21 things to do in Toronto this weekend: October 21 - 23

Oct 20 2016, 4:08 pm

It’s the weekend!

Celebrate our favourite time of the week with these awesome events in and around Toronto. From shopping to sports, the city has it all.

Have a great weekend, Toronto!

Blogger Closet Sale

A few of Toronto’s hottest bloggers are coming together to host this ultimate closet sale, where brands are going for a fraction of the original price.

Where: The MogoLounge, 797 Queen Street West
When: October 21 – 23

M.A.C Store Opening

Make-up lovers! The new M.A.C cosmetic store is opening today! They will be having an in store special all weekend that includes M.A.C tote bags – with a minmum purchase of $50.

Where: 368 Queen Street West
When: October 21 and 22

Cask Days

The 12th annual Cask Days Beer Festival returns to Evergreen Brick Works this weekend! The festivities are all about cask-conditioned beer, and offers over 400 beers and ciders of over 10,000 attendees over the course of three days.

Where: The MogoLounge, 797 Queen Street West
When: October 21 – 23

Friday Night Live at the ROM

#FNLROM is back with live entertainment, DJs, and fresh themes to excite every Friday night! Explore our stunning galleries, or hit the dance floor with tasty food and drinks, at Toronto’s favourite social destination. Tonight’s theme: Fashion.

Where: 100 Queens Park
When:  October 21 at 7 pm

Everything to do with Sex Show

The 17th annual Everything To Do With Sex Show is back this month, and is bringing the biggest consumer romance show to Toronto. Packed with tantalizing stage shows, educational seminars, performances, and a lot of shopping, the show is geared towards singles, couples, and anyone looking to spice up their lives.

Where:Hall B, Enercare Cenre, Exhibition Place, 100 Princes’ Blvd
When:  October 21 – 23


The Toronto tradition that is Screemers is back to haunt you with seven haunted houses and thrilling rides. Take your bravest friends and head into an evening of ghostly excitement this weekend!

Where: Queen Elizabeth Building, 180 Princes’ Blvd
When: October 21-23

Buffer Festival

Buffer Festival is an annual showcase of YouTube video premieres, bringing the most acclaimed digital creators and their audiences together.

Where: Various venues
When: October 21-23

Whole Life Expo

Celebrating its 30th year, Canada’s largest showcase of natural health, alternative medicine, and green living returns this weekend. With over 80 speakers and over 200 exhibitors, Whole Life Expo brings you a wonderful array of natural health products and services gathered under one roof.

Where: Metro Toronto Convention Centre, 255 Front Street West
When: October 21-23

CN Tower Climb for United Way

Walk past the elevators and straight up Toronto’s most famous landmark! While celebrating a tall personal feat—conquering all 1,776 steps—you’ll also be helping to level the playing field for individuals, families and communities, elevating our region as a whole. Although registration is closed, you can still cheer on friends and participants!

Where: CN Tower
When: October 22 at 6 am

Symphony Spooktacular

Celebrate Halloween early with the Toronto Symphony Orchestra! Featuring spooky classical favourites and toe-tapping, sing-at-the-top-of-your-lungs tunes”, this concert will appeal to all boys and ghouls. Be sure to come in costume to help the Orchestra get into the Halloween spirit!

Where: Roy Thomson Hall, 60 Simcoe Street
When: October 22 at 2 pm

Vegan Oktoberfest 

Celebrate Oktoberfest vegan style, with 100% vegan fare, music and beer at Vegan Oktoberfest 2016! All in support of the Toronto Vegetarian Food Bank.

Where: NEST, 423 College Street
When: October 22 at 7:30 pm

Boo! At the Barns

This free, all-ages Halloween party offers frightful fun for the whole family. This year’s event will feature a haunted house, scary dance party, face painting, costume swap, a beer and wine garden, treats, and much more.

Where: Artscape Wychwood Barns, 601 Christie Street
When: October 22 at 5 pm


Seven albums and several world tours, Sia is now on a massive arena tour with Miguel and AlunaGeorge. The “Nostalgic for the Present Tour” includes 23 North American dates, with Toronto and Montreal marking their only two Canadian stops, and the show is this weekend.

Where: Artscape Wychwood Barns, 601 Christie Street
When: October 22 at 5 pm

The 3rd annual Dream Serenade

The 3rd annual Dream Serenade benefit concert returns to Massey Hall this weekend with an epic Canadian line up. Broken Social Scene, Barenaked Ladies, Dan Mangan, and Hayden are among the performers set to hit the stage on Saturday.

Where: Massey Hall, 178 Victoria Street
When: October 22 at 8 pm

Saddle Up!

Looking for a good old-fashioned hoedown? There’s one here for you! Grab your partner and head to the Owl’s Club for Saddle Up! Don’t expect Blake Shelton or Carrie Underwood: this is all about classic hits from Dolly Parton, Johnny Cash, Willie Nelson and more.

Where: Owl’s Club (upstairs), 847 Dovercourt Road
When: October 22 at 10 pm

Get Leashed Dogtoberfest

Grab your hund and lederhosen and celebrate! Join us for an afternoon of craft beer, live entertainment, special surprises, and festive food truck fare. Friendly, leashed dogs welcome. Dog park etiquette applies.

Where: Henderson Brewing Co., 128A Sterling Road
When: October 23 at 1 pm

MEC Toronto Race Seven

The Fall Classic returns as the 7th event in the 2016 MEC Race Series offering. Runners are welcome to join a 5 k, 10k, or 15 k run, and will experience a fun and welcoming race atmosphere complete with professional chip timing and complimentary snacks and fruit.

Where: Coronation Park, near the gates to Exhibition Place
When: October 23 at 9 am

The Cove Beach Clean Up

Join Surf the Greats and Surf Dreams Canada Online Surf Shop for the 16th The Cove Beach Clean-Up. There will be a free Tidal Flow Class, potluck BBQ, lots of prizes from our sponsors, and the annual Lake Steward Award ceremony by Surf Dreams Canada.

Where: Scarborough Bluffs, 47 Cecil Crescent
When: October 23 at 9 am

The Toronto 48 Hour Film Project – Best films of 2016

If you like short-films and want to support a ton of local filmmakers, you’ll want to attend this screening. Fifteen inspirational films will be shown and the best film from the 2016 Toronto 48 Hour Film Project will compete against the winners from the other 48 Hour Film Project cites at the international film festival, Filmapalooza.

Where: Hot Docs Ted Rogers Cinema, 506 Bloor Street West
When: October 23 at 2 pm

Toronto FC vs Chicago Fire

There’s still time to cheer on our Toronto FC! Catch the afternoon game on Sunday when they play the Chicago Fire.

Where: BMO Field, 170 Princes’ Blvd
When: October 23 at 4 pm

Mura Masa 

Spend your Sunday evening with British electronic music producer Mura Masa, who’s playing a gig at The Hoxton.

Where: The Hoxton, 69 Bathrust Street
When: October 23 at 9 pm