto
  • Admission: Get your tickets here.
  • Website: www.mlb.com
  • Best for: Families, sports fans, groups of friends.
  • May 29 – Toronto Blue Jays vs. The Athletics 
  • May 30 – Toronto Blue Jays vs. The Athletics 
  • May 31 – Toronto Blue Jays vs. The Athletics 
  • June 1 – Toronto Blue Jays vs. The Athletics 

Nature Games Night (May 29)

Board games and bark? This eco-friendly game night in High Park kicks off with a scavenger hunt for natural treasures (pinecones, twigs, and pebbles), followed by a chill board game sesh at OURSpace.

  • Location: High Park Nature Centre (375 Colborne Lodge Drive in High Park, Toronto)
  • Admission: Pay What You Can – $0, $5, $8, $10
  • Website: www.highparknaturecentre.com
  • Best for: Teens, nature lovers, mindful gamers.

HAPPENING Multicultural Festival (May 29–31)

Photo via Muse Arts 

This festival isn’t just cool but community-powered, too. Created by immigrant, newcomer, and refugee artists, HAPPENING celebrates fresh talent, cultural stories, and everything that makes Toronto shine creatively.

  • Location: Earlscourt Park (1369B Saint Clair Avenue West, Toronto)
  • Admission: Free and ticketed. 
  • Website: www.happening.musearts.ca 
  • Best for: Art lovers, creatives, and culture enthusiasts.

Bandura on Bloor (May 30)

You’ve heard of a guitar… now meet its cousin: the bandura. This special concert features Ukrainian folk music, modern duets, and a post-show hangout. It’s heartfelt, culturally rich, and supports a good cause.

  • Location: Royal York Road United Church (851 Royal York Road, Toronto)
  • Admission: Get your tickets here.
  • Website: www.torontobandurafestival.ca
  • Best for: Folk fans, and culture lovers.

Beach Guild of Fine Art Spring Show & Sale (May 30-June 1)

Need a screen break? This 3-day event showcases works by local artists inside the charming Beach United Church. With free admission, you’ll get to stroll through beautiful art, maybe pick something up for your walls, and meet the creative minds behind it.

  • Location: Beach United Church (140 Wineva Ave. Toronto)
  • Admission: Free
  • Website: www.beachguildoffineart.com 
  • Best for: Art lovers, weekend wanderers, and decor hunters.

Latin Night with Sanjina and RicoRico (May 30)

Things are heating up with drag queens, salsa, and sequins. Sanjina and RicoRico are teaming up to bring the Latinx energy to life. So, expect fierce performances, spicy beats, and maybe a little dancing on tables.

  • Location: Rosario’s Mexican Cuisine & Fiesta (3030 Dundas Street West, Toronto)
  • Admission: Get your tickets here.
  • Instagram: @messyproductionscanada
  • Best for: Friends’ night out, drag fans, dancefloor lovers.

Ralph Barbosa & René Vaca: The Butterfly Effect (May 30)

Photo via @tolivegram / instagram 

Two comedy stars in one Toronto stage? Ralph Barbosa and René Vaca bring their laid-back, relatable humour to the city, and it’s the kind of comedy that sneaks up on you in the best way.

  • Location: Meridian Hall (1 Front St E, Toronto)
  • Admission: Get your tickets here.
  • Website: www.tolive.com
  • Best for: Comedy fans, date night, chill night out.

Adieu: Guillaume Côté & Friends (May 30–June 5)

Guillaume Côté says farewell to The National Ballet of Canada after 26 years, but he’ll premiere a new work, Grand Mirage, and bring back his legendary Boléro. You’ll witness emotional goodbyes, bold choreography, and top-tier ballet from both Canadian icons and rising stars.

  • Location: Four Seasons Centre for the Performing Arts (145 Queen Street West, Toronto)
  • Admission: Get your tickets here.
  • Website: www.national.ballet.ca 
  • Best for: Ballet fans, performing arts lovers, Guillaume Côté stans.

Aries Spears Live (May 30)

Photo via @thedanforthmusichall / Instagram

Yes, that Aries Spears is back in Canada. If you’ve missed his MADtv impressions or just need a solid dose of no-filter comedy, this is your night. Aries promises an evening full of impressions, punchlines, and a comedy that hits hard without trying too hard.

  • Location: Danforth Music Hall (147 Danforth Ave, Toronto)
  • Admission: Get your tickets here.
  • Website: www.ariesspears.com 
  • Best for: Comedy lovers and MADtv fans.

Dundas Jr Public School – FUN FAIR (May 31)

Photo via @dundasps and @dundaspscouncil / Instagram 

Got kids? Got energy to burn? This community fair offers bouncy castles, BBQs, games, and live performances. There’s also a silent auction, so you might go home with a new prize and that warm fuzzy feeling from supporting local school programs.

  • Location: Dundas Junior Public School (935 Dundas St. East, Toronto)
  • Admission: Free
  • Website: www.dundasps.wixsite.com
  • Best for: Families, residents, and school supporters.

Fight to End Cancer Charity Boxing Gala (May 31)

No, this isn’t your usual Friday night fight club. This boxing gala puts purpose in every punch, with twelve athletes stepping into the ring to raise money for Princess Margaret Cancer Foundation.

  • Location: The Old Mill Toronto (21 Old Mill Rd., Etobicoke)
  • Admission: Get your tickets here.
  • Website: www.fighttoendcancer.com
  • Best for: Charity supporters, gala lovers, boxing fans.

Sarah de Warren @ NOMAD (May 31)

Need a reason to dance your face off? Sarah de Warren is bringing her techno + trance magic to NOMAD for her long-awaited Toronto debut. She’s played with Kaskade, Maddix, and Hardwell, so yeah, it’s gonna be fire.

  • Location: 725 Queen Street E, Toronto
  • Admission: Get your tickets here.
  • Website: www.kingqueenevents.com
  • Best for: EDM lovers, late-night dancers, and rave-ready crews.

Liberty Village Art Crawl – 12th Anniversary (May 31)

Photo via @torontoartcrawl / Instagram 

If you like your art with a side of sunshine, live music, and local eats, you’ll love this event. Over 100 artists are setting up shop at The Bentway for a day of handmade goods, DJ beats, and foodie favourites.

  • Location: The Bentway (250 Fort York Blvd, Toronto)
  • Admission: Free
  • Website: www.torontoartcrawl.com
  • Best for: Art shoppers, weekend wanderers.

ProAction Cops & Kids: Over The Edge (May 31)

Don’t let the name fool you—this one’s full of heart. ProAction Cops & Kids brings police officers and youth together through mentoring, skill-building, and real-life opportunities.

  • Location: The Westin Harbour Castle (1 Harbour Square, Toronto)
  • Admission: Register or donate here.
  • Website: www.give.overtheedge.events
  • Best for: Community supporters, families, and anyone rooting for youth.

Ramy Youssef: Love Beam 7000 Tour (May 31)

Photo via @ramy / Instagram 

You’ve seen him on TV. You’ve heard him drop relatable jokes online. Now, Ramy Youssef is back in Toronto with his Love Beam 7000 Tour—and it’s hitting that perfect balance of hilarious and existential.

  • Location: The Elgin Theatre (189 Yonge St., Toronto)
  • Admission: Get your tickets here.
  • Instagram: @ramy
  • Best for: Comedy lovers, couples, chill hangs with friends.

See Ya Spring Market (May 31)

Photo via @seeya.studio / Instagram 

The See Ya Spring Market features 15+ creative vendors selling everything from trinkets and art to quirky stationery and cool crafts. You can bring your friends, your dog, or just your best tote bag.

  • Location: 1033 College Street, Toronto 
  • Admission: Free
  • Website: www.seeyastudio.ca 
  • Best for: Friends, creatives, small biz supporters.

The Music of Hans Zimmer & Blockbuster Classics! (May 31)

DaNico Michelin 2024
Photo via @ontariopops / Instagram 

Ever wanted to watch a film with a full orchestra behind you? The Ontario Pops Orchestra takes on Hans Zimmer’s greatest hits along with Beethoven’s Symphony No. 8 and more. Soprano Leslie Higgins will also deliver a breath-taking performance.

  • Location: Glenn Gould Studio (250 Front St W, Toronto)
  • Admission: Get your tickets here.
  • Website: www.ontariopops.com 
  • Best for: Music buffs, classical fans, film lovers.

Great North Battle 2025 (May 31-June 1)

Photo via @beatboxcanada / Instagram 

If you’ve never seen a beatbox battle live, now’s the time. Great North Battle is back with Canada’s best beatboxers, loopers, and tag teams going head-to-head in a two-day vocal showdown. Expect sound effects you didn’t know were humanly possible—and maybe even pick up a trick or two.

  • Location: Rec Room (255 Bremner Boulevard, Toronto)
  • Admission: Get your tickets here.
  • Website: www.beatboxcanada.com  
  • Best for: Beatbox fans, lovers, and competitive creatives.

Barry Manilow: The Last Toronto Concert (May 31)

Photo via @barrymanilowofficial / Instagram

Yes, it’s happening. Barry Manilow, the legend himself, is saying goodbye to Toronto. From “Copacabana” to “Mandy,” he’s bringing all the hits, drama, and probably all your parents’ favorite love songs.

  • Location: Scotiabank Arena (50 Bay Street, Toronto)
  • Admission: Get your tickets here.
  • Website: www.barrymanilow.com
  • Best for: Longtime fans, date nights, or anyone who loves a power ballad.

A Year With Frog and Toad (May 31–July 13)

Based on the beloved books by Arnold Lobel, this musical hops into town with jazzy beats, a heartwarming tale of friendship, and plenty of toad-ally fun moments. With a playful score and charming performances, it’s equal parts giggles and life lessons for all ages.

  • Location: Wychwood Theatre (76 Wychwood Ave, Toronto)
  • Admission: Get your tickets here.
  • Website: www.www.tyttheatre.com
  • Best for: Families, musical lovers, and young kids.

Riverdale ArtWalk (May 31–June 1)

Photo via @riverdaleartwalk / Instagram 

Looking to add a splash of colour to your weekend? This outdoor art show showcases top-notch local and emerging artists. Expect everything from bold canvases to thoughtful installations, all with a fresh-air bonus.

  • Location: Jimmie Simpson Park and Community Centre (870 Queen Street East, Toronto)
  • Admission: Free
  • Website: www.artistsnetwork.ca
  • Best for: Art collectors, culture seekers, and east-end strollers.

Canadian Latin Fest 2025 (May 31–June 1)

This week, you might break into spontaneous salsa. Prepare for back-to-back Latin rhythms, sizzling eats, and high-energy performances that will keep you dancing at Nathan Phillips Square.

  • Location: Nathan Phillips Square (100 Queen Street West, Toronto)
  • Admission: Free
  • Website: www.canadianlatinfest.org  
  • Best for: Dancers, foodies, and fans of fiery culture.

PLAY Day at the Royal Conservatory (June 1)

This end-of-year celebration is packed with music, student showcases, crafts, and even an instrument petting zoo. It’s all happening at the Royal Conservatory downtown, ideal for curious little ones and proud parents.

  • Location: The Royal Conservatory of Music (273 Bloor Street West, Toronto)
  • Admission: Free
  • Website: www.rcmusic.com
  • Best for: Families, music students, young explorers.

The Head and The Heart – Aperture Tour (June 1)

Photo via @historytoronto / Instagram

The Head and the Heart is hitting Toronto with a live set that blends Americana, folk, and Beatlesque pop. Catch them at HISTORY with openers Futurebirds and Anna Graves.

  • Location: History Toronto (1663 Queen St E, Toronto)
  • Admission: Get your tickets here.
  • Website: www.heheadandtheheart.com
  • Best for: Indie music fans, date night, moody lyric lovers.

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