Things to Do in Toronto in January – 2026
January 12, 2026 | Community
January in Toronto embraces winter in the best way possible, skating under city lights, vibrant cultural celebrations, and unique festivals that make the cold season exciting. The city proves there’s plenty to do even after the holidays end! Here’s your guide to the best things happening in Toronto this January.
Events You Won’t Want to Miss
Harbourfront Centre DJ Skate Nights
Glide across the ice while live DJs set the vibe at these energetic Saturday night skate parties. A perfect way to stay active and social during winter, and best of all, it’s free to attend!
📍 Harbourfront Centre
📅 Select Saturdays throughout January
💸 Free
The Bentway Skate Trail
Skate the city’s coolest figure-eight trail beneath the Gardiner Expressway. With family programming and free skate nights, this urban skating experience is a winter must-do for all ages.
📍 The Bentway
📅 All January
⏰ Monday to Friday: 5:00-9:00pm
Saturday, Sunday, Holidays 12:00-9:00pm
💸 Free
Jamaica in January
A lively cultural street celebration filled with music, food, and island energy. This family-friendly event brings warmth and community spirit to the heart of winter.
📍 STACKT Market
📅 January 17
⏰ 11:00 AM – 7:00 PM
💸 Free
Winterista Winter Festival
A truly cool winter arts experience featuring ice sculptures, a giant slide, and interactive exhibits. Designed with families and kids in mind, it’s the perfect blend of creativity and winter fun.
📍 25-45 Commercial Road
📅 January 23 – February 14
⏰ 12 PM to 12 AM
💸 Free / Select paid activities
Lunar New Year Celebrations
Ring in the Lunar New Year with vibrant parades, traditional performances, music, dance, and delicious food. Celebrations take place across Chinatown and surrounding neighborhoods, offering something for all ages.
📍 Chinatown & multiple locations
📅 January 29, 2026
💸 Free
Toronto International Boat Show
Canada’s largest indoor boat and water-life event takes over the Enercare Centre with hands-on exhibits, interactive displays, and plenty to explore, even in the middle of winter.
📍 Enercare Centre, Exhibition Place
📅 January 17–25
⏰ Various times
💸 Ticketed ($26 Per Adult)
Quick Tips for Visitors
Bundle Up: January temperatures can be chilly, especially for outdoor skating events. Dress in warm layers, gloves, and waterproof boots.
Skate Rentals: Many skating events offer rentals, but availability can be limited, arrive early.
Family-Friendly Picks: The Bentway, Winterista Festival, and Jamaica in January are all great for kids.
Plan Transit: Winter weather can slow things down, TTC day passes make hopping between events easy.
January in Toronto is all about embracing winter rather than hiding from it. Whether you’re skating to music by the waterfront, celebrating culture through food and dance, or exploring creative winter festivals, the city offers plenty of reasons to get out and enjoy the season. Grab a hot drink, lace up your skates, and experience Toronto’s winter magic!
