The Holiday Season Has Officially Arrived in Toronto and Surrounding Areas! (Nov 21-23)

Can you feel that chill in the air? It’s not just the November wind—it’s the magic of the holiday season officially sweeping into the region!

We’ve been waiting all year for this. This weekend (November 21-23, 2025) marks the true turning point where pumpkin spice gives way to peppermint mocha. From the historic return of the Santa Claus Parade downtown to the ultimate girls' day out and pet-friendly extravaganzas, the city is buzzing.

Get your calendars ready and your mittens out. Here is your expert guide to the can’t-miss events happening in Toronto and surrounding areas this weekend.

Toronto Santa Claus Parade 2025

📍 Downtown, Toronto 📋 Sunday, November 23, 2025 | 🕒 12:30 PM

This is the big one, folks. For the 121st time, the Original Santa Claus Parade is taking over the streets of Toronto. Since 1905, this event has been the heartbeat of our community's holiday celebrations, bringing together millions (on the curb and at home) to celebrate hope, family, and love.

📝 Expert Take: The 2025 edition promises to be a showstopper with 28 stunning, hand-painted floats and the iconic Celebrity Clowns leading the way. While the parade kicks off at 12:30 PM, veteran attendees know the drill: get there early. Stake out your spot with a thermos of hot cocoa and layer up!

🎶 The Soundtrack of the Season: The energy this year will be unmatched thanks to an incredible lineup of marching bands. Expect to hear festive tunes from top-tier groups including:

• University & Collegiate: Western University, McMaster, Queens University Pipes and Drums, and North Toronto Collegiate.

• Community Favorites: The Salvation Army Band, Philippine Heritage Band, Toronto All Stars Steel Orchestra, and Mariachi Los Gallos.

• Visiting Talent: Burlington Teen Tour Band, Lady Godiva Memorial Band, and many more from schools like St. Joseph-Scollard Hall and Father Bressani.

The National Women’s Show

📍 Metro Toronto Convention Centre (222 Bremner Blvd) 📋 Nov 21-23, 2025 | 🕒 Fri 10-7, Sat 10-6, Sun 10-5

Ladies, clear your schedule—the ultimate girl’s day out is back! If you are looking to get your holiday shopping done while being pampered, this is the spot. It is Canada’s largest event of its kind, offering exclusive products you literally won't find anywhere else.

✨ Why You Should Go:

• The Swag: Arrive early! The goodie bags are legendary and filled with free samples, but they go fast.

• The Experience: It’s not just shopping. You can grab a mini makeover (hair and beauty), watch live cooking demos, and sip on delicious wine and food samples.

• The Vibe: From the hottest new fashions on the catwalk to craft workshops and endless entertainment on the Main Stage, it’s the perfect place to recharge with your besties.

Markham Home for the Holidays

📍 Markham Fairgrounds (10801 McCowan Road) 📋 Nov 21-23, 2025 | 🕒 Fri 10-7, Sat 10-5, Sun 10-4

If you are craving that traditional, cozy "Hallmark movie" feeling, head north to Markham. Celebrating its 38th year, this market is widely known as the "True Spirit of Christmas."

🛍️ What to Expect: This isn’t your average trade show; it’s a curated winter wonderland. You’ll be walking through aisles filled with talented artisans selling one-of-a-kind treasures—perfect for that hard-to-buy-for person on your list.

• For the Foodies: Come hungry. The aroma of freshly baked gingerbread and seasonal delicacies fills the air. It’s a culinary journey as much as a shopping trip.

• The Atmosphere: With shimmering stained glass, intricate decor, and a festive buzz, it’s an unforgettable experience for home decor lovers.

Toronto Christmas Pet Show

📍 The International Centre (6900 Airport Rd, Mississauga) 📋 Nov 22-23, 2025 | 🕒 Sat 10-5, Sun 10-4

Why leave your furry family members at home? The CPE family is rolling out the red (and green) carpet for the ultimate pet-friendly holiday bash just outside the city core.

🐾 Highlights: This is a massive event for animal lovers. We’re talking about an 8-Ring CKC Dog Show, a TICA Cat Show, and even celebrity pets!

• Get Involved: There are creative grooming demos and interactive activations throughout the weekend.

• Santa Paws: Yes, you can get your pet’s photo taken with Santa!

• Shop Local: The marketplace features some of the best artisan vendors in the pet industry. It’s a great way to support responsible pet companionship while stocking up on treats and toys.

Light up the Square

📍 Mississauga Celebration Square (300 City Centre Drive) 📋 Saturday, November 22, 2025 | 🕒 4:00 PM – 8:00 PM

Mississauga is glowing up this weekend! This is a fantastic free event for families in Toronto and surrounding areas who want to see a downtown core transform into a sparkling holiday playground.

💡 The Schedule:

• 4:00 PM: The party starts! The Square comes alive with twinkling lights and the "Holiday Express" vibe.

• Live Entertainment: Catch Soul Sublime performing disco holiday covers (yes, please!), SHOUT! The Band, and the mesmerizing LED hoop dancer Theland Kicknosway.

• 6:00 PM: The main event! The Santa Claus Parade makes its way through downtown, ending with Santa himself lighting the massive Christmas tree.

Hosted by: Global News favorites Liem Vu and Jaden Lee-Lincoln. Don't forget to grab a selfie with Santa & Friends courtesy of Coca-Cola and check out the interactive musical bikes!

Thinking of Making a Move This Season?

The holidays have a way of reminding us how important "home" really is.

Whether you’re falling in love with the vibrant energy of Downtown Toronto or the family-friendly charm of communities like Markham and Mississauga, I’m here to help you put down roots.

I know these neighborhoods inside and out—not just where the best events are, but the streets, schools, and homes that make them special. If you are dreaming of a new home to host next year's holiday party, or thinking of selling while the market is active, let’s connect.

👩🏻‍💼 Khoa Le, Broker
📱 647-271-5461
📧 khoa@realimpactgroup.com
🏡 @realimpactgroup | @realbrokerage