Explore the charm of Steeles this holiday season with our comprehensive guide. From hometown residents to holiday guests, this guide showcases the best of Steeles's festive season.
Get ready to experience the joyful spectacle of the Toronto Santa Claus Parade, where bright floats and cheerful performances bring the magic of December to life. WinterFest at Canada’s Wonderland transforms the park into a winter wonderland, featuring thrilling rides and seasonal activities for families. And definitely don't forget about the Distillery Winter Village, where you can wander through beautifully decorated streets filled with unique shops and festive treats. See more details on these and other fun events and activities below!
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Top Holiday Events In and Around Steeles
- Toronto Santa Claus Parade (Toronto)
- Distillery Winter Village (Toronto)
- WinterFest at Canada’s Wonderland (Vaughan)
- Christmas at the Castle in Casa Loma (Toronto)
- Holiday Fair in the Square (North York)
- Cavalcade of Lights (Toronto)
- Bloor-Yorkville Holiday Magic (Toronto)
- Winter Village at Evergreen Brick Works (Toronto)
- Black Joy Holiday Market (Pickering)
- Winter Nights, City Lights (Pickering)
See these and even more events listed below!
Steeles Holiday Light Displays
Cavalcade of Lights
What to Expect:
Live performances and tree lighting.
Description:
Cavalcade of Lights is a winter festival featuring live performances, the lighting of Toronto's official Christmas tree, and nightly ice skating with festive light installations.
Where: Toronto | More Info: Cavalcade of Lights
Winter Nights, City Lights
What to Expect:
Tree lighting and fireworks display.
Description:
Winter Nights, City Lights is an annual holiday celebration featuring the lighting of Esplanade Park, live entertainment, holiday market, food vendors, letters to Santa, and art illuminations.
Where: Pickering | More Info: Winter Nights, City Lights
Steeles Holiday Markets and Shopping
Holiday Fair in the Square
What to Expect:
Artisan marketplace with Santa visits and warm Fireside Lounge.
Description:
Holiday Fair in the Square is a holiday tradition at Mel Lastman Square, featuring an artisan marketplace, warm Fireside Lounge, and visits with Santa. Enjoy hot chocolate and mulled wine while strolling through the stalls.
Where: North York | More Info: Holiday Fair in the Square
Winter Village at Evergreen Brick Works
What to Expect:
Community-driven market with local artisans and food vendors.
Description:
The Winter Market at Evergreen Brick Works is a vibrant event where attendees can connect with others, enjoy diverse local vendors, and experience a variety of activities including food, children's activities, and live performances.
Where: Toronto | More Info: Winter Village at Evergreen Brick Works
Black Joy Holiday Market
What to Expect:
Unique gifts and live entertainment.
Description:
The Black Joy Holiday Market is a vibrant event featuring over 60 vendors offering unique gifts, amazing food, live DJ performances, and a variety of fashion, jewelry, and skincare items. It also includes children's activities and a lively atmosphere.
Where: Pickering | More Info: Black Joy Holiday Market
Metcalfe Farmers Market Christmas Farmers Market
What to Expect:
Local vendors selling handmade and fresh products during the holiday season.
Description:
The Metcalfe Farmers Market Christmas event offers a variety of locally crafted goods, fresh produce, and holiday treats in a festive atmosphere.
Where: Ottawa | More Info: Metcalfe Farmers Market Christmas Farmers Market
Steeles Holiday Shows and Entertainment
Distillery Winter Village
What to Expect:
Immersive holiday experience with live entertainment and festive activities.
Description:
The Distillery Winter Village is a festive celebration featuring live entertainment, holiday carolers, and Santa's Tower of Toys. Enjoy the official tree lighting ceremony, holiday markets, and a variety of seasonal activities.
Where: Toronto | More Info: Distillery Winter Village
WinterFest at Canada’s Wonderland
What to Expect:
Immersive holiday experience with ice-skating and live shows.
Description:
WinterFest at Canada’s Wonderland features ice-skating on Snow Flake Lake, over a dozen live shows, exciting rides, and millions of spectacular lights. Explore larger-than-life themed areas, participate in holiday activities, and enjoy festive food and seasonal merchandise.
Where: Vaughan | More Info: WinterFest at Canada’s Wonderland
Toronto Santa Claus Parade
What to Expect:
Iconic parade with festive floats and celebrity clowns.
Description:
The Toronto Santa Claus Parade is a beloved annual event that brings hundreds of thousands of people together to celebrate the Christmas season. Since 1905, it has been a cornerstone of Toronto's holiday festivities, featuring colorful floats, world-class marching bands, and the iconic appearance of Santa Claus and Mrs. Claus.
Where: Toronto | More Info: Toronto Santa Claus Parade
Bloor-Yorkville Holiday Magic
What to Expect:
Live performances by Canadian artists amidst festive lighting displays.
Description:
Bloor-Yorkville Holiday Magic is a free outdoor concert and tree lighting ceremony featuring Juno Award-winning singer-songwriter Matt Dusk, along with traditional carolers and festive lighting displays in the Village of Yorkville Park and along Bloor Street.
Where: Toronto | More Info: Bloor-Yorkville Holiday Magic
Christmas at the Castle in Casa Loma
What to Expect:
Holiday celebration with live performances and elaborate decorations.
Description:
Casa Loma transforms into a holiday spectacle with Christmas at the Castle, featuring a 40ft tall tree in the Great Hall, eight signature trees by Canadian designers, and live performances including a Knight Before Christmas show and a Canadian Majinx illusion show. Guests can visit Santa in his castle workshop, participate in festive arts and crafts, and enjoy wintery holiday mascots.
Where: Toronto | More Info: Christmas at the Castle in Casa Loma
The Snow Ball
What to Expect:
Luxurious cocktail party with live auctions and interactive art.
Description:
The Snow Ball is an all-inclusive, multi-chef cocktail party at the Ottawa Art Gallery and Arts Court, featuring sumptuous decor, chef stations, bars, DJs, live music, auctions, beauty bars, and a live art showcase. All proceeds support the purchase of snowsuits for underserved children in the community.
Where: Ottawa | More Info: The Snow Ball
Steeles Holiday Giving Opportunities
54th Help Santa Toy Parade
What to Expect:
Toy collection for local families during the holiday season.
Description:
The 54th Help Santa Toy Parade is a festive event where Santa Claus and friends bring joy to children in Ottawa. The parade features jugglers, bands, dance performances, and floats, all while collecting toys for local families in need.
Where: Ottawa | More Info: 54th Help Santa Toy Parade
Steeles Other Holiday Activities
Santa Claus Parade
What to Expect:
Community-driven parade with elaborate floats and marching bands.
Description:
The Santa Claus Parade in Pickering is a joyous celebration featuring extravagant floats from local businesses and community groups, marching bands, and Santa Claus himself. It begins at Dixie and Glenanna and ends in Pickering’s City Centre, impressing all ages with its festive atmosphere.
Where: Pickering | More Info: Santa Claus Parade
Winter Wonderland
What to Expect:
Live ice carving and public art installation.
Description:
Join the City of Pickering and Nautical Village businesses for an exciting new event in Millennium Square this Winter. Enjoy live ice carving, select holiday vendors, buskers, s’mores stations, miniature train rides through Nautical Village, and the Public Art installation “Same Material / Different Time” by Studio Jordan Shaw.
Where: Pickering | More Info: Winter Wonderland
Festive Fun in Nearby Cities!
Discover Holiday events in hundreds of cities worldwide. Check out these nearby locations for more festive fun!
- L'Amoreaux (1 miles)
- Milliken (2 miles)
- Don Valley Village (2 miles)
- Agincourt North (3 miles)
- Tam O'Shanter-Sullivan (3 miles)
- Bayview Village (3 miles)
- Agincourt South-Malvern West (4 miles)
- Parkwoods-Donalda (4 miles)
- Willowdale East (5 miles)
- Willowdale (5 miles)
- Wexford/Maryvale (5 miles)
- Dorset Park (5 miles)
- Markham (5 miles)
- Bendale (5 miles)
- Banbury-Don Mills (5 miles)
- Newtonbrook West (5 miles)
- Malvern (5 miles)
- Woburn (6 miles)
- Westminster-Branson (6 miles)
- Flemingdon Park (6 miles)
- Eglinton East (7 miles)
- Richmond Hill (7 miles)
- Bedford Park-Nortown (7 miles)
- Clairlea-Birchmount (7 miles)
- Thorncliffe Park (7 miles)
- Toronto (8 miles)
- Mount Pleasant West (8 miles)
- West Hill (8 miles)
- Rouge (8 miles)
- Englemount-Lawrence (8 miles)
- York University Heights (9 miles)
- Vaughan (9 miles)
- Birchcliffe-Cliffside (9 miles)
- East End-Danforth (9 miles)
- Rosedale-Moore Park (9 miles)
- Downsview-Roding-CFB (10 miles)
- The Beaches (10 miles)
- Black Creek (10 miles)
- Glenfield-Jane Heights (10 miles)
- Annex (10 miles)
- Oakwood Village (10 miles)
- Church-Yonge Corridor (11 miles)
- Bay Street Corridor (11 miles)
- Moss Park (11 miles)
- South Riverdale (11 miles)
- Stouffville (11 miles)
- Dovercourt-Wallace Emerson-Junction (11 miles)
- Pickering (12 miles)
- Niagara (12 miles)
- Rockcliffe-Smythe (13 miles)
- Waterfront Communities-The Island (13 miles)
- High Park North (13 miles)
- South Parkdale (13 miles)
- Kingsview Village-The Westway (13 miles)
- High Park-Swansea (13 miles)
- Mount Olive-Silverstone-Jamestown (14 miles)
- Willowridge-Martingrove-Richview (14 miles)
- Aurora (15 miles)
- West Humber-Clairville (15 miles)
- Stonegate-Queensway (15 miles)
- Ajax (15 miles)
- Islington-City Centre West (16 miles)
- Mimico (16 miles)
- Etobicoke (17 miles)
- Newmarket (18 miles)
- East Gwillimbury (21 miles)
- Uxbridge (23 miles)
- Mississauga (23 miles)
- Brampton (23 miles)
- Oshawa (25 miles)
- Oakville (31 miles)
- Keswick (31 miles)
- Caledon (33 miles)
- Milton (34 miles)
- Burlington (39 miles)
- Orangeville (39 miles)
- Grimsby (44 miles)
- Barrie (44 miles)
- St. Catharines (44 miles)