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17 things to do in Toronto this weekend: September 23 - 25

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DH Toronto Staff Sep 22, 2016 11:30 am

A little clouds start off our first official weekend of autumn, but we’re okay with that.

The sunny skies are back tomorrow and Sunday, and the city is packed with events over the next few days. From comedy to concerts, and so much more, there are a lot of things to check out in Toronto this weekend.

Have a great weekend!

Lenny Kravitz at the World Cup of Hockey

The World Cup Of Hockey’s Friday night concert at the Fan Village takes place today with rock legend Lenny Kravitz. Multi Grammy Award winning artist Lenny Kravitz released his first album back in 1989, and has released nine other studio albums since. He’s party of the weekend festivities at the Distillery District.

Where: Distillery District
When: September 23 at 3 pm

JFL42 Comedy Festival

Toronto’s Comedy Festival is back! Get your weekend started with some gigles. Just For Laughs features a ton of comedians over 10-days, and one pass too see it all (individual show tickets also available).

Where: Various venues
When: On now until October 1

Fall Fest in Uptown Yonge

Head uptown and check out a family friendly fest all weekend long. With sidewalk sales, face painting, music, fitness and more.

Where: Clements-Yonge Parkette, 14 St Clements Avenue
When: September 23 – 25

A Paintlounge Paint Party

Get your creative juices flowing at the Paintlounge Paint Party! Party with awesome music as you paint, drink, love, laugh – and break out some funky dance moves, if that’s your thing. Don’t know how to paint? No problem! All are welcome.

Where: Paintlounge Toronto East, 1173 Queen St East
When: September 23 and 25

Saddle Up

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. And legion hall atmosphere also means legion hall drink prices.

Where: Owl’s Club (upstairs), 847 Dovercourt Road
When: September 23 at 10 pm

Canada’s Walk of Fame Festival

Taking place all weekend, the jam-packed free line up has an exciting mix of programming including live music, book readings, dance performances, film and television screenings and sports activations including an autograph signing with Toronto Maple Leafs alumni. Performances by Black Mountain, Zeus, Tops, Classified, J-Soul, Great Lake Swimmers, Delhi 2 Dublin.

Where: Various venues/ Free Festival at Yonge-Dundas Square
When: September 23 – 25

Toronto Fall Home Show

Get your home decor on! Looking to reno or redecorate? Check out the Fall Home Show taking place all weekend long.

Where: Enercare Centre, 100 Princes’ Boulevard
When: September 23 – 25

Canadian Tire Brave T.O Obstacle Race

Brave T.O. is a new breed of obstacle course inspired by our city’s courageous first responders. This is your chance to tackle the fiercest challenges faced by Toronto’s police, paramedics, and firefighters — and help support life-saving care at The Scarborough Hospital.

Where: Morningside Park, 390 Morningside Avenue
When: September 24 at 8 am

Craftadian – Etsy: Made in Canada

The 3rd annual flagship Etsy: Made in Canada show, co-hosted by the Toronto Etsy Street Team and 416Hustler, featuring 130 top handmade and vintage Canadian Etsy sellers! FREE to attend and FREE DIY workshops for the public. Full vendor list, show map, and photos can be found here in the LookBook!

Where: MaRS Discovery District, 101 College Street
When: September 24 at 10 am – 6 pm

Steam Whistle Toronto City West End Craft Brewery Tour

Hop on Steam Whistle’s Vintage Party Bus for a guided tour and taste at three local Ontario Craft Breweries; Steam Whistle Brewing, Junction Brewery & Halo Brewery. The party begins & ends at Steam Whistle Brewing, and the tour includes transportation, guided tours & tastes, 5 additional drink tickets & lunch.

Where: Steam Whistle, 255 Bremner Ave
When: September 24 at 11 – 5 pm

YIMBY Festival 2016: Massively Open

Come join the 9th annual YIMBY (Yes In My Back Yard) Festival, and check out 100 community groups from across Toronto and learn about, “what’s happening, exchange ideas and strategies to make change, and turn the tables on politicians and policy makers.”

Where: Metro Hall, 55 John Street
When: September 24, 12 pm to 4 pm

Equinox at Sunnyside Pavilion

Celebrate 20 Years of Captive Audience/RNB Productions/Brooks Events and the finale of the 17th season at Sunnyside Pavilion, our favorite place to dance under the sun, moon & stars! Headlined by Dennis Cruz.

Where: Sunnyside Pavilion & Concert Park, 1755 Lakeshore Blvd West
When: September 24 at 4 – 11:30 pm

Throw Back Bash

Party like its 1995! A 90’s show featuring TLC, Naught By Nature, Kardinal Offishall, and more.

Where: TD Echo Beach, 909 Lakeshore Blvd. West
When: September 24 at 5 pm

Farm to Fork On Common Ground

Celebrate the harvest season with a festival of healthy food, music, arts and community at Fort York National Historic Site. Fort York’s annual On Common Ground festival and the Toronto Non-GMO Coalition’s community-based Farm to Fork celebration join forces for this family friendly, socially conscious, feast of food and culture.

Where: Fort York, 250 Fort York Blvd
When: September 24 & 25, noon to 6 pm

Oktoberfest at Canada’s Wonderland

The first Oktoberfest event at the Park takes place this weekend featuring delicious German food including sausages, sauerkraut, schnitzel, and more! Enjoy an afternoon reveling in the sights and sounds of Oktoberfest with live entertainment and daily activities. Free with admission.

Where: Canada’s Wonderland
When: September 24 & 25 from 12 – 8 pm

Word On The Street

Each year, Word On The Street hosts the finest in Canadian literature and this year 200 authors will be hitting the stage to discuss all things literary at this free outdoor book and magazine festival.

Where: Harbourfront Centre, 235 Queens Quay West
When: September 25 at 11 am to 5:15 pm

Tastes Of The Hill

This one-of-a-kind cultural celebration is entering its 10th year anniversary and celebrates all things cultural, food, fashion, arts, sports, and entertainment from around the world.

Where: Richmond Green Park, 1300 Elgin Mills Road East
When: September 25 at 11 am to 8 pm


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DH Toronto Staff

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