Toronto Holiday Street Market

From now until December 24, visit Toronto Holiday Market and enjoy a whole spectrum of food, drink, and entertainment! There’s also an opportunity to grab some last-minute holiday gifts from the Artisan Village or take a selfie with 50,000 twinkling lights at the walk-in Christmas tree. Youngsters (and the young at heart!) will love unlimited rides on the carousel or pirate ship—included with admission. Prices are $20 for adults and $15 for youth. Full details are available over on the Toronto Holiday Street Market Facebook event page.

The Tenors: Santa’s Wish Tour

The Tenors return to a renovated Massey Hall this holiday season with their Santa’s Wish tour presented by Live Nation and sponsored by WestJet. Enjoy your favourite holiday hits plus an extra special appearance by multi-platinum selling, JUNO Award nominated recording artist Tyler Shaw. Tickets are available December 22 & 23 and may be purchased via Ticketmaster or through the Massey Hall website. $1 per ticket goes to supporting MusiCounts and their work to make music education inclusive, sustainable, and accessible for youth across Canada.

Quanno Nascette Ninno: Christmas in Southern Italy

This has to be one of the most truly unique holiday events in Toronto! Experience the holiday season Italian style with the Vesuvius Ensemble as they perform traditional Southern Italian folk songs. One highlight to look forward to is a special performance played on the zampogna, special bagpipes traditionally played by shepherds on Christmas Eve. Tickets are $38 for regular admission and $32 concessions. One night only: Sunday, December 19 at 6:00pm. Get your tickets here.

Celebrate The Holidays In Toronto With Christmas At The Castle

From November 25th ‘til December 30th, experience Christmas at Toronto’s castle, Casa Loma. This magical event includes a 40ft tall tree in the Great Hall, and a stunning collection of other signature holiday trees decorated by renowned Canadian designers. There’s also an opportunity for the little ones to visit Santa in his workshop. Alternatively, purchase a ticket for Casa Loma’s Holiday Lights Tour! This self-guided tour takes you around the castle grounds to enjoy spectacular decorations, outdoor lighting displays and live performances. Visit casaloma.ca.

Toronto Made Market

We all know how important it is to support local and Toronto Made Market is the place for feel-good retail. Shop a variety of unique gifts from apparel and home essentials to arts, crafts, and beauty products. The in-person Toronto Made Market takes place December 19, from 12-8pm at The Great Hall. However, an online version also exists until December 31. (We’ll be enjoying it in real life with free hot chocolate and candy canes for all!

Canadian Tire Christmas Tree Trail

From November 13 through December 23, visit the North Pole and experience Santa's Village all from the comfort of your car with the 1.5km Canadian Tire Christmas Tree Trail. This immersive, magical holiday activity is perfect for the whole family. You’ll enjoy stunning light displays, live entertainment, and interactive displays. Tickets are priced at $25 per vehicle and may be purchased here with proceeds supporting Canadian Tire Jumpstart Charities. This has to be one of our favourite holiday events in Toronto!

Where To Stay In Toronto

Downtown Luxury: King Blue Hotel Toronto

There’s no better location than Toronto’s famed Entertainment District, which serves as the ideal launchpad for festive shows and holiday cheer. King Blue Hotel Toronto provides spacious and well-appointed guestrooms, which are modern and inviting with elegant finishes. It’s the perfect place to escape from the busy streets of Toronto and recuperate in luxury.

Convenience & Premium Comfort: Sandman Signature Toronto Airport Hotel

If you’re flying into Toronto, you’ll love the modern and distinct style at Sandman Signature Toronto Airport Hotel. A free shuttle bus in on hand to ferry you to and from Toronto Pearson International Airport (YYZ), and there's an onsite pool and hot tub to help you relax. If you fancy a bite to eat, Moxies is right onsite and perfect for casual dining and cocktails.

Close To The Action: Sandman Signature Mississauga Hotel

Only 30 minutes or so from the downtown core, Sandman Signature Mississauga Hotel is a great basecamp to enjoy holiday events in Toronto. It’s got restaurants and stores close by, and a free shuttle for hassle-free access to Toronto Pearson International Airport (YYZ). Amenities include free overnight parking, complimentary Wi-Fi, and indoor pool.