Discover 7 local destinations and events in Toronto to explore this winter while supporting small businesses and celebrating community spirit.
Toronto transforms into a winter wonderland as the temperatures drop, offering endless opportunities for exploration and celebration. From twinkling lights and skating rinks to cozy cafes and unique boutiques, there’s so much to enjoy. Better yet, by supporting these local spots and events, you’re helping sustain the heart of the city—its small businesses and communities.
Here’s your guide to must-visit destinations and experiences in Toronto this winter!
Stroll Through the Distillery Winter Village
The historic Distillery District comes alive in winter with the Distillery Winter Village—a festive outdoor market featuring artisanal vendors, gourmet food, and stunning light displays. Wander through cobblestone streets under a canopy of sparkling lights and shop for one-of-a-kind local treasures.
Pro Tip: End your visit with a cup of rich hot chocolate from a local vendor—it’s the perfect way to keep warm while soaking in the festive vibes.
Lace Up Your Skates at Nathan Phillips Square
No Toronto winter experience is complete without a skating session under the dazzling lights at Nathan Phillips Square. The iconic outdoor rink is free, welcoming skaters of all skill levels. Afterwards, warm up with a quick bite or coffee from nearby local eateries.
Quick Tip: Avoid peak hours for a more relaxed skating experience, and don’t forget to snap a photo with the illuminated “Toronto” sign for your winter album!
Explore High Park’s Snow-Covered Trails
For nature lovers, High Park offers a tranquil escape from the city’s bustling streets. Its serene snow-laden trails are perfect for winter hikes, spotting wildlife, or even a peaceful stroll with a coffee in hand.
Recommendation: Swing by a local cafe like Queen Margherita Pizza for a warming meal after your outdoor adventure.
Shop Local at the Evergreen Brick Works Winter Market
Every Saturday, Evergreen Brick Works hosts its renowned Winter Farmers’ Market. From fresh produce and prepared foods to handmade goods, the market is an excellent way to support local farmers and artisans while discovering unique products.
Insider Tip: Look for handmade candles, jams, and baked sweets that make for ideal winter gifts.
Indulge in Cozy Moments at Toronto’s Independent Cafes
Toronto is home to many charming cafes perfect for warming up after braving the cold. Highlights include Sam James Coffee Bar for your caffeine fix or Dineen Coffee Co., known for its elegant interiors and top-notch lattes.
Why Go Local? Supporting Toronto’s independent cafes allows you to experience the city’s rich coffee culture while giving back to small businesses that add so much character to the community.
Discover Unique Finds at Kensington Market
Kensington Market may be an all-seasons favourite, but it has a special allure during winter. Browse its eclectic mix of vintage shops, bookstores, and artisanal boutiques while taking in the lively atmosphere of this cultural hub.
Local Love: For a delicious treat to fuel your shopping, try a warm empanada from Jumbo Empanadas or sip on a craft cider at a nearby bar.
Take a Winter Break with RivetStays
After exploring Toronto’s countless winter destinations, wrap up your day with a stay at RivetStays, conveniently located in the heart of the city. Their cozy and thoughtfully designed spaces are crafted for comfort, offering the perfect retreat after a day of winter adventures.
Special Offer: Use promo code LOVETORONTO10 to receive exclusive perks during your stay. Whether it’s a weekend escape or a staycation, RivetStays adds a touch of relaxation to your Toronto winter experience.
Celebrate Winter by Supporting Toronto’s Local Gems
Toronto in winter is a magical time filled with opportunities for adventure and community. By visiting these destinations and supporting local businesses, you’re not just making the most of the season—you’re helping Toronto thrive.
Find your winter wonderland, one local treasure at a time. Start exploring today!
