9 things to do in Toronto today: Monday, October 14

Oct 11 2019, 6:11 pm

It’s the last day of the long weekend. So while you might have dinner tonight — or work tomorrow, — find some great eventsin Toronto today, and enjoy this Monday, October 14.

For more things to do, check out our events section.

Toronto Pumpkinfest

What: If you’re looking for something fun to do Thanksgiving weekend, head to the Toronto Pumpkinfest for some seasonal good times. Experience this family event over three days with great food, vendors, entertainment, and loads of pumpkins. Guests are welcomed to enjoy all things autumn.

When: Now until October 14
Time: 10 am to 6 pm
Where: Downsview Park, 35 Carl Hall Drive
Admission: Free

Legends of Horror

What: Casa Loma’s Legends of Horror is back, and is about to haunt your dreams… and days. The immersive theatrical interpretation of all of the classic horror figures will take you through a spooky, one-hour, two-kilometre self-guided walking tour that starts from the lower gardens of Casa Loma, through its terrifying tunnels and dark places never before open to the public.

When: Now until October 31
Time: Evenings from 7:30 pm to 10:30 pm
Where: Casa Loma, 1 Austin Terrace
Price: Tickets start at $40 online and $45 at the door

Charli XCX

What: See the Cambridge-born British pop sensation live at Rebel this fall. An artist who got her start singing at raves and warehouse parties, the songstress is bringing her unique brand of pop to Toronto.

When: Monday, October 14
Time: 7 pm
Where: Rebel, 11 Polson St
Admission: Tickets start at $66, available online

Brewer’s Backyard Torontoberfest

What: Torontoberfest will feature a dynamite lineup of Ontario craft brewers to close out the 2019 season with an awesome Oktoberfest-themed celebration. Try brews from Anderson Craft Ales, Big Rock, Collective Arts, Great Lakes Brewery, Left Field Brewery, Muddy York, People’s Pint, and more.

When: Monday, October 14
Time: 11 am to 5 pm
Where: Evergreen Brick Works, 550 Bayview Avenue
Admission: Free

Boards & Beers Game Night

What: Play all the games and drink all the beers, at this awesome social gaming event. They bring the games and the rules, you just come ready to have fun and meet some new people.

When: Monday, October 14
Time: 7 pm
Where: Dominion Pub & Kitchen, 500 Queen St. E
Admission: $5, available online

Carrie Underwood: The Cry Pretty Tour 360

What: Pop-country music songbird and terrifying jilted lover Carrie Underwood will be in Toronto this Sunday. See her latest song and best-known hits as she hits the city on The Cry Pretty Tour.

When: Monday, October 14
Time: 7 pm
Where: Scotiabank Arena, 40 Bay St
Admission: Tickets start at $79, available online


What: It might sound like it was named after your grandfather, but HaroldFest is a collection of some of the funniest improv acts from around the city and country. The seven-day festival is taking place throughout the city.

When: October 14 to 20
Time: 8 pm
Where: Multiple venues
Admission: Varies on event, available online

Once Were Brothers: Robbie Robertson and The Band

What: Directed by Daniel Roher (Ghosts of Our Forest) and executive produced by Martin Scorsese, Brian Grazer, and Ron Howard, this feature documentary follows Robertson from his early life in Toronto and on the Six Nations of the Grand River reserve, in Southern Ontario, to the creation of legendary roots-rock group The Band.

When: Monday, October 14
Time: 12 pm
Where: Hot Docs Ted Rogers Cinema, 506 Bloor Street W
Admission: $11.50, available online

Thanksgiving & Full Moon Afterparty Marathon

What: It’s a 12-hour party marathon. The all night (and all day) dance part takes place in the multi-level venue 120. Seven local DJs will keep the music going the entire time.

When: Monday, October 14
Time: 4 am to 4 pm
Where: 120 Church St
Admission: $20

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