We don’t know who coined Do West Fest as “Toronto’s Start to the Summer” but it’s low-key kinda true..
Formerly known as Dundas West Fest, this street takeover is one of the best of the summer and it’s going down this upcoming weekend. It’s a family friendly day party that goes into the evening and features everything from live music to street performances and some of the best food you’ll find in the city.
Definitely worth checking out during the daytime - and maybe pair it with one of the events below to round out a full Saturday or Sunday.
So without further ado, let's look at the weekend ahead 👇
Toronto at a Glance
June 5 - 7
🎉 Dundas West is fully closed to vehicle traffic from Ossington to Landsdowne all weekend for Do West Fest. Plan around it if you're crossing town through Little Portugal.
⚾ Blue Jays are home all weekend: The Jays host the Orioles all three days at Rogers Centre - Friday at 7:07pm, Saturday at 3:07pm, Sunday at 1:37pm. Entertainment District and waterfront will be busy through each afternoon and evening, especially Saturday's day game.
🏀 Toronto Tempo home game on Sunday: The Tempo host the Chicago Sky at Coca-Cola Coliseum on Sunday, June 7 at 3pm. Exhibition Place will be busier than usual Sunday afternoon, on top of Jays traffic at Rogers Centre at the same time.
🚧 Ongoing - Fleet Street closure: Fleet Street is closed from Strachan Avenue to Fort York Boulevard through July 31 for FIFA transit infrastructure improvements.
🌤️ Friday: Around 24°C with only a 10% chance of rain.
🌧️ Saturday: Around 24°C but a 75% chance of rain - have a backup plan or commit to dancing in it.
☀️ Sunday: Forecast firming up - shaping up nicely for Do West Fest 👌
On Our Radar
Friday, June 5
A 10-piece live band rips through '80s, '90s, and 2000s anthems all night - from Whitney Houston and Prince to Bon Jovi and Tina Turner - Sly Fox's Ultimate Throwback Party is exactly what it sounds like, and exactly the kind of night that ends up being the best one in months.
Kick off Friday at Collective Arts Toronto with a night of live comedy, drinks, and authentic Mexican food in their lower-level venue - doors at 7pm, show at 8pm.
Grant's Fight Series returns for its second fight night of the year - up to 14 bouts featuring Ontario's top boxing talent, plus drinks, food, and a live DJ - a full night of action.
Get yourself to Hot Docs Cinema for the first-ever Cinema Shift Festival - a curated evening of conversations and AI-assisted short films from 28 countries, with jury awards and a networking mixer to close. One for filmmakers, technologists, and anyone watching the next era of storytelling unfold.
Saturday, June 6
ether, the Tokyo-based archive shop, brings its curated 90s and 2000s designer collection to Toronto - 100+ pieces from the era that shaped modern fashion. A genuine one-off worth pulling up for.
The Toronto Chocolate Salon brings together artisan chocolatiers, bean-to-bar makers, and specialty confectioners for one day of premium tastings, demos, and pure cocoa indulgence - a chance to meet the makers behind some of the most exciting chocolate in the city.
Offline Market takes over Homecourt this weekend with local small businesses selling vintage, ceramics, treats, jewelry, and a few activities to round out the day - easygoing, full of finds, and exactly the kind of Saturday wander worth showing up for.
GoodVibes throws their official kickoff-to-summer party - music, fresh-out-of-winter energy, and the right room of people to make it the start of something. The first big one of the season.
Ever wanted to live on a boat - or just spend more time on the water? This is your chance to step onto a real sailboat, meet the people who do it for free, and demystify how to actually get into sailing, crewing, or living aboard. Curiosity is the only requirement.
Reimagine the classic Mahjong tile through your own culture, memories, and identity in this hands-on ceramic workshop - design and paint your own set of four pieces to take home.
Sunday, June 7
Catch the Toronto Flea this Sunday at Ashbridge Estate in Leslieville - one of our faves - vintage goods, handcrafted finds, and one of the best Sunday morning vibes in the city.
Toronto Fashion Network kicks off FIFA season with World Stage - a fashion lounge and photoshoot experience that pairs global style with the energy of the world's biggest tournament - country-inspired looks, lounge beats, photoshoot corners, and a room full of Toronto's creative community. Dress for your country.
Kensington Flea is back at Kensington Market this Sunday - independent makers, handcrafted goods, and rotating vendors tucked into a laneway just off Augusta. One of the best free Sunday wanders in the city.
A morning club built around movement, meaningful conversation, and wellness on a budget - light stretch, cardio and strength, healthy eating tips, and a community of people building better habits together. Pinterest morning routine, but actually affordable and achievable.
The Playr League brings Pilates, Tug of War, Capture the Flag, Relay Madness, and a Water Balloon Fight all into one high-energy community event - built for every fitness level, designed for unforgettable energy. Spots are limited.
Riverdale Art Walk returns to Jimmie Simpson Park for its 28th year - over 165 juried fine artists across two days in an outdoor exhibition on Queen East - painters, sculptors, photographers, and the chance to meet the artists directly. Free, family-friendly, and one of the city's best for art lovers.
🎬 Catch the World's Largest Indigenous Film Festival This Week
imagineNATIVE is back at TIFF Bell Lightbox for its 26th year - six days of Indigenous-made film and media arts from 56 Nations across 20 countries.
Heads up: TD Free Friday on June 5 makes every screening free.
Motorsport Summer - From your local cars & coffee, to pro racing, classic cars, hot rods, drift nights and more - PlanMyFun has it all.
The Market List - Our way of keeping up with all the best vendor markets in the city.
Running an event in Toronto?
Submit it to PlanMyFun - it's free, and we'll add it to the app and the newsletter. We're also creating social content to help promote local organizers right now. You're doing something for the city. We want to help.

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