It’s the most wonderful time of the year, and with that comes all the festive fun around town. Whether your lighting a candle and joining us at the Candlelight Stroll in NOTL or heading to Boston for the SOMA Winter Festival, here are a few unique events happening in your neighbourhood this season.
Ho Ho Ho Passport in NOTL
Under a crisp winter sky, Niagara-on-the-Lake glows with candlelight as families and friends stroll through the snow-dusted streets on December 5th for their annual Candleight Stroll. Holiday carols, twinkling lights, and horse-drawn carriages fill the air with festive cheer. Best of all, purchase a Ho Ho Passport to unlock special offers and local treasures throughout the town. Each step feels like stepping into a living holiday memory.
Teadwell’s Christmas at Home Package in NOTL
Bring the magic of Christmas to your own home with the Treadwell Christmas at Home Takeout Package! For $65 per guest, enjoy a festive feast featuring roasted turkey with all the trimmings, potato & leek soup, housemade bread, and decadent sticky toffee pudding. Add a dozen buttery mince pies for just $36 to complete your holiday spread. Orders must be placed by Friday, December 19th for pickup on December 24th—perfect for a cozy, stress-free Christmas celebration!
Toronto’s Window Wonderland
This December, Toronto’s Junction neighborhood transforms into a winter wonderland with Window Wonderland, a free outdoor art gallery featuring 20 artist-designed storefront windows and 11 vibrant wall murals brought to life with augmented reality. Visitors can download the free Artivive app to watch each creation magically animate, blending technology, culture, and festive cheer. On December 20, the Alpine Merry Sheep Choir adds a whimsical touch, serenading the streets with joyful holiday carols. Stroll, explore, and soak up the holiday spirit while experiencing one of the city’s most imaginative winter traditions.
Breakfast with Santa at Hotel X Toronto
Get into the holiday spirit with an enchanting Breakfast with Santa and Mrs. Claus on December 13, 14, 20, and 21! Enjoy a festive morning of delicious breakfast, storytime, and holiday face painting with Mrs. Claus. Write your Christmas wishes, snap magical selfies, and share laughter with Santa himself. This interactive celebration is full of joy, memories, and merry moments for the whole family! Don’t forget to bring your camera to capture every sparkling holiday moment.
Toronto’s One of A Kind Christmas Show
This year The One Of A Kind Christmas Show marks its 50th anniversary, honouring half a century of craft, community, and creativity while introducing fresh new experiences that make this milestone year one to remember. More than a marketplace, The One Of A Kind Christmas Show is a cultural movement that celebrates creativity as a way of life, a festive meeting place where stories are shared, relationships are built, and Canadian-made goods shine.
This year’s show is held on November 27 to December 7 at The Enercare Centre in Toronto and will feature over 750+ Canadian artisans, each offering unique, handmade treasures, from art and apparel to home décor, toys, and gourmet foods.
Miracle on Harbourfront in Toronto
Photo: Jessica Blaine Smith
Step into a sparkling winter wonderland at Miracle on Harbourfront at Toronto’s waterfront! This all-ages Christmas pop-up serves up festive cocktails, holiday-inspired dishes, and over-the-top décor that’s perfect for photos. Enjoy the Santa Pancake Brunch every weekend, browse the Christmas Tree Market, or join late-night Sleigh & Slumber Parties with dazzling Drag Queen performances. From magical moments with Santa to cozy festive treats, there’s something merry for everyone to enjoy this holiday season!
18 Waits After Dark Holiday Edition
On December 13th at 4:00pm shop, sip, vibe and start then season the only way that matters – locally made, effortlessly cool and a little bit after dark. It’s 18 WAITS | AFTER DARK the Holiday edition.
SoWa Winter Festival in Boston
This December, cozy up and wander into SoWa Winter Festival — a magical indoor holiday marketplace under warm lights at the historic SoWa Power Station. With over 100 local artists, makers, and food vendors all under one roof, it’s the perfect spot to find handmade gifts, sip hot chocolate or seasonal cocktails, and soak in festive vibes. Live music, winter treats, and a merry Holiday Lounge add sparkle to shopping and browsing. Whether you’re after unique gifts or just a joyful winter outing, SoWa turns a chilly December day into a cozy celebration.
