Winter Activities in Toronto: Bloor-Yorkville Guide

January can be a challenge for everyone as the holidays have wrapped up, back to school is in full effect, and the weather can be so unpredictable! Finding winter activities in Toronto that make you want to leave home can seem daunting, but a number of options to be found around our community. From the arts to dining and family-friendly activities, there’s a little something for everyone. We hope to see you out embracing winter and enjoying the unique offerings of Bloor-Yorkville!

Winter Activities in Toronto

DesignTO – Aesop Yorkville
94 Cumberland St

Interior view of Aesop from the street.

For anyone unfamiliar, DesignTO is a non-profit organization most noted for its annual DesignTO Festival, Canada’s largest annual design festival. They aim to put a spotlight on innovative designers who help shape a “sustainable, just, and joyful world.” Taking place January 25th from 6 pm – 9 pm at Aesop Yorkville is an in-person conversation with Toronto-based design studio Odami, specifically focusing on their inspiration and design sensibilities when it came to designing the Aesop space. Known for their luxury skincare, haircare, and fragrances, Aesop is also known for their unique storefronts, each designed to thoughtfully reflect the surrounding neighbourhood.

Learn more here.

Heliconian Hall Events
35 Hazelton Ave

Heliconian Hall is a beautiful historic building set on Hazelton Avenue, operating as a “hub of arts-based activity” and rooted in “women supporting, championing and providing inspiration in the arts.” The club offers several community events for both club members and the public. Their Literary Lecture Series is described as a cross between a traditional book club and a university course, but without the exams (phew). These series take place both online and in-person depending on your preference and feature talented Canadian writers discussing their latest works. The in-person lectures include wine, light snacks, and sweet treats before the lecture begins, so its a fun way to meet new people.

Learn more about the literary series and other Heliconian Hall events here.

Gardiner Museum – Family Sundays
111 Queens Park

Exterior view of the Gardiner Museum showing a unique Vase-like sculpture.

Every Sunday from 11 am – 3 pm, admission to the Gardiner Museum is free for children and included with admission for adults! Join other families for weekly activities inspired by current museum collections and special exhibitions. The activities are led by the Gardiner’s team of passionate educators and volunteers, as they help you and your family express your creativity through clay!

Purchase tickets here.

Varsity Cinema – Taco Tuesday
55 Bloor Street West

Winter is the perfect time to immerse yourself in cinema, and Varsity Cinema is upping the ante with Taco Tuesday! The lounge at Varsity is a great place to gather before or after a film, but especially so on Tuesdays, where guests can get 1 free taco with any order of 2, plus tequila cocktails for $10. Varsity is home to 10 theatres, including VIP seating, and manages to maintain a neighbourhood feel with its boutique-sized space, making it a great local theatre to experience the best of film.

Browse films & book tickets.

Trivia Night at The Pilot
22 Cumberland Street

Exterior view of the Pilot Restaurant lit up at night showing the patio and rooftop dining options.

Relive your college nights on Tuesdays at The Pilot! Taking place every Tuesday night from 7 pm – 9 pm is the Big Bad Trivia night, featuring a different theme each week, ranging from music to TV shows and more. Prizes are awarded for first and second place, plus all winners will be included in monthly draws. Reservations are not necessary.


The best way to discover new restaurants is with Winterlicious! Bloor-Yorkville has 15 participating restaurants this year, offering prix fixe menus ranging from $34 – 75. Review our entire list of participating restaurants online here.