Things To Do in Toronto This Week (November 16–22, 2026)

Things to do in Toronto this week (November 16–22, 2026) include exciting live sports, major concerts, festive Christmas markets, holiday light displays, and family-friendly celebrations. From Canada’s national soccer team facing Guatemala and the Toronto Raptors returning to Scotiabank Arena to the annual Santa Claus Parade and the opening of several holiday markets, Toronto is packed with activities for everyone.

Whether you’re looking for a free weekend activity, a festive evening with friends, or an exciting live performance, here are some of the best things to do across Toronto this week.

Editor’s Note: Event schedules, ticket prices, and availability may change. Always check official event websites and ticketing platforms before making plans.

THINGS TO DO IN TORONTO THIS WEEK

Canada Men’s National Team vs. Guatemala

Experience an exciting night of international soccer as Canada’s Men’s National Team faces Guatemala at BMO Field in the second leg of the 2026/27 Concacaf Nations League quarterfinals. With a place in the Nations League Finals at stake, this is a must-watch event for Toronto soccer fans.

• Date: Monday, November 16, 2026, at 8:00 p.m.
• Location: BMO Field, Toronto
• Cost: Ticketed

SOMBR – You Are The Reason Tour

Rising singer-songwriter SOMBR brings his You Are The Reason Tour to Scotiabank Arena for a night of emotional lyrics, energetic performances, and fan-favourite songs. Music lovers can catch one of the week’s biggest pop concerts in downtown Toronto.

• Date: Monday, November 16, 2026, at 7:00 p.m.
• Location: Scotiabank Arena, 40 Bay St., Toronto
• Cost: Ticketed

Toronto Raptors vs. New York Knicks

Catch the Toronto Raptors in action as they welcome the New York Knicks to Scotiabank Arena. Basketball fans can enjoy an exciting regular-season NBA matchup with plenty of energy from the home crowd.

• Date: Tuesday, November 17, 2026, at 7:30 p.m.
• Location: Scotiabank Arena, 40 Bay St., Toronto
• Cost: Ticketed

Jorja Smith Live at Massey Hall

British singer-songwriter Jorja Smith brings her distinctive blend of R&B, soul, and contemporary music to Toronto’s historic Massey Hall. Joined by Wesley Joseph, the concert offers music fans an opportunity to experience her powerful vocals in one of the city’s most celebrated performance venues.

• Date: Wednesday, November 18, 2026
• Location: Massey Hall, 178 Victoria St., Toronto
• Cost: Ticketed

St. Lawrence Market Winter Market 2026

Get into the festive spirit as the St. Lawrence Market Winter Market returns for its third year. Market Street transforms into a seasonal shopping destination featuring handmade gifts, local artisans, holiday treats, and live entertainment. Visitors can also enjoy free photos with Santa on Saturdays and Sundays from noon to 3 p.m.

• Dates: November 19–22, 2026, continuing until December 22
• Location: Market Street, beside St. Lawrence Market, Toronto
• Cost: Free admission; purchases extra
• Hours: Thursday–Friday, 11:00 a.m.–7:00 p.m.; Saturday–Sunday, 10:00 a.m.–7:00 p.m.

HarbourFrost Winter Festival & Christmas Tree Lighting

Celebrate the beginning of the holiday season along Toronto’s waterfront as HarbourFrost returns to Harbourfront Centre. Opening weekend features festive markets, illuminated decorations, roaming circus characters, fire performances, and the Redpath Express train ride.

A highlight is the Christmas tree lighting ceremony on Friday, November 20, at 6:45 p.m., bringing a festive glow to the waterfront.

• Dates: November 20–22, 2026; festival continues until December 20
• Location: Harbourfront Centre, 235 Queens Quay W., Toronto
• Cost: Free general admission; select related performances and activities may be ticketed
• Tree Lighting: Friday, November 20, at 6:45 p.m.

Toronto Botanical Garden Holiday EcoMarket 2026

Shop for meaningful holiday gifts at the Toronto Botanical Garden’s Holiday EcoMarket, featuring more than 100 local and environmentally conscious vendors. Discover handcrafted products, garden-inspired decorations, seasonal greenery, and unique presents while supporting local creators.

The market also features seasonal music and activities, making it a relaxing holiday outing for families and friends.

• Dates: November 20–22, 2026
• Location: Toronto Botanical Garden, 777 Lawrence Ave. E., Toronto
• Cost: Free admission
• Hours: Friday, 2:00–6:00 p.m.; Saturday–Sunday, 10:00 a.m.–4:00 p.m.

Bloor-Yorkville Holiday Magic & Lighting Ceremony

Experience the magic of Christmas as Bloor-Yorkville kicks off the holiday season with its annual Holiday Magic celebration. This free outdoor event features a live performance by Canadian jazz vocalist Molly Johnson, an appearance by the Rosedale Day School Choir, and the neighbourhood’s official holiday lighting ceremony.

Hosted by television personality Melissa Grelo, the celebration transforms Village of Yorkville Park into a festive destination filled with music and sparkling lights.

• Date: Saturday, November 21, 2026, from 5:00–7:00 p.m.
• Location: Village of Yorkville Park, Cumberland St. & Bellair St., Toronto
• Cost: Free admission

The Swedish Christmas Fair 2026

Discover Swedish holiday traditions at the annual Swedish Christmas Fair in Toronto. Held at George Brown College’s Waterfront Campus, the event brings visitors together to explore Scandinavian seasonal favourites, festive products, and Swedish cultural traditions.

It’s a great opportunity to discover a different side of Christmas while browsing traditional Scandinavian goods.

• Dates: Saturday, November 21, 2026, 11:00 a.m.–5:00 p.m.; Sunday, November 22, 11:00 a.m.–4:00 p.m.
• Location: George Brown Waterfront Campus, 51 Dockside Dr., Toronto
• Cost: Check the organizer for admission details; purchases extra

The Distillery Winter Village 2026

Explore one of Toronto’s most popular holiday attractions as the Distillery Winter Village fills its historic cobblestone streets with festive lights, artisan cabins, Christmas decorations, and seasonal food and drinks.

Visitors can browse holiday gifts, take photos beside the illuminated Christmas tree, and enjoy the festive atmosphere. Weekday visits offer an excellent opportunity to explore the market without paying an admission fee.

• Dates: Throughout November 16–22, 2026; the season runs until January 3, 2027
• Location: Distillery Historic District, 55 Mill St., Toronto
• Cost: Free all day Monday–Thursday, November 16–19; free before 4:00 p.m. Friday–Sunday, November 20–22. Tickets required after 4:00 p.m. Friday–Sunday.

Practical Planning Notes

Toronto’s holiday season is getting underway, so expect busy downtown streets, popular Christmas markets, and increased crowds around major events. Dress warmly for outdoor celebrations, especially the Santa Claus Parade, Bloor-Yorkville Holiday Magic, and HarbourFrost.

Public transit is a convenient option for travelling between downtown attractions. Visitors attending the Santa Claus Parade on Sunday, November 22, should check official road closures and TTC service updates before leaving home.

For the Distillery Winter Village, admission is free during designated off-peak periods, while tickets are required for Friday, Saturday, and Sunday evenings after 4 p.m. Plan ahead to avoid disappointment.

Tickets for concerts, sporting events, and holiday theatre performances should also be booked in advance whenever possible.

You may also like…

• Things to Do in Toronto This November 2026
• The Distillery Winter Village 2026: What’s Actually New
• 7 Toronto Christmas Markets and Holiday Markets to Visit in 2026