Things To Do

22 Things To Do in Toronto this May

Via Woofstock Festival

April is ending off in a sad, wet mood. We’re looking forward to a month of sunshine (fingers crossed) and wicked fun! Here are 22 of the best things to do in Toronto this May to help you have an unreal month. We’re really hoping for a sunburn at some point. Sorry, skin.

AN INTIMATE EVENING WITH MICHELLE OBAMA

Not that kind of intimate evening, people. That’s reserved for Barack. You will get to see those stellar arms in person though!

When: Saturday, May 4
Where: Scotiabank Arena, 40 Bay St
Time: 8 PM
Cost: Find tickets here

DERBY DAY PARTY

Dress up and get your open bar and hors-d’ouvres on! It’s a celebration of southern hospitality and the Kentucky Derby. We’ll at the bar for our fourth mint julep if you’re looking for us.

When: Saturday, May 4
Where: Woodbine Racetrack, 555 Rexdale Blvd, Etobicoke
Time: 2 PM- 5 PM
Cost: $35

HARRY POTTER IN CONCERT

HP on the big screen, us in our seats crying real tears. That’s the power of a live orchestra, folks!

When: Saturday, May 4
Where: Sony Centre for the Performing Arts, 1 Front St E
Time: 7:30 PM
Cost: Find tickets here

SPRING PICNIC

What’s more wholesome than a lil spring picnic? Pretty much nothing. Sandwiches and (hopefully some sunshine are both on the menu!

When: Sunday, May 5
Where: Dufferin Mall, 900 Dufferin St
Cost: $10-$50

TORONTO COFFEE AND TEA EXPO

Go to the entire festival and then see how violently your body shakes with 500000mg of caffeine in it, we dare you.

When: Saturday, May 4 & Sunday, May 5
Where: Shops at Don Mills, 1090 Don Mills Rd
Time: 11 AM- 5 PM
Cost: $18.39

VEG SPRING MARKET

Eat your veggies, dang it! With 40 different plant-based vendors to choose from, you’ll find a way. We’re positive.

When: Sunday, May 5
Where: Artscape Wychwood Barns, 601 Christie St
Time: 11 AM- 6 PM
Cost: $3.50 to attend

CANADIAN MUSIC WEEK

There’s a massive celebration of Canadian music about to happen, don’t miss it!

When: Monday, May 6- Sunday, May 12
Where: Several venues around Toronto
Cost: Wristbands start at $75

TASTEMAKER TORONTO

Tastemaker is what happens when chefs throw a party. The best of Toronto’s food and drink scene are getting together to do their thing for YOU to enjoy!

When: Friday, May 10- Sunday, May 12
Where: Evergreen Brick Works, 550 Bayview Ave
Cost: $55- $79

CRAFT BEER MARKET MOTHER’S DAY BRUNCH

You love your mom, so you should take her to this brunch. You also love CRAFT, so it’s a win-win!

When: Sunday, May 12
Where: CRAFT Beer Market, 1 Adelaide St E
Time: 10 AM- 3 PM
Cost: $29.95 adult & $12.95 kiddo

P!NK

Our little sister really wants to go, so we’re going. Not because we want to. It’s all the little sister’s fault… maybe.

When: Monday, May 13
Where: Scotiabank Arena, 40 Bay St
Time: 7:30 PM
Cost: Find tickets here

RIB & CRAFT BEER FEST

If you’re in the ‘burbs, just know that there are multiple rib fests happening in multiple locations (Yonge-Dundas, the Beaches, Brampton, Ajax, etc). Ribs for everyone!

When: Thursday, May 16- Sunday, May 19
Where: Yonge- Dundas Square, 1 Dundas St E
Time: Daily schedule here
Cost: Free entry

SPRING BEERFEST TO

How hard to we have to convince you to drink a bunch of beer? The weather will be nice- oh, okay awesome. That was easy.

When: Saturday, May 18 & Sunday, May 19
Where: Fort York, Garrison Common, 100 Garrison Rd
Time: 12 PM- 7 PM
Cost: $24

VICTORIA DAY FIREWORKS SHOW

Hey, Queen Vic. Thanks for starting this tradition back in 1845, we really dig it!

When: Monday, May 20
Where: Ashbridges Bay, 1561 Lake Shore Blvd E
Time: Dusk, official time announcement TBA
Cost: Free

THE INSIDE OUT TORONTO LGBT FILM FESTIVAL

11 days, 35,000 guests, and over 200 films. It’s the best of the best in LGBT cinema, and all are welcome to enjoy!

When: Thursday, May 23- Sunday, June 2
Where: Artscape Daniels Launchpad, East Tower, Queens Quay E
Cost: Regular screenings start at $8

ANIME NORTH 2019

Hey, nerds. Go get nerdy. Toronto’s largest fan-run anime convention is happening, but we know you’re already getting your cosplay ready.

When: Friday, May 24- Sunday, May 26
Where: Delta Hotel by Marriott Toronto, 655 Dixon Rd
Cost: $5- $60

WOOFSTOCK FESTIVAL

It’s the largest festival for dogs in North America! Doggie fashion shows, doggie talent shows, doggie exhibitors, doggie feasts. DOGS. DOGS, PEOPLE!

When: Friday, May 24 & Saturday, May 25
Where: Woodbine Park, 1695 Queen St E
Time: Saturday 10 AM- 6 PM, Sunday 10 AM- 5 PM
Cost: Free

TORONTO POUTINE FEST

We’re going to truly test the limits of how many cheese curds is too many cheese curds. So far, the limit does not exist.

When: Friday, May 24- Sunday, May 26
Where: Yonge- Dundas Square, 1 Dundas St E
Time: Friday & Sunday 11 AM- 10 PM; Sunday 11 AM- 9 PM
Cost: Depends on how much poutine you want

DOORS OPEN

The coolest buildings in Toronto are opening up to the public for two days only! Don’t miss this chance to see some of the coolest, usually off-limits spaces in the city!

When: Saturday, May 25 & Sunday, May 26
Where: Locations and schedule will be released on May 1, 2019

FLORENCE AND THE MACHINE

Hipsters, hipsters everywhere. Put that 2010 Coachella flower crown to use one more time, why don’t ya?

When: Sunday, May 26
Where: Budweiser Stage, 909 Lake Shore Blvd W
Time: 7:30 PM
Cost: Find tickets here

TWENTY ONE PILOTS

Twenty-one reasons to be late for work the next day, right? Right. Sorry boss, I was rocking too hard all night.

When: Tuesday, May 28
Where: Scotiabank Arena, 40 Bay St
Time: 7 PM

ROM FRIDAY NIGHT LIVE

Themes this month include Afterlife, DinoNite, Namaste, and Let’s Dance. It’s a grown up party in a room full of dinosaur bones, and it gets dang rowdy. See you there!

When: Every Friday of the month
Where: Royal Ontario Museum, 100 Queen’s Park
Time: 7 PM- 11 PM
Cost: Starts at $17

LESLIEVILLE FOOD AND DRINK FESTIVAL

Eastside…’eatiest’ side? We tried. Enjoy private patios, tons of snacks, chef demos, craft beer, and dancing! What else could you ever need?

When: Thursday, May 30 & Friday, May 31
Where: District 28, 28 Logan Ave
Cost: Tickets on sale soon

We’ve got sunshine coming back into the forecast just in time for some great things to do in Toronto this May! The best way to forget about a cold, rainy month is sunshine (and tons of fun events, of course).

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