Best Things To Do in Toronto This Week (Nov 24–30, 2025)
It’s that time of year when Toronto starts to sparkle… literally. The city is lighting up with the first holiday markets, festive lights, and the first signs of holiday cheer everywhere you look. To help you make the most of it, this guide to the best things to do in Toronto this week (Nov 24–30, 2025) rounds up all the fun, food, and festive happenings you won’t want to miss. And if you’re craving a little escape, I’ve also included a few great picks just outside the city for a quick and easy getaway.
Quick Tip: Check the official event pages for current details. Even if entry is free, expect to potentially RSVP or pay extra for food, drinks, or special add-ons.
Things To Do in Toronto This Week (Nov 24-30)
Free Fun Events
Union Winter Presented by TD
Union Station is jumping back into winter fun with The Roller Express, returning for its third year. The rink brings free skate rentals, helpful lessons, and a steady stream of DJ nights and themed events that keep things lively.
- When: November 26-January 18, 2026
- Where: Union Station (65 Front St. W., Toronto)
- Tickets: Free admission (Advance registration for Roller Express recommended)
- Website: https://torontounion.ca
- Best for: Easy winter plans near transit.
Shoppers Drug Mart Santa’s Workshop Pop-Up
This one’s a zero-pressure holiday stop. You’ll enjoy free photos with Santa, gifting zones, kids’ activities, and a bunch of fun touches along the way.
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- When: November 26-30, 2025
- Where: The Well (486 Front St W, Toronto)
- Tickets: Free admission
- Instagram: @shoppersdrugmart
- Best for: Families, last-minute shoppers, and anyone who still loves a Santa moment.
Annual Regent Park Film Festival
This long-running community festival highlights independent films that speak to Black, Indigenous, and other diverse stories. Each screening feels connected to real people and lived experiences, making it easy to settle in and lose track of time.
- When: November 27-30, 2025
- Where: Multiple venues
- Tickets: Free admission (donations appreciated)
- Website: https://rpff.ca
- Best for: Film lovers who like heartfelt storytelling.
Winterfest Toronto
The lights glow across the entire space, the food stalls keep things fun, and the train rides always get kids excited. You can wander through the holiday market, try the new Winter Maze, and catch live performances that make the visit feel fuller.
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- When: November 28- December 31, 2025
- Where: Harbourfront Centre (235 Queens Quay W., Toronto)
- Tickets: Free admission (select activities ticketed)
- Website: https://harbourfrontcentre.com
- Best for: Friends looking for an easy hangout plan.
Old Town Toronto Cavalcade of Lights
Berczy Park glows with a charming light installation featuring the famous dog fountain and one confident cat. It’s great for quick visits, photos, or a relaxed walk before dinner nearby.
- When: November 28, 2025
- Where: Berczy Park (35 Wellington St E, Toronto)
- Tickets: Free admission
- Website: https://oldtowntoronto.ca
- Best for: People who enjoy light displays without big crowds.
Baileys Pop-Up
Free Baileys hot chocolate and a free ornament you get to customize (19+). Honestly, that’s already a win. Add in toppings you can pile on like you’re decorating a cake? Even better.
- When: November 28-30, 2025
- Where: The Well (486 Front St W, Toronto)
- Tickets: Free admission
- Website: https://thewelltoronto.com
- Best for: Chocolate lovers, adults on a holiday stroll, and quick festive breaks.
Markham Annual Festival of Lights
Markham kicks off the season with its tree lighting, live entertainment, and plenty of small moments that add warmth to the night. Families crowd in for the atmosphere, and kids light up once Santa arrives.
- When: November 28, 2025
- Where: Main Street Markham
- Tickets: Free admission
- Website: https://www.mainstreetmarkham.com
- Best for: A simple, classic holiday outing.
Holiday EcoMarket
And if you’d rather go sustainable this season, the Holiday EcoMarket at Toronto Botanical Garden lets you browse planet-friendly gifts, snack on artisanal treats, and warm up by the fire while local musicians set the mood.
- When: November 28-30, 2025
- Where: Toronto Botanical Garden (777 Lawrence Ave E, Toronto)
- Tickets: Free admission
- Website: https://torontobotanicalgarden.ca
- Best for: Eco-shoppers.
Cavalcade of Lights
Nathan Phillips Square shines again with nightly skating, glowing art pieces, and music that brings together Toronto’s many communities. The giant tree and LED lights fill the square from dusk to 11 p.m., making it a great stop before or after dinner.
- When: November 29, 2025-January 7, 2026
- Where: Nathan Phillips Square (100 Queen St W, Toronto)
- Tickets: Free admission
- Website: https://www.toronto.ca
- Best for: Those who love downtown holiday energy.
Krispy Kreme x Tyler Shaw Pop-Up
The first 150 guests score a free limited-edition doughnut, and everyone gets free Original Glazed until noon. Pair that with Tyler Shaw, and you’ve got a funny little crossover event no one asked for, but everyone’s happy about.
- When: November 29, 2025
- Where: 105 Dundas St E (Church & Dundas)
- Tickets: Free admission
- Instagram: @krispykremecan
- Best for: Early birds, doughnut fans, and anyone already out grabbing coffee.
Markham Santa Claus Parade
Marching bands, colourful floats, and Santa closing the show make up this long-running Markham tradition. It’s cheerful, busy, and very family-centric, with good viewing spots along Main Street Markham.
- When: November 29, 2025
- Where: Main Street Markham (Between Highway 7 and 16th Avenue)
- Tickets: Free to watch
- Website: https://www.mainstreetmarkham.com
- Best for: Families who love holiday parades.
Willowdale Christmas Market & Tree Lighting
This weekend, Willowdale turns into a Hallmark movie set. It’s where you’ll enjoy local vendors, food trucks, hot chocolate, and a massive tree-lighting moment that’ll give you that “it’s officially Christmas” feeling.
- When: November 29, 2025
- Where: Mel Lastman Square (5100 Yonge St, Toronto)
- Tickets: Free (Suggested $5 Donation to Food Bank or PWYC)
- Website: https://www.neighbourlink.org
- Best for: Families.
CPKC Holiday Train
You’ll hear it before you see it. The CPKC Holiday Train rolls through Toronto this week, decked out in thousands of lights. The best part? It’s free and supports local food banks, so bring a canned good or donation and enjoy live performances as the train stops to spread cheer.
- When: November 29, 2025
- Where: 750 Runnymede Road, Toronto
- Tickets: Free (Donations to local food banks are appreciated)
- Website: https://www.cpkcr.com
- Best for: Families and anyone who loves feel-good holiday moments.
Great Hall Holiday Artisan Market
Need to tick a few names off your shopping list? Swing by the Great Hall Holiday Artisan Market on Queen Street. You’ll find local artists, handmade jewelry, and one-of-a-kind pieces that feel personal.
- When: November 30, 2025
- Where: 1087 Queen St W, Toronto
- Tickets: Free admission
- Website: https://www.queenstmarketplace.com
- Best for: Weekend wanderers and market hoppers.
Vaughan Santafest Parade
Vaughan fills the streets with floats, bands, entertainers, and a Santa sighting that always gets the kids going. It’s festive, lively, and a fun way for locals to connect before December begins.
- When: November 30, 2025
- Where: Springside Road & Melville Avenue to Vaughan City Hall
- Tickets: Free to watch
- Website: https://www.vaughan.ca
- Best for: Families in Vaughan and nearby suburbs.
The Sunday Antique Market
If holiday shopping has you running out of ideas, this market is your reset button. With 80+ vendors from Ontario and Quebec, you’ll find everything from vintage art to odd little treasures that somehow make perfect gifts.
- When: November 30, 2025
- Where: Small Arms Inspection Building (1352 Lakeshore Rd E, Mississauga)
- Tickets: Free admission
- Website: https://www.sundayantiquemarket.com
- Best for: Vintage lovers, unique gift hunters, Sunday wanderers
Riverside Window Wonderland & Art Walk
If you’re not quite ready to deal with shopping madness, take it slow with a stroll through Riverside’s Window Wonderland. It features 25+ art-filled storefronts turned into mini winter galleries along Queen East, perfect for a day or evening walk with your camera.
- When: Until December 10, 2025
- Where: Storefronts along Queen E from Davies to De Grassi St
- Tickets: Free admission
- Website: https://riverside-to.com
- Best for: Art lovers and quiet city walks.
Holiday at The Well
Downtown’s The Well is officially in holiday mode, and it’s like a Nordic winter village in the middle of Toronto. Shop local, sip something warm, and people-watch under twinkling lights.
- When: Until December 28, 2025
- Where: 486 Front St W, Toronto
- Tickets: Free admission
- Website: https://thewelltoronto.com
- Best for: Downtown dwellers and holiday shoppers.
Holiday Hills
If The Well has Nordic elegance, Holiday Hills at Stackt Market is Toronto’s cool cousin. It’s part market, part party, where you can enjoy fire pits, live music, local eats, and cocktails that make you forget how cold it is.
- When: Until December 28, 2025
- Where: STACKT Market (28 Bathurst St, Toronto)
- Tickets: Free admission
- Website: https://stacktmarket.com
- Best for: Friend groups and date nights.
Bloor-Yorkville Holiday Magic
Bloor-Yorkville lights up its streets and parks with festive installations, strolling carolers, and illuminated benches that warm the whole neighbourhood. It feels calm, polished, and perfect for an evening wander after shopping or dinner.
- When: Christmas tree and light displays until December 31, 2025 / strolling carolers perform on select dates
- Where: Village of Yorkville Park (115 Cumberland Street & Bellair Street, Toronto)
- Tickets: Free admission
- Website: https://www.bloor-yorkville.com
- Best for: A holiday walk in one of Toronto’s prettiest districts.
EPOCH Bar & Kitchen Terrace Holiday Market
The Ritz-Carlton turns EPOCH’s terrace into a winter market filled with chalet-style booths, seasonal treats, hot chocolate, mulled wine, and handmade goods.
- When: Until December 31, 2025
- Where: The Ritz-Carlton (181 Wellington Street West, Toronto)
- Tickets: Free admission
- Website: https://www.epochtoronto.com
- Best for: Couples or friends looking for a refined night out.
Paid & Ticketed Things To Do
One Of A Kind Christmas Show – 50th Anniversary
Fifty years of handcrafted mugs, comfy knits, and gifts that say “I actually put thought into this.” The One Of A Kind Christmas Show is back at the Enercare Centre with 700+ artisans, making it Toronto’s ultimate shopping marathon.
- When: November 27-December 7, 2025
- Where: Enercare Centre, Exhibition Place Toronto
- Tickets: Click here.
- Website: https://oneofakindshow.com
- Best for: Holiday shoppers.
Shoresy Fall Classic
The Shoresy Fall Classic hits Scotiabank Arena this week, and it’s not your usual game. Watch the cast face off against NHL alumni in a mix of comedy, sports, and pure Canadian energy.
- When: November 28, 2025
- Where: Scotiabank Arena (40 Bay St., Toronto)
- Tickets: Click here.
- Website: https://www.scotiabankarena.com
- Best for: Letterkenny fans and die-hard puckheads.
LANEIGE Holiday Café
LANEIGE is bringing holiday drinks, cute photo spots, and deluxe samples with every drink purchase. It’s a quick stop that feels fun without trying too hard.
- When: November 28-30, 2025
- Where: AESET Coffee Co. (Yorkville)
- Price: Purchase of any Laneige custom drinks
- Instagram: @lanigeca
- Best for: Skincare fans, café hoppers, and sample collectors.
The Winter Market at Evergreen Brick Works
Evergreen brings back its busy winter market with 60+ vendors, workshops, live music, food trucks, skating, and activities for kids. You can stroll, snack, shop, and warm up by the fire before heading home.
- When: November 30-December 21, 2025 (select dates)
- Where: 550 Bayview Ave, Toronto
- Tickets: $5 suggested donation
- Website: https://www.evergreen.ca
- Best for: Shoppers who love local makers.
Miracle on Bloor Christmas Bar
This holiday bar goes all in with decorations, themed drinks, drag shows, snacks, DJs, and general holiday chaos that leans fun instead of frantic.
- When: Until December 28, 2025
- Where: 875 Bloor St. West, Toronto
- Reservations: Click here.
- Website: https://www.miracletoronto.com
- Best for: Adults who want a festive night with friends.
WinterFest at Canada’s Wonderland
If you want your holidays extra (as in millions of lights, themed zones, skating, and festive rides), then you’ll love being at the WinterFest. Wonderland turns into a full-on Christmas carnival, and yes, it’s as over-the-top as it sounds.
- When: Until January 3, 2026
- Where: 9580 Jane St, Vaughan
- Tickets: Click here.
- Website: https://www.sixflags.com
- Best for: Kids, families, and holiday-loving groups.
The Distillery Winter Village
You can’t talk about Toronto holidays without mentioning The Distillery Winter Village. Cobblestones, fairy lights, mulled wine — it’s like a Christmas movie waiting to happen.
- When: Until January 4, 2026
- Where: 55 Mill Street, Toronto
- Tickets: Only required during specific peak periods. Click here. Entry is free at all other times.
- Website: https://www.thedistillerywintervillage.com
- Best for: Date nights and people who live for holiday photo ops.
Mill Street Brewpub
Roaming the Distillery Winter Village and need a warm little pit stop? Mill Street Brewpub offers a limited-edition menu of seasonal bites and holiday drinks, all enjoyed in their festive outdoor huts.
- When: Until January 4, 2026
- Where: Distillery District (21 Tank House Lane, Toronto)
- Price: Varies
- Website: https://millstreetbrewery.com
- Best for: Date nights, group hangs, and holiday drink seekers.
Concerts
Sir Chloe
If moody indie rock is your comfort zone, Sir Chloe is calling. Dana Foote’s voice floats somewhere between soft and stormy, perfect for a late-night concert that makes you feel a little too many emotions.
- When: November 24, 2025
- Where: The Concert Hall (888 Yonge St, Toronto)
- Tickets: Click here.
- Website: https://sirchloemusic.com
- Best for: Indie music lovers.
Gunna – Wun 2025 World Tour
The beat drops, the crowd screams, and you realize… yeah, Gunna’s Wun World Tour was worth the hype. Expect slick visuals, deep bass, and a few surprise tracks that’ll have the whole arena vibing.
- When: November 24-25, 2025
- Where: Coca-Cola Coliseum (19 Nunavut Rd, Toronto)
- Tickets: Click here.
- Website: https://only1gunna.com
- Best for: Hip-hop fans.
DakhaBrakha
If your playlists are starting to feel predictable, shake things up with DakhaBrakha. This Ukrainian group blends folk, punk, and pop, and their live shows are loud, theatrical, and a little mind-bending in the best way.
- When: November 25, 2025
- Where: Massey Hall (178 Victoria St, Toronto)
- Tickets: Click here.
- Website: https://www.dakhabrakha.com.ua
- Best for: Music lovers.
Disney’s The Muppet Christmas Carol in Concert
What’s better than watching The Muppet Christmas Carol? Watching it with a live orchestra, obviously. This screening brings Kermit, Miss Piggy, and the rest of the gang to life with the movie’s score performed in real time.
- When: November 28-29, 2025
- Where: Meridian Hall (1 Front St E, Toronto)
- Tickets: Click here.
- Website: https://www.tolive.com
- Best for: Families.
Other Events/Activities to Check Out
- Niagara Falls Winter Festival of Lights – Until January 4, 2026 | Free admission
- Toronto Raptors vs. Cleveland Cavaliers – November 24 at Scotiabank Arena (40 Bay St., Toronto) | Ticketed
- Holiday Open House – November 27 at 401 Richmond (401 Richmond St West, Toronto) | Free admission
- The Gem Expo – November 28-30 at 370 King Street West | Ticketed
- We Might Need Therapy – November 28 at Free Times Café (320 College St., Toronto) | Ticketed
- Toronto Sceptres vs. Boston Fleet – November 29 at Coca Cola Coliseum (19 Nunavut Rd, Toronto) | Ticketed
- Christmas Tree Lighting & Miracle on Main Street – November 29 at multiple venues in Downtown Brampton | Free admission (new, unwrapped toy donations at Miracle on Main Street encouraged)
- Reid’s Christmas Market – November 29-December 30 at Reid’s Distillery (32 Logan Avenue, Toronto) | Free admission ($5 photos with Santa)
- AS Holiday Market – November 29-30 at STACKT Market (28 Bathurst St, Toronto) | Free admission
- Yung Gravy: Voluptuous Voyage Tour – November 30 at The History (1663 Queen St E, Toronto) | Ticketed
- JW Marriott Muskoka’s Ice Caves – Friday and Saturday evenings at 1050 Paignton House Rd, Minett
Planning Your Next Holiday Stroll?
The city’s glowing brighter by the day, and if twinkling lights make you instantly happy, you’ll want to plan your next festive stroll. Check out my guide to Where to See the Best Christmas Decorations in Toronto (2025). It’s your shortcut to all the most dazzling trees, sparkling displays, and photo-worthy light spots across the city.
Related Reads:
- https://www.overheretoronto.com/things-to-do-in-toronto-this-november-2025
- https://www.overheretoronto.com/concerts-in-toronto-this-november
- https://www.toronto.ca/explore-enjoy/festivals-events/festivals-events-calendar
- https://www.overherenewyork.com/things-to-do-nyc-this-week-december-1-7-guide/
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