With the last long weekend of summer now behind us, it’s time to dive into all the exciting things that September has to offer. Lucky for us, there are so many exciting things to do in Toronto this week to keep the post-holiday blues at bay.

The stars are coming to town for TIFF this week, plus free outdoor concerts, movies, food festivals, and plenty of sunshine.

We’ve got no time to waste, friends. Let’s get right into the very best things to do in Toronto this week!

Toronto International Film Festival (TIFF) 2023

It’s finally here! This week, award-winning actors and filmmakers will descend on our city for one of the most highly-anticipated film festivals of the year — the Toronto International Film Festival.

The 11-day festival is known as the world’s largest public film festival and is attended by Hollywood’s top talent every year.

Plus, TIFF’s annual Festival Street will occupy a large stretch of King Street outside of the TIFF Bell Lightbox theatre, from Peter Street to University Avenue.

Get ready for celebrity sightings and red-carpet glamour as this year’s most buzzworthy new films make their debut.

When: September 7th to 17th, 2023
WhereSee the full schedule here

TIFF Festival Street

As part of TIFF, Festival Street will occupy a large stretch of King Street outside of the TIFF Bell Lightbox theatre, from Peter Street to University Avenue.

The family-friendly street festival will be celebrating all things film and will feature performances, movie screenings, outdoor art installations, and an all-new block party!

This year’s programming includes live music (including a Nickelback concert!), an open-air cinema and movement classes in David Pecaut Square, a block party, an art market, murals, installations, and exciting activations.

When: September 7th to 10th, 2023
Where: King Street from Peter Street to University Avenue

Sponsored Pick: Little Canada

Celebrate the end of summer with a GIANT adventure! Visit Little Canada and embark a journey of discovery through a vast, highly detailed, and animated miniature attraction. From captivating vistas like Peggy’s Cove to iconic Canadian landmarks like the CN Tower and Niagara Falls, come experience the wonder of Canada right at Yonge and Dundas. It’s a magical adventure for all and you don’t want to miss it! 

Where: 10 Dundas St. East 
Cost: Adult tickets starting at $36

The Taste of the Kingsway

It’s the 50th anniversary of south Etobicoke’s largest street festival.

Get ready to dance, sip, snack, and celebrate all weekend long with midway rides, family-friendly activities, games, performances, music, and tasty food.

When: September 8th to 10th, 2023
Where: Bloor Street West from Prince Edward Drive to Montgomery Street

Films on Shortt

Free outdoor movies are returning to Fairbank Village this week.

Head on over to Shortt Street and Eglinton West for a presentation of Guardians of the Galaxy 3 starting at 9 PM.

Bring your own chair, grab a blanket, and enjoy the show.

When: September 8th, 2023, 9 PM
Where: Shortt Street and Eglinton Avenue West

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Toronto Blue Jays vs. Kansas City Royals

The Jays face off against the Royals this week at the newly-renovated Rogers Centre.

Cheer for the home team from the stands or scoop up a $20 general admission ticket to catch the action from one of the many new viewing and social zones within the arena, where you can grab elevated ballpark eats, do fun activities and soak up the sun.

When: September 8th, 2023
Where: Rogers Centre

Taste of North York

Head on over to North York for a foodie extravaganza starting this Friday.

You can expect a “massive open-air street food market with hundreds of menu items from a variety of different cuisines,” says the description.

Enjoy free live performances and a dance workshop, as well as a patio and community fair where you can meet and support local makers.

When: September 8th to 10th, 2023
Where: Mel Lastman Square

The Huddle NFL Pop-up Bar

Football fans, your time has come! NFL Canada is bringing back its popular pop-up sports bar to Toronto, The Huddle for six nights of football.

Aligned with the start of the season, the pop-up welcome fans to its special viewing experience starting September 7th.

Not only will fans have the opportunity to experience an exclusive NFL event but will also have the chance to snap a pic with the Lombardi Trophy.

Fans can also get their hands on the goods like official NFL swag and freebies while connecting with other NFL fans.

When: September 7, 10, 11, 14,17 & 18, 2023
Where: Early Mercy, 540 King Street West

Eason Chan: Fear and Dreams World Tour

Hong Kong’s beloved Eason Chan will be taking over Scotiabank Arena this week.

This mega-star is on his Fear and Dreams World Tour, and our city will finally get to experience it on Tuesday.

When: September 6th, 2023
Where: Scotiabank Arena

Jason Aldean: Highway Desperado Tour

Outdoor concert season at Budweiser Stage will soon come to a close, but before it does, country sensation Jason Aldean will rock the stage.

Fans of country music and open-air summer concerts will not want to miss this special show.

When: September 7th, 2023
Where: Budweiser Stage