17 Fun Things To Do in Toronto This Week (February 9-15)

February is deep into winter mode, and by this point, cabin fever can start feeling very real. You might be scrolling through plans on your phone, debating if it’s worth leaving the house, or trying to plan something fun around Valentine’s week without overthinking it. In this guide tothings to do in Toronto this week (February 9–15), I pulled together events and activities that fit real-life moods, from low-key weekday plans to fun ways to spend the weekend. So, if you’re balancing work, social plans, or just trying to get out of the house, this list makes planning the week way easier.

Schedules can change, so verify the latest info on the official website. Please keep in mind that free admission might require an RSVP, and food or activities are typically a separate purchase.

Things To Do in Toronto This Week (Feb 9-15) – Valentine’s Edition

Free Fun Events & Activities 

Community Skate Day: Free Skate Rentals and Hot Chocolate 

February 13, 2026 | Sherbourne Common

Free skate rentals, helmets, and hot chocolate make this PA Day-friendly event extra appealing. With skating aids available, it’s welcoming for beginners and families looking for things to do in Toronto this weekend for free.

Winter Skating at The Bentway 

Until February 16, 2026 | 250 Fort York Blvd, Toronto

Skating under the Gardiner never gets old. The figure-eight trail adds a fun twist, and the whole setup feels uniquely Toronto. With free entry and occasional rental nights, this is one of those things to do in Toronto today that works whether plans are spontaneous or planned out.

Hangar Skate at YZD 

Until February 16, 2026 | 34 Hanover Road Toronto

Free skating plus colourful art installations make Hangar Skate a solid winter hangout. The rink feels lively even on colder days thanks to DJ skate nights, indoor arts programming, and surprises for all ages. It’s one of those things to do in Toronto for free that feels like a full experience, not just a quick lap around the ice.

Kuumba 2026 

February 1-28, 2026 | Harbourfront Centre | Some events are ticketed

Celebrating its 31st year, KUUMBA continues to be a major part of Black Futures Month in Toronto. The programming spans music, theatre, dance, and spoken word, offering something new to experience almost every day.

Skate by the Lake (Until March 1)

Until March 1, 2026 | Harbourfront Centre 

Skating by the waterfront hits different, especially when the rink is bigger and buzzing with families, friends, and first-time skaters. With more space to glide and a scenic backdrop, Skate by the Lake is an easy pick for things to do in Toronto this weekend with family or a low-key afternoon outdoors.

Paid & Ticketed Things To Do

Toronto Black Film Festival 

February 11-16, 2026 | Various locations 

This festival shines a spotlight on powerful stories from Black filmmakers around the world. Screenings spark conversations and offer a refreshing change from blockbuster movie nights, making it one of the more meaningful festivals in Toronto this weekend.

Winterfolk Blues & Roots Festival 

February 12-15, 2026 | Tranzac Club

Winterfolk brings warmth with blues, folk, roots, and singer-songwriter sets spread across multiple stages. It feels intimate, community-driven, and perfect for music fans who want discovery alongside familiar sounds.

Winterlicious 2026 

Until February 12, 2026 | Participating restaurants across Toronto 

This is your final call to try prix-fixe menus across the city. Winterlicious is ideal for sampling new restaurants or revisiting favourites without committing to full menu prices, making it one of the tastiest things to do in Toronto this weekend.

Skating at The Well 

Until February 16, 2026 | 486 Front St W, Toronto  

The rink at The Well adds a winter touch to one of downtown’s newest spaces. Surrounded by shops and food spots, it’s an easy stop if you’re already exploring things to do in Toronto today. They have rentals available for $10 if you’re an adult and just $5 for the little ones.

Must-Catch Concerts

Eric Church – Free the Machine 2025 Tour 

February 12, 2026 | Scotiabank Arena 

Eric Church brings his gritty mix of country and Southern rock to the stage, delivering the kind of live show that feels raw and loud in all the right ways. If you’re scanning concerts while wondering what is happening in Toronto today downtown, this one stands out as a big-ticket night out.

Josh Ross – Later Tonight 2026 Tour 

February 13 (Massey Hall) | February 14 (History Toronto)

Josh Ross keeps things personal and high-energy, blending modern country with rock influences that land hard live. It’s a great option for young adults looking for things to do in Toronto this weekend that feel exciting without being over-the-top.

Moein Live in Toronto

February 14, 2026 | Scotiabank Arena

Valentine’s Day gets a musical glow-up with Moein’s mix of Iranian pop and traditional sounds. Expect a crowd that knows every lyric and a concert atmosphere that feels both nostalgic and celebratory.

Ways to Celebrate Love in the City

Raise Your Hands Valentine’s Day Show @ Long Branch Social House 

February 12, 2026 | 3595 Lake Shore Blvd W, Toronto

This tribute show channels the chemistry of Janis Joplin and Tom Jones with powerhouse vocals and dynamic duets. Expect strong performances, plenty of nostalgia, and a lively crowd.

Valentine’s Rendezvous at bosk 

February 14, 2026 | 188 University Ave, Toronto

This three-course Valentine’s dinner pairs Northern Italian flavours with live violin music for a romantic, relaxed evening. It’s intimate without feeling stuffy, perfect for couples who want something special without going overboard.

Candlelight Valentines: Classical Romance 

February 14, 2026 | Metropolitan Community Church of Toronto

A string quartet, candlelit setting, and a lineup of romantic classical favourites set the mood beautifully. This concert leans elegant and emotional, making it a standout option for a refined Valentine’s night.

Play Another Slow Jam: 90’s R&B Valentine’s Day Show

February 14, 2026  | El Mocambo

If slow jams and throwback R&B are your love language, this show delivers. Between live vocals, DJ sets, and surprise guests, it’s a great pick for young adults planning things to do in Toronto this weekend.

Murder Mystery Dinner & Show 

February 14, 2026  | Chelsea Hotel, Toronto

Dinner meets interactive theatre as guests help solve a crime while dining among suspects. This dinner show is playful, dramatic, and a fun alternative to traditional Valentine’s plans, especially if you want to try something different.

Planning a Winterlicious Date Night? Here’s Some Inspiration

If Winterlicious has you thinking about turning dinner into an actual date night, the guide Winterlicious 2026: 15 Romantic Restaurants for the Perfect Date Night is worth bookmarking. From candlelit spots to elegant dining rooms made for lingering conversations, it rounds up some of the most romantic places to dine during the season. Perfect if you want the night to feel thoughtful, not rushed.

READ MORE:

• 15 Unique Date Ideas for Valentine’s Day in Toronto (Beyond Dinner and a Movie)
• Festivals & Events Calendar – City of Toronto
• Toronto, Canada Events, Calendar & Tickets | Eventbrite