10 Cheap and Cheerful Winter Activities in Toronto

No need to break the bank for winter fun in Toronto. Local writer, Jenn Weatherhead Harrington, rounds up the bright ideas and cold weather favourites loved by locals.

Toronto is not a city that hibernates. It’s a city that takes the winter months head on and really embraces the colder days and longer nights. There are so many ways to enjoy in the city and best of all, it doesn’t have to break the bank. Embrace winter (with your parka, toque and gloves all on) in Toronto with these inexpensive events and experiences.

Toronto Light Festival

Cost: FREE
Where: Distillery District

The historic Distillery District may be known for its festive Christmas Market (totally worth a visit during the holiday season), but from January 27 to March 3, 2019, it will again light up in the annual lights and arts installation for the Toronto Light Festival. They certainly have made our winters so much brighter!

With 45 days of incredible light exhibits (that cover 44 buildings in the area), it’s a great excuse to get outside. Grab a hot coffee from Balzac’s in the Distillery District to keep cozy while you wander.

Skate under the Gardiner

Cost: Starting at $5 to rent skates
Where: The Bentway Trail

In Toronto, you can skate downtown with the skyscrapers towering over you and even under major overpasses. The Bentway Trail is transformed into a skating “rink” unlike any other, running one kilometre under the Gardiner Expressway overpass.

The skate is free (bring your own skates to lace up or rent some for $5-$10) and the trail opens for the season on December 21st, 2018.

Skate by the lights of City Hall

Cost: Starting at $5 to rent skates
Where: Nathan Phillips Square

Nathan Phillips Square is the perennial skating spot in the city, where you can skate in front of City Hall, join in on a DJ skate party (on Saturday nights), and grab a hot cocoa afterwards.

If you’re in town before Christmas, you can also take part in the mini holiday market in the square with loads of good eats, crafts and games. Skate rentals are from $5-$10, but you can also bring your own.

Skate with the best city skyline views

Cost: Starting at $13 to rent skates and a helmet
Where: Natrel Rink and Sherbourne Common

Natrel Rink at the Harbourfront Centre is also a can’t miss if you’re into urban outdoor skating. Situated along the lakeshore, with great views of the city and charming lights around it, it is usually packed with avid skaters and beginners.

Another urban skate spot is the Sherbourne Common (a splash pad during the summer months), which offers impressive views of the city skyline and a design that has won architecture awards. Bring your own skates to this location since it’s not staffed, but open 24 hours.

Get your street art on

Cost: FREE
Where: Augusta Ave. and Rush Lane

Graffiti Alley may be something you think of during the summer months, but here’s why it’s a true gem in the city come winter. It’s far less busy, so it’s much easier getting the perfect Instagram shot in front of one of the murals.

Meander the back alleys along Queen Street West and see some of the city’s best street art. It’s like a free exhibit showcasing immense talent. Grab a hot chocolate or gingerbread latte from the nearby Jimmy’s Coffee (a Toronto fave, located on Portland Ave.) to keep those fingers warm from all your photo snapping.

Ice Breakers on the Waterfront

Cost: FREE
Where: Queens Quay West

Where else can you see some of the world’s coolest art installations, outside, in the winter, along a waterfront? You get just that at Toronto’s Ice Breakers on the Waterfront. Five artists from around the world are chosen to showcase their own art installation along Toronto’s waterfront, creating a magical winter escape, and the perfect wintery Instagramable moment too. This year you can expect to find installations by artists from Germany, Greece, and three Toronto-based artists.

Check out Canada’s top films

Cost: $14
Where: TIFF Bell Lightbox

On January 27th, TIFF’s annual Canada’s Top Ten Film Festival takes place, showcasing some of Canada’s best short films. Not only is it a great opportunity to see Canadian-made films and see homegrown talent from across the country, but you should consider taking a tour of the TIFF Bell Lightbox while you’re there. Select Canadian Top Ten feature length films are showing throughout December as well.

Warm up in a tropical paradise

Cost: FREE
Where: Allan Gardens

Toronto’s only downtown botanical garden at Allan Gardens is the perfect spot to warm up and get a blast of the tropics (all while still seeing a snowy winter wonderland outside the glass walls). The landmark has been in the city since 1858 and is home to some of the most exotic plants in Toronto.

Step into the Palm House under a giant glass dome and towering palm trees, or into the Arid House full of cacti, sand and desert plants, or smell the orchids and begonias in one of the two Tropical Houses.

Head here on a weekday if you want a quieter experience. Or, tuck in when it’s blustery outside to enjoy the view of winter from inside a lovely tropical paradise.

Wednesday Nights at the AGO

Cost: FREE
Where: Art Gallery of Ontario

What’s better than getting to see some great art exhibits at the Art Gallery of Ontario? Getting to do it for free! From 6-9pm on Wednesday, you can get free access into the museum to check out their collections galleries. The collections showcase more than 95,000 pieces of work including Canadian art, modern and contemporary, European art, indigenous art, photography collections and much more.

Dance, drink and party in a museum

Cost: $17, $15.50 for students/seniors, $5 for members
Where: Royal Ontario Museum

Ever wondered what it would be like to be in a museum after it closes? You can get that at the ROM (The Royal Ontario Museum) during their Friday Night Live events. Canada’s largest museum of art is transformed into a dance party, you can grab some favourite local eats and drinks (think Jamie Kennedy’s fries, for example), and explore the museum’s dinosaur bones, mummies, and artifacts.

Winterfolk Music Festival

Cost: Various ticket prices depending on shows
Where: The Danforth (various venues)

The Winterfolk Music Festival, from February 22-24, 2019, has more than 100 artists performing at five venues over three days, meaning you’re pretty much guaranteed to see a show that suits your fancy. Best of all it’s perfect for all ages (families welcome) and no matter what the weather might be outside, inside the venues you’ll be cozy, warm and set to listen to blues, rock, jazz and more.

Winterlicious for everyone

Cost: Starting at $28 for three-course prix fixe meals
Where: Nearly 200 restaurants around Toronto

From January 27-February 7, 2019, you have the chance to dive into some of the all-time best eats in Toronto, at a reasonable price. It’s an opportunity for locals and visitors to eat incredible food at upscale, trendy and hip restaurants around the city made by some of the top notch chefs Toronto has on hand.

Prices vary from restaurant to restaurant, but all restaurants participating in Winterlicious offer prix-fixe lunch and dinner menus and often come in at half the price of a normal meal.

Calling all art and design lovers

Cost: Most exhibits are free
Where: Throughout the downtown core

The DesignTO festival (formally the Toronto Design Offsite Festival) will hit city streets inside and outside again this year from January 18-27, 2019. With over 100 exhibits, many of which are free, it’s a chance for art lovers to really get to see the design scene in the heart of downtown.

Highlighting art, design, culture, and more, this festival is an inspiring light in the middle of winter (and can help you get over those post-holiday blues in January!).

Get your beer on, outside

Cost: $25 for and advance ticket, $30 at the door, plus cost of tokens
Where: Roundhouse Park, 255 Bremner Blvd, Toronto, ON

It’s no secret that Toronto is a city that loves a good craft beer. On January 26, 2019, grab your parkas, toques and gloves and get ready for Winter Craft Beer Fest at the Roundhouse Park outside of the Steamwhistle Brewery.

You won’t notice the chill as much when you have a local Ontario craft beer in one hand and a toasted marshmallow in the other (believe it, the combo of a cool beer and a freshly toasted marshmallow is amazing).

With 40+ breweries on hand, the theme of retro ski gear and a DJ dance party, you’ll never even think about the sub-zero temperatures.

About the Author

Jennifer has been jetting around the world for the past 12 years, finding hidden gems, idyllic luxury hotels and off-the-beaten-path destinations. In Toronto, she calls the Bloor West/High Park area home sweet home. Her byline has appeared in The Globe & Mail, ELLE Canada, HELLO!, FLARE, FASHION, Metro News and more. She runs her own travel website, TravelandStyle.ca – a stylish online destination focused on finding beauty and style in travel.

Top 10 Cheap & Cheerful Winter Activities in Toronto

by Jenn Weather Harrington - January 13, 2019

It's always changing, so it's a great place to explore.

Chloe Wilde
Entertainment Reporter
/ @thechloewilde

Whimsical Winter Art Festivals and Exhibits in Toronto

by Jenn Weather Harrington - January 13, 2019

See it. Snap it. Share it. Around every corner, down every street, and in every neighbourhood, there’s something that begs to be shared in Toronto.

#SeeTorontoNow

More Insights & Ideas from Locals

Funding Provided By

Premium Partners