15+ Things to Do in Toronto This Week (January 19-25)

When January starts feeling like it’s been three months long already, finding little things to look forward to can make the week feel a lot more fun. And that’s pretty much what this guide to things to do in Toronto this week (January 19-25) is about. Trying to shake off the winter slump, planning a night out with friends, or just looking for something new to break up your routine? This list has plenty of ideas to explore.

Because event schedules and details are constantly being updated, please always confirm the information on the official page. Enjoy the free entry, but remember to budget separately for food, drinks, or activities, and make sure to complete any necessary RSVP.

Things to Do in Toronto This Week (Jan 19-25)

Free Fun Events

DesignTO Festival 2026

Things to Do in Toronto This Week — *Photo via* *@designtofestival/ Instagram*

More than 100 installations and events take over the city, from bold art to design that challenges how we think. It’s one of the biggest festivals in Toronto this weekend, and you can hop from venue to venue.

When: January 23-February 1, 2026
Where: Various locations
Tickets: Most events and exhibitions are free (some require a RSVP or purchased tickets)
Best for: Art lovers, explorers, and free fun seekers.

The Junction’s Window Wonderland 2025

Stroll through the Junction and watch storefront windows come alive with augmented reality. There are 20 window displays and murals you can explore for free, making it one of the easiest things to do in Toronto this weekend with family or friends who love photo ops.

When: Until February 1, 2026
Where: Streets of The Junction
Best for: Families, casual date walks, and art lovers on a budget.

DJ Skate Nights at Harbourfront Centre

For this one, you can skate under the night sky while DJs spin beats that make you want to attempt moves you didn’t practice. A staple when talking about things to do in Toronto this weekend for young adults.

When: Until February 14, 2026
Where: Harbourfront Centre (235 Queens Quay West Toronto)
Best for: Nightlife lovers, friend hangouts, and date nights.

Winter Skating at The Bentway

Skate a figure-eight trail beneath the Gardiner that feels both urban and magical. There are special events and occasional free rental nights, so keep an eye out if you love things to do in Toronto for free.

When: Until February 16, 2026
Where: 250 Fort York Blvd, Toronto
Best for: Solo skaters, artsy Instagram folks, and weekend wanderers.

Hangar Skate at YZD

Free skating plus fun programming like DJ nights and art activities? You’ll love this one. The rink is big, the atmosphere is upbeat, and it’s always a win when “things to do in Toronto for free” actually feel exciting.

When: Until February 16, 2026
Where: YZD (34 Hanover Road Toronto)
Best for: Teens, friend groups, and beginners learning to skate.

Skate by the Lake

Waterfront views and a bigger rink this year mean more space to glide, fall, and laugh about falling. It’s a simple way to enjoy Toronto today without spending anything, as long as you bring warm layers.

When: Until March 1, 2026
Where: Harbourfront Centre (235 Queens Quay West Toronto)
Best for: Families, couples, and low-cost weekend plans.

Paid & Ticketed Things To Do

Cinema Kabuki 2026 Toronto

*Photo via* *The Japan Foundation, Toronto*

Kabuki Theatre hits the big screen in HD, giving you a taste of Japanese drama, comedy, and dance without hopping on a plane. If you want something unique to do downtown today, this is a solid bet.

When: January 25, 2026
Where: TIFF Lightbox (350 King Street West, Toronto)
Tickets: Click here.
Best for: Culture fans, movie lovers, and international theatre enthusiasts.

Winter Chalet Pop-Up at Evangeline

Cheese fondue and a rooftop view? Toronto winter suddenly makes sense. Plus, you can enjoy a free curling game. A fun pick if you’re looking for things to do in Toronto for young adults.

When: Until February 28, 2026
Where: Ace Hotel Toronto (51 Camden St., Toronto)
Reservations: Book here.
Best for: Date nights, friend hangs, and après-work fun

Sharks at ROM

From tiny glowing sharks to the biggest ocean predators, this exhibition gives families a fun and surprising way to learn something new today. One of the best things to do in Toronto with family this weekend if you love wildlife and discovery.

When: Until March 22, 2026
Where: 100 Queen’s Park Ave, Toronto
Tickets: $9 surcharge
Best for: Families, curious minds, and animal lovers.

Concerts

Candlelight Concerts

Live music by candlelight instantly makes everything feel more emotional. Classical tribute or pop hits, it’s always a beautiful experience if you’re looking for romantic things to do in Toronto.

Candlelight: Best of Joe Hisaishi – January 23 at Metropolitan Community Church of Toronto (115 Simpson Avenue, Toronto)
Candlelight: From Bach to The Beatles – January 23 at Metropolitan Community Church of Toronto (115 Simpson Avenue, Toronto)
Candlelight: The Best of Bollywood on Strings – January 24 at The Royal Theatre (608 College Street, Toronto)
Candlelight: Tribute to Pink Floyd – January 24 at Metropolitan Community Church of Toronto (115 Simpson Avenue, Toronto)
Candlelight: Tribute to Phil Collins – January 25 at The Royal Theatre (608 College Street, Toronto)
Best for: Date nights, music lovers, and chill evenings.

The Lord of the Rings: The Fellowship of the Ring in Concert

*Photo via* *The Lord of the Rings in Concert*

Watch the epic film with a live orchestra bringing the score to life. It’s one of the most magical events happening in Toronto for anyone who still dreams about Middle-earth.

Date: January 23-24, 2026
Location: Meridian Hall (1 Front St E, Toronto)
Tickets: Click here.
Best for: Film geeks, fantasy lovers, and bucket list moments.

Comedy Shows

James Acaster Live!

If you love sharp humour with a bit of delightful absurdity, James Acaster’s stand-up will be your kind of chaos. A great pick if you want events that guarantee belly laughs.

Date: January 20-21, 2026
Location: Massey Hall (78 Victoria St, Toronto)
Tickets: Click here.
Best for: Comedy fans, friend hangs, and mood boosters.

Natan Badalov @ Backroom Comedy Club | Limited Run!

This show promises nonstop laughs and a solid way to escape your house mid-winter. Bring friends who appreciate sarcasm and a night that doesn’t take itself seriously.

Date: January 24, 2026
Location: Backroom Comedy Club (814 Bloor Street West, Toronto)
Tickets: Click here.
Best for: Group nights out, spontaneous weekend plans, and comedy lovers.

ramy youssef: love beam 7000

Ramy returns to Toronto with a show that mixes heartfelt moments with hilarious real-life chaos. A strong contender if you want fun things to do in Toronto this weekend that feel both smart and silly.

Date: January 24, 2026
Location: The Elgin Theatre (189 Yonge St., Toronto)
Tickets: Click here.
Best for: Fans of Ramy, date nights, and thoughtful humor.

Want more free winter fun around the city?

If you’re planning to spend February outdoors without spending much, take a look at 20 Free Outdoor Winter Activities in Toronto: February 2026 Guide. It lists easy, budget-friendly options, from low-key walks to lively outdoor events, so you can make the most of winter without breaking the bank.

Related Reads:

Things to Do in Toronto This Week (Jan 19-25)