Fun-Filled Winter Adventures in Toronto

Winter in Toronto is an enchanting time, transforming the city into a wonderland with various activities for you, your friends and loved ones. With many indoor and outdoor events, it's the perfect destination for winter fun seekers!

Travel on GO Transit to Toronto

Getting into Toronto is a breeze with GO Transit; enjoy fare options, such as the $10 One-Day Weekend Pass or the Weekday Group Pass, starting at $30 for two people. Plus, kids 12 and under always ride free, making travel convenient and economical for families. Check out all the unique experiences, the best activities for sports-lovers, special events, and the best food Toronto offers! Simply plan your trip to Union Station or Exhibition GO Station.

Unique Winter Experiences in Toronto

Laugh it out at a Comedy Show

Ready for some laughs? The Second City features critically acclaimed live improv and sketch comedy shows on stage every night. For more than 50 years, The Second City has been daring audiences to laugh at our world, our shared troubles, and ourselves. It features the best up-and-coming comedic talent. With PRESTO Perks, you can save 20% off general admission on shows from Sunday to Thursday with code PRESTO20.   

Check out their latest programming, “Rizz the Season”. This high-energy comedy spectacular starting November 18 – January 4 features a merry mashup of iconic Second City scenes, songs, and characters—delivering the signature wit and festive mischief you know and love. Featuring an all-star cast of Canada’s funniest performers, it’s a festively funny night out that sparkles brighter than tinsel, no cap. Gather your friends, family, and that co-worker who says “vibe check” too often and pull up to The Second City for the most laughter-filled night of the holiday season!

The Distillery Historic District

Visiting the Distillery District in Toronto during the winter is like stepping into a snow-covered postcard: the red-brick Victorian buildings and cobblestone laneways are draped with twinkling lights and festive decor, creating a cozy, magical atmosphere. Bundle up, sip a rich hot chocolate or mulled drink by a fire pit among the heated patio lounges, and explore artisan shops and holiday vendor cabins offering unique gifts!

Toronto Symphony Orchestra

When the winter chill settles over Toronto, find warmth and inspiration at the Toronto Symphony Orchestra (TSO). A visit to Roy Thomson Hall offers a perfect indoor escape, allowing you to experience world-class music in a comfortable and beautiful setting. The TSO is especially magical during the winter months, often featuring special holiday programs and seasonal concerts that fill the air with festive cheer. And don’t forget to use code PRESTO20 at checkout and save 20% off select Masterworks, Pops, and Young People’s Concerts tickets to the Toronto Symphony Orchestra’s 2025-26 Season. 

Winter Activities for Sports Lovers in Toronto 

Score Big with Every Bite at Real Sports

Real Sports Bar & Grill, located just steps away from the iconic Scotiabank Arena, is the ultimate destination for sports enthusiasts and food lovers alike. This premier sports bar and restaurant offers an unparalleled experience, whether you're catching a game before or after the big event. Renowned for its vibrant atmosphere, Real Sports boasts a massive 39-foot HD screen that brings every thrilling moment to life, ensuring you never miss a second of the action! 

Hockey Hall of Fame

For a truly Canadian winter experience, visit the Hockey Hall of Fame. You can explore interactive exhibits, get up close with the Stanley Cup, and celebrate the rich history of Canada’s favourite sport. It’s an ideal indoor activity for a cold day, offering a unique way to combine the excitement of hockey with the special feeling of the holidays, making it a memorable outing for the whole family. Save 20% off regular admission rates when you show your PRESTO card.

Winter is an exciting time for sports enthusiasts in Toronto, offering an electric atmosphere at various sporting events. The city’s passion comes alive as fans gather to support their favourite teams. You can watch the Toronto Raptors, Toronto Maple Leafs, or Toronto Marlies in action all winter long. Take advantage of up to 30% off Toronto Marlies tickets with PRESTO Perks. And the Toronto Raptors are pleased to provide PRESTO card holders up to a 20% discount on tickets for select home games during the 2025-26 season with PRESTO Perks.

Embrace the magic of winter as you glide across the ice at some of Toronto’s most iconic outdoor skating rinks, such as Nathan Phillips Square, The Bentway and Harbourfront Centre Rink. Lace up your skates and breathe in the fresh winter air under twinkling city lights. Enjoy the festive atmosphere at Nathan Phillips Square with its illuminated arches, or glide along The Bentway’s unique figure-eight trail. Both rinks feature special events, themed skate nights, and holiday markets, offering music, food and local crafts. With rental services also available, these rinks cater to all skill levels. Warm up with hot cocoa and make some cherished memories! Make sure to check the skating rink schedule before you head out.

Special Events and Activities in Toronto this Winter

One Of A Kind Show

Find unique treasures and embrace the spirit of the season at the One of a Kind Show, taking place at the Enercare Centre from November 27 to December 7, 2025. Celebrate 50 years of craft and creativity at this year’s Christmas Show, hosting 750+artists and makers across the country. With new features and fresh experiences, you’ll be able to find local gifts for everyone on your list! Show your PRESTO card onsite at the box office on Wednesday, December 3 and save 20% on one adult ticket.

Cavalcade of Lights

Experience the magic of the holiday season with the much-loved Cavalcade of Lights presented by Desjardins Financial Group. With an opening night inspired by international lantern, fire and light festivals and winter solstice celebrations, Cavalcade of Lights is a free event that transforms City Hall and its surroundings into a dazzling wonderland.

From November 29 through January 7, enjoy the glittering tree, participate in public skating and bask in the glow of thousands of energy-efficient bulbs as they adorn the heart of downtown Toronto. Learn more at toronto.ca/cavalcade.

Canadian International AutoShow

It's Canada’s premier automotive event— the ultimate celebration of all things automotive.  

The AutoShow is the most exciting showcase of cars, culture, and cutting-edge innovation in the country.  Whether you’re in the market for a new vehicle or you’re a dedicated car enthusiast this is the event for you. From the latest vehicles and luxury exotics to legendary collectibles alongside timeless classics, the AutoShow offers the total automotive experience that celebrates the past, present, and future.

Taking place at the Metro Toronto Convention Centre from February 13 to 22, 2026. Tickets go on sale November 24th — mark your calendar and get ready to start your engines!

The Original Santa Claus Parade       

Ride GO Transit to The Original Santa Claus Parade in Toronto on Sunday, November 23, for its 121st year of festive magic. Start the day with free family treats at the Christie Pits pre-parade party, then catch 98.1 CHFI’s live broadcast with Christmas music and mascots at Queen's Park North. Find your spot along the 6 km parade route to see the floats, bands, Celebrity Clowns, Mrs. Claus, and Santa himself. It’s a perfect day out for families and making merry memories!

Satisfy Your Tastebuds in Toronto 

Save on Food at Union Station  

Travelling through Union Station this winter? Your PRESTO card offers more than just a ride. As a central hub, the station provides a warm and convenient place to grab a bite without stepping out into the cold. With a wide variety of food options available, you can easily find something to satisfy any craving. By using PRESTO Perks, you can also enjoy discounts at participating vendors, such as Blondies Pizza, Jersey Mike’s, Taco Bell and Mighty Bird, adding extra value to your meal. It’s a smart and simple way to save while enjoying the diverse culinary offerings on your journey.

Winterlicious 

Indulge in Toronto’s vibrant culinary scene during Winterlicious, a gastronomic festival that promises to fascinate your taste buds from January 30 to February 12, 2026. This year, over 200 of the city’s finest restaurants will showcase their culinary mastery, offering three-course prix fixe menus that cater to every palate and pocket. From contemporary fusion dishes to traditional favourites and exotic international flavours, there are cuisines for everyone to explore. Discover new dining spots or revisit cherished favourites, all while enjoying the flavours that make Toronto a culinary hub!

Delicious Food Options in the Distillery District

Embark on a culinary journey in the iconic Distillery District, where various dining options await. Start with BOKU, celebrated for its exquisite Pan-Asian cuisine, perfect for a satisfying lunch. For those seeking upscale dining, Cluny Bistro & Boulangerie offers a taste of French-inspired dishes in an elegant setting. If casual bites are more your style, stop by El Catrin, known for its vibrant Mexican flavours and lively atmosphere. For a unique culinary experience, visit the Distillery District's hidden gems, like Spirit of York, where you can pair local spirits with artisanal snacks! 

Do a Brewery Tour

Step into the heart of Canada's brewing heritage with a Brewing Tour at Steam Whistle Brewing, the country's largest single-brand independent brewery. This immersive experience offers unique insights into the art and science of brewing, allowing you to explore the historic Roundhouse facility, a landmark filled with stories of Toronto’s past. During the tour, you'll witness the meticulous brewing process firsthand and enjoy tastings of their renowned pilsner. Make the most of your visit by taking advantage of a 20% discount on tours and a 15% saving on merchandise in the Tap Room, exclusively with PRESTO Perks.

Winter Adventures in Toronto 

Toronto in the winter offers various experiences that perfectly blend adventure, culture, and fun. Gather your family and friends and make lasting memories in this vibrant city. Whether you're exploring the Distillery District or cheering at a sporting event, there's no shortage of activities to keep everyone entertained. Enjoy the perks of travelling with GO Transit and the savings with the One-Day Weekend Pass, Weekday Group Pass or Kids GO Free, and make the most of your trip to Toronto!