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All Day
Ongoing
Miracle on Harbourfront Christmas Restaurant and Bar 2025
Heal Wellness 220 Yonge Street, Toronto
Free
Featured
Window Wonderland Transforms The Junction into a FREE Outdoor Art Gallery
The Junction Dundas Street West, Toronto
Free
Week of Events
Twilight Symphony at the Castle
Twilight Symphony at the Castle is returning to Casa Loma for a season of unforgettable candlelit performances by the Casa Loma Symphony Orchestra, led by the acclaimed Maestro Paolo Busato.…
Art/Wear: Sneakers x Artists
“What is art?” This question has sparked debate for centuries, and today, the boundaries of what defines art are being pushed further than ever. One significant shift is the growing…
Kour Pour: Cosmic Diagrams
On display in the Aga Khan Museum, Kour Pour: Cosmic Diagrams showcases three monumental paintings that explore the kaleidoscopic ways in which different cultures have envisioned the cosmos. Inspired by…
$10 – $20
Meet Your Maker
Meet Your Maker invites you into the beating heart of contemporary craft and design — a space where tradition meets bold reinvention, and where the maker’s hand is ever-present. Through…
Free
Starbucks Holiday menu returns
‘Tis the season to rejoice, because Starbucks' holiday menu is back on November 6! Seasonal favourites like the Cran-Merry Orange Refresher, Peppermint Mocha, Caramel Brulé Latte, Sugar Cookie Oat Latte…
The Distillery Winter Village
The Distillery Winter Village is Toronto’s original and world-famous Christmas market, where historic cobblestone streets transform into a holiday wonderland with Santa and his elves, carollers, endless festive photo ops,…
$15
Miracle on Bloor Christmas Bar 2025
Toronto’s original Christmas bar Miracle Toronto is transforming Third Place at 875 Bloor St. West into Miracle on Bloor - an epic holiday playground - for the 2025 holiday season. THE…
Free
Miracle on Harbourfront Christmas Restaurant and Bar 2025
Experience Miracle’s signature Christmas magic on the waterfront with its new ALL-AGES pop-up at Boxcar Social on the Harbourfront. Overlooking the city’s scenic waterfront, Miracle on Harbourfront will delight guests with photo-worthy holiday-inspired cocktails…
Free
Featured
Window Wonderland Transforms The Junction into a FREE Outdoor Art Gallery
Toronto’s award-winning winter art exhibit, Window Wonderland, returns to the Junction for its sixth consecutive year! From Friday, November 28 to Sunday, February 1, 2026, the streets of the Junction…
Free
Skate by the Lake
Is there anything more magical than gliding across the ice under the open winter sky by the waterfront? Our beloved community skating rink returns, bigger, brighter and ready to welcome…
Free
Harbourfront Express
All aboard the Harbourfront Express! Back by very popular demand, we’re bringing not one, but two of our classic choo-choo trains to take you on a ride through a frosted…
$12
Winter Maze
Explore twists and turns at our giant Winter Maze on West Campus. Wander through sparkling lights and discover hidden holiday surprises at every turn. A perfect way to spend a…
$18
Winterfest at Harbourfront Centre
Back for its second year, Winterfest 2025 transforms Harbourfront Centre into a festive wonderland. Enjoy dazzling lights, delicious eats, magical train rides, holiday markets, a new Winter Maze and live…
Seussical the Musical
LIVE! at the Wychwood Theatre: Seussical the Musical 76 Wychwood Ave. Studio 176 Toronto, ON. M6G 4C7 Horton the Elephant, the Cat in the Hat and all of your favorite…
$32.49
DJ Skate Nights
Make your winter Saturday nights epic with DJ Skate Nights! Thanks to our partnership with Canadian Tire Jumpstart Charities, the rink has expanded, giving even more of our community the…
Free
Light Up the Dark
Step into a dazzling celebration of light and artistry as Light Up the Dark returns to the Aga Khan Museum. From December 27 to 29, the Museum’s front façade will…
Free
Toronto’s Best Singles New Year’s Party “An Elegant Affair”
Celebrate 2026 in style with Toronto’s most eligible singles at Single in the City’s 20th Annual New Year’s Party. Kelly’s Landing, conveniently across from Union Station, provides the perfect setting…
$50 – $70
Monday, December 29, 2025
No events on this day.
Tuesday, December 30, 2025
No events on this day.
Wednesday, December 31, 2025
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December 31, 2025 -New Year’s Eve Celebrations
New Year’s Eve Celebrations
Glide into the new year at our free admission DJ Skate Night starting at 8pm on the rink with DJ Smartiez, known for experimenting with fresh mixes and a high-energy…
Free
Thursday, January 1, 2026
No events on this day.
Friday, January 2, 2026
No events on this day.
Saturday, January 3, 2026
No events on this day.
Sunday, January 4, 2026
No events on this day.
Know of any events that you think should be listed?
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